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BOS - YWG

C$ 224 Find cheap flights from Boston to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Winnipeg departing on 20/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Search hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Winnipeg, as well as popular online travel agencies
In the last 7 days, travellers have searched 45,628,948 times on KAYAK, and here is why:

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Cheap flight deals from Boston to Winnipeg (BOS-YWG)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:17 a.m. - 12:35 a.m.BOS-YWG
15h 18m2 stops
8:00 a.m. - 9:20 p.m.YWG-BOS
12h 20m1 stop
C$ 435
Find Deal
Fri, 18 Oct - Mon, 21 Oct
9:45 a.m. - 11:28 p.m.BOS-YWG
14h 43m1 stop
8:00 a.m. - 9:20 p.m.YWG-BOS
12h 20m1 stop
C$ 469
Find Deal
Fri, 18 Oct - Mon, 21 Oct
6:00 a.m. - 11:00 a.m.BOS-YWG
6h 00m1 stop
8:15 a.m. - 2:41 p.m.YWG-BOS
5h 26m1 stop
C$ 485Air Canada
Find Deal
Tue, 1 Oct - Wed, 9 Oct
3:15 p.m. - 11:27 p.m.BOS-YWG
9h 12m1 stop
5:55 a.m. - 4:15 p.m.YWG-BOS
9h 20m1 stop
C$ 493Delta
Find Deal
Wed, 30 Oct - Sun, 3 Nov
11:15 a.m. - 11:27 p.m.BOS-YWG
13h 12m2 stops
12:35 p.m. - 11:59 p.m.YWG-BOS
10h 24m1 stop
C$ 505Delta
Find Deal
Tue, 3 Dec - Fri, 6 Dec
9:30 a.m. - 8:59 p.m.BOS-YWG
12h 29m2 stops
5:00 a.m. - 3:16 p.m.YWG-BOS
9h 16m2 stops
C$ 508United Airlines
Find Deal
Tue, 1 Oct - Wed, 9 Oct
4:15 p.m. - 9:09 p.m.BOS-YWG
5h 54m1 stop
6:45 p.m. - 5:50 p.m.YWG-BOS
22h 05m2 stops
C$ 527Porter Airlines
Find Deal
Wed, 30 Oct - Sun, 3 Nov
5:45 a.m. - 5:08 p.m.BOS-YWG
12h 23m2 stops
4:30 p.m. - 5:51 a.m.YWG-BOS
12h 21m1 stop
C$ 539United Airlines
Find Deal
Sun, 3 Nov - Fri, 8 Nov
10:20 a.m. - 9:09 p.m.BOS-YWG
11h 49m2 stops
6:45 p.m. - 5:50 p.m.YWG-BOS
22h 05m2 stops
C$ 542Porter Airlines
Find Deal
Wed, 30 Oct - Sun, 3 Nov
7:10 a.m. - 4:18 p.m.BOS-YWG
10h 08m1 stop
7:05 p.m. - 12:12 p.m.YWG-BOS
16h 07m1 stop
C$ 558Air Canada
Find Deal
Sun, 3 Nov - Fri, 8 Nov

Flights from Boston to Winnipeg - Travel Insights & Trends

Get data-powered insights and trends into flights from Boston to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Winnipeg?

The average price of all flights from Boston to Winnipeg clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Winnipeg on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Boston to Winnipeg. For your return ticket, we recommend flying on a Tuesday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from Boston to Winnipeg?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Winnipeg, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Winnipeg is October, where tickets cost C$ 474 on average. On the other hand, the most expensive months are August and November, where the average cost of tickets is C$ 857 and C$ 852 respectively.

How far in advance should I book a flight from Boston to Winnipeg?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Winnipeg, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Boston to Winnipeg, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 97 days before departure.

Good to know

Low season

January

High season

July

Cheapest flight

C$ 224
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly (9% more expensive on average)
Flight from Boston to Winnipeg

When to book flights from Boston to Winnipeg

Are your dates flexible? Find out the best times to travel from Boston to Winnipeg based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Winnipeg

  • What is the cheapest flight from Boston to Winnipeg?

    In the last 3 days, the lowest price for a flight from Boston to Winnipeg was C$ 165 for a one-way ticket and C$ 320 for a round-trip.

  • Which airports will I be using when flying from Boston to Winnipeg?

    Boston airport is called Boston Logan Intl and the only airport in Winnipeg is Winnipeg.

  • Which aircraft models fly most regularly from Boston to Winnipeg?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Winnipeg?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Boston and Winnipeg, with Star Alliance being the most commonly used for this route.

  • How does KAYAK find such low prices on flights from Boston to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Flights from Boston to Winnipeg: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from Boston to Winnipeg 
Learn how KAYAK collects reviews and tips from users.
Verified travelerFlew with Qatar AirwaysSep 2024
Flying from Baghdad to Doha on Qatar Airways can be a smooth experience if you plan ahead. Here are some tips: ### 1. **Flight Preparation** - **Check Visa Requirements:** Ensure you have the necessary visa for entering Qatar if you are required to obtain one. - **Travel Documents:** Keep your passport, visa, and any other travel documents handy and easily accessible. - **Online Check-In:** Take advantage of online check-in, which typically opens 48 hours before departure. This allows you to select your seat and avoid long lines at the airport. ### 2. **Packing and Baggage** - **Baggage Allowance:** Check Qatar Airways' baggage policy for your specific flight, including both checked and carry-on allowances.
Verified travelerFlew with Qatar AirwaysSep 2024
Flying from Baghdad to Doha on Qatar Airways can be a smooth experience if you plan ahead. Here are some tips: ### 1. **Flight Preparation** - **Check Visa Requirements:** Ensure you have the necessary visa for entering Qatar if you are required to obtain one. - **Travel Documents:** Keep your passport, visa, and any other travel documents handy and easily accessible. - **Online Check-In:** Take advantage of online check-in, which typically opens 48 hours before departure. This allows you to select your seat and avoid long lines at the airport. ### 2. **Packing and Baggage** - **Baggage Allowance:** Check Qatar Airways' baggage policy for your specific flight, including both checked and carry-on allowances.
Verified travelerFlew with Spirit AirlinesSep 2024
Make sure you know the baggage rules, don’t bring more than you need, and if you get a rental car, know that people target them for break-ins. Never leave anything in your car. Going in for a snack? Take your bags. Basically, drive to your hotel, take the bags out immediately and put them in your room, and try to leave nothing in the car ever. It’s not always this bad, but they spot rentals from a mile away. Be smart, be safe.
PeterFlew with Air CanadaSep 2024
Etihad is a market leader in every category. It’s too bad they generally don’t fly out of Canada (except for SE Asia/ME/Asia. I’d take them in a second over AC. Took one in a trip to Male and was blown away. AC seems like a discount carrier compared to them. And Etihad was always on time! On the last 20 segments I have taken with AC, less than 20% were on time (or not cancelled outright).
ArijitFlew with IndiGoSep 2024
If using Indigo, try to carry less cabin luggage or else try boarding ahead of your Zone call - else you may struggle to find space. Don't rely on flight food at Indigo. Visata is much better. As of now, Indigo is lesser evil - till Vistara and Air India get together and hopefully do some magic.
KathyFlew with Cathay PacificSep 2024
There is no section by section boarding, except for people needing extra time, or first class. So I advise you to line up right away. It's a bit confusing at first, but just line up when they start boarding, no matter what your seat is, or you'll be last in line!
PaulFlew with Air CanadaSep 2024
Air Canada from Montreal was good. But next trip we will fly TAP to Lisbon because TAP disembarked into the terminal whereas AC parked away and passengers had to bus to the airport. This routing added an extra 45-60 minutes to clearing the airport in LIS
DanaFlew with Alaska AirlinesSep 2024
That was my first time flying Milwaukee to Seattle & vice versa. I think we choose a good airline. Seattle’s traffic & airport is busier than Milwaukee so get there at least 2 hours early. Download & keep an eye on the Alaska airline app for flight info updates.
Verified travelerFlew with Hawaiian AirlinesSep 2024
I will not fly to ICN and transfer to Hawaiian again. Both Asiana and KAL are good flights to ICN. And their lounges are both good. But if flying onward, stay with Asiana or KAL connections. ICN doesn’t do terminal connections well.
Verified travelerFlew with British AirwaysSep 2024
Make sure you arrive early enough for boarding. I had a 1 hr layover from Charleston that that was just enough time to get off the plane and walk over to the international side before they started boarding.
KevinFlew with Cebu PacificSep 2024
Bring charging cord as the have ports on the plane. You have to buy water, so get it in the airport, as 3 bottles is the same price as 1 warm bottle on the plane.
DavianFlew with SouthwestSep 2024
Don't rent a car or Uber. Add Clipper Card to your digital phone wallet and use it to take the Bart! It was super easy and very clean with spectacular views along the way
SteliosFlew with Sky ExpressSep 2024
Aegean airlines is still the best experience in Greece, one of the best in Europe. Buses from the airport are cheaper than metro. Recharge your ticket in the machines and help be more ecological
DONALDFlew with SouthwestSep 2024
None for this leg. But it seems the earlier the better for seating. The flight is usually not filled to capacity, so you can usually get an aisle or window seat fairly easy.
Verified travelerFlew with KLMSep 2024
Drink enough water before the flight and, if possible, carry a sachet with electrolytes to counteract the effect of the dry environment of the plane and reduce the effect of jetlag.
TrygveFlew with Cathay PacificSep 2024
For me it’s all about sleep. Try to sleep as much as possible. Bring a good book and don’t eat too much as it is a very long flight
MarkFlew with United AirlinesSep 2024
Unless you are “held hostage” by mileage plus program. Don’t take this flight if it’s an old short haul aircraft. Delta has more and more comfortable flights to Atlanta
Verified travelerFlew with NorwegianSep 2024
The service on the flight is amazing, and also the team responsible to see you on board are very helpful. Reach there in time because everything is timely.
TamaraFlew with Spirit AirlinesSep 2024
Choose airlines close to your home. Especially for uber purposes. Every airline that allows a carryon is ggreat. Complimentary snacks are a plus and add competent courteous staff.
AlanFlew with Alaska AirlinesSep 2024
From Portland specifically- fly Alaska. It’s just easier. Other airlines are fine, but when I’m going to and from Portland, I almost exclusively fly Alaska.
MatthewFlew with LATAM AirlinesSep 2024
Had to go to 2 security checks for connecting flights and could not take water/soda purchased in terminal onto the flight.... so plan accordingly
Rita AnnFlew with Aer LingusSep 2024
The gate is a long walk so go through security earlier rather than later. Loads of great shops and restaurants both land and air side.
OdieFlew with Air CanadaSep 2024
Make sure you eat at the airport before boarding… if you have time walk around the airport bc there’s lots of places to eat.
Verified travelerFlew with Alaska AirlinesSep 2024
We chose Alaska as they flew non stop from Seattle to Cincinnati and back to Seattle. A bonus not to stop in Chicago.
Verified travelerFlew with British AirwaysSep 2024
I have only flown Air Canada and British Airways, and while both are excellent, I have to give the edge to British Airways.
DanielFlew with Gulf AirSep 2024
Gulf Air has a good checked baggage policy (2 x 23 kgs). The carry-on allowance at 6 kgs is not bad too.
Verified travelerFlew with Air CanadaSep 2024
Get there with plenty of time! You can’t afford to be late but you can always afford to be “late for being early”!
AlainFlew with Flair AirlinesSep 2024
Just booked ahead with add-ons at a decent price or even last minute. . Fast journey of 1h15 from YEG to YVR.
Verified travelerFlew with LufthansaSep 2024
Don’t stress at the check in. Easy and convenient, no lines , no confusion with gate. Small and very easy airport to navigate
DesFlew with ZIPAIRSep 2024
Greay value for money! Buy food at the airport and take it onboard with you - its not an issue at all.
DevikaFlew with Etihad AirwaysSep 2024
I wish I had known how much walking I had to do to the transfer terminal from landing to transfer gate.
Verified travelerFlew with LufthansaSep 2024
Get deeper into the airport. There are cheaper/good food and more seating once you get away from the entrance.
Verified travelerFlew with British AirwaysSep 2024
Gone are the days of only needing to arrive 2 hours before your flight. My advice give yourself 3+ hours.
danielFlew with Singapore AirlinesSep 2024
They have a large library of movies and shows don't really need to bring anything for the long flight
BessieFlew with ANASep 2024
ANA and JAL are always better. I try to take the first flight in the middle of the week.
ScottFlew with DeltaSep 2024
If you can manage it, take the first flight of the day; chances are later flights will be delayed.
DevikaFlew with Etihad AirwaysSep 2024
FInd an airline that has not cut down seat width and depth, not reduced portion size of food.
PabloFlew with Hainan AirlinesSep 2024
Be punctual and kind to foreign people, we dont understand not only the language bit also the manners
Verified travelerFlew with American AirlinesSep 2024
Do not check in your docs, and medication in a check bag. Carry with you to the cabin.
Verified travelerFlew with British AirwaysSep 2024
Go to the airport early as the Security queues are almost always long, especially in the Summer months.
AurianneFlew with United AirlinesSep 2024
Ensure you have 2-3 hours layover You’ll likely need unless you don’t mind missing your next flight
Verified travelerFlew with Porter AirlinesSep 2024
Please start bags check-in at least 2.5 hour before flight and finish at 30 min before flight.
Verified travelerFlew with Spirit AirlinesSep 2024
Consider one of the non-economy airlines (eg Delta, American) for a more comfortable flight and travel experience.
MichaelFlew with SouthwestSep 2024
Flew Southwest was able to check my bag for free. The ticket was pricey but worth it.
Mohamed ImranFlew with Air TransatSep 2024
Pack food for yourself before boarding Air Transat. Blankets, pillows and headphones are not given for free.
JohnFlew with Alaska AirlinesSep 2024
Don’t waste time when arriving in Seattle. Most connecting flights require a train shuttle between terminals.
RashidFlew with Batik AirSep 2024
Bring your food snake gadgets to be comfortable and some MYR to buy even soft drink.
Verified travelerFlew with AviancaSep 2024
If you must fly get a connection that is over two hours to clear customs successfully.
Mandeep SinghFlew with Etihad AirwaysSep 2024
I think choose for Emirates or Qatar airlines they have better flight experience and better hospitality.
Verified travelerFlew with British AirwaysSep 2024
BA had great food, should have brought a few more snacks and dressed more warmly though!
ReganFlew with American AirlinesSep 2024
You don't have to be at the airport 3 hours in advance as crowds are minimal.
Verified travelerFlew with Alaska AirlinesSep 2024
Tru and get a direct flight through United or Alaska so you have no transfers!!!
GregFlew with SouthwestSep 2024
Southwest is fantastic currently, hopefully they aren't forced to change by greedy Private Equity shareholders.
Verified travelerFlew with British AirwaysSep 2024
Prepare for a lot of walking, both airports had us walking at least a mile!
Verified travelerFlew with LufthansaSep 2024
I personally like Lufthansa, draw back are the distances to walk at the Frankfurt airport.
AdamFlew with Sun Country AirSep 2024
Be prepared for some additional costs if you’re choosing to get special drinks or food.
Verified travelerFlew with Cathay PacificSep 2024
Check the gate number carefully because there are multiple flights to the same destination.
SueFlew with Air CanadaSep 2024
Always fly with air Canada as far as they keep the flight prices reasonable.
Verified travelerFlew with Royal JordanianSep 2024
AA have the best boarding and fast service. Leaving and landing in time. 😀
Verified travelerFlew with Qantas AirwaysSep 2024
You don’t have to arrive two hours early since it is a domestic flight
KimberlyFlew with DeltaSep 2024
Look closely at your flight times And try to stay away from long layovers.
SundereshFlew with American AirlinesSep 2024
Check standby options on earlier flights. There are many between the two destinations.
IrinaFlew with LufthansaSep 2024
Turkish Airlines and Lufthansa are the best in regards to food and space
KayFlew with LufthansaSep 2024
Make sure you have plenty of time at airport! Get help from staff
JasonFlew with SouthwestSep 2024
Load from the front to the back. It’s faster. And have better snacks.
ConnerFlew with Aer LingusSep 2024
Pick a seat near the back of you want to get off quicker
KamalFlew with SAUDIASep 2024
The best option flying to Cairo is Saudia Airlines, in every service offered.
SanjayFlew with LufthansaSep 2024
Golden rule for connecting flights in & out of Europe. Minimum 3 hour layover.
MarianneFlew with Air CanadaSep 2024
Delta is the best in terms of crew friendliness, food, and comfort.
Verified travelerFlew with Cathay PacificSep 2024
Fill out arrival card on the plane to expedite the arrivals process
FernandoFlew with Spirit AirlinesSep 2024
Give yourself plenty of time, especially if you are parking off property.
AskarFlew with Uzbekistan AirwaysSep 2024
Uz airways is the best I think. Both airports are great.
SteveFlew with Alaska AirlinesSep 2024
Bring warm clothing, a blsnket, your own water to keep hydrated.
EileenFlew with Air CanadaSep 2024
Use the Arrive CAN app to speed up time in customs.
RalitsaFlew with LufthansaSep 2024
Please, demand the wheelchair service to be delivered as promised.
AnnFlew with DeltaSep 2024
Just pick any Asian carrier that still knows customer service
Verified travelerFlew with Allegiant AirSep 2024
Boarding went well at ABE. Flight left early, arrived early.
AnastasiaFlew with LufthansaSep 2024
Keep plenty of time for security searches, they are unpredictable.
DeeFlew with Alaska AirlinesSep 2024
Arrive early as repairs and construction underway at Seatac.
Verified travelerFlew with WestJetSep 2024
Pre book a seat that has extra leg room.
ElianaFlew with Spirit AirlinesSep 2024
Bring a backpack to avoid a ridiculous charge
SalvatoreFlew with China SouthernSep 2024
The flight, staff, and food were great 😊
WilieFlew with Scandinavian AirlinesSep 2024
To enjoy the service onboard including the entertainment
Verified travelerFlew with Aegean AirlinesSep 2024
give yourself ample time to get to airport
MichaelFlew with Qantas AirwaysSep 2024
14 hours overnight is tough but hydrating helps
Verified travelerFlew with Qantas AirwaysSep 2024
Take a direct nonstop flight on Qantas Airways.
RyanFlew with Air CanadaSep 2024
There is a train but Rocky Mountaineer is expensive. There’s also E-bus but we would have had to stay overnight. Westjet is much cheaper but flights are through Calgary taking over 4 hours to make it to Kamloops instead of the 50 minute flight with AC.
DanielFlew with Gulf AirSep 2024
If you’re seated in the aisle, be prepared to get up when your neighbour needs to use the restroom or stretch their legs. If this happens during meal service, navigating around the cramped economy section in the narrow-body A321 can be a chore.
Verified travelerFlew with LufthansaSep 2024
We normally fly American out of phoenix, much more options. This time we flew united with connections on Lufthansa. A bit more juggling than our normal American airline and their connections.
ZachFlew with American AirlinesSep 2024
Charlotte is so crowded partially because of the tight banks American operates plus the construction and just the overall small footprint given the larger aircraft. Bring patience while transiting clt
ShakeelFlew with Etihad AirwaysSep 2024
At Abu Dhabi special checking of US travelers to Old Airport instead of New one and passengers transferred by bus to old airport.
Verified travelerFlew with Wizz Air MaltaSep 2024
If you flying with wiz, go early. and if you have wiz priority, use the first counter stating priority in small letters
EdFlew with SouthwestSep 2024
Most of our delays were due to both s crew change and a ground crew change late in the evening.
Verified travelerFlew with Hawaiian AirlinesSep 2024
There is basically only Hawaiian to chose from. I might use United next time to see who is better.
Verified travelerFlew with British AirwaysSep 2024
Easy hop but we sure went to the most remote o’hare gate I think, prepare to walk a mile!
Verified travelerFlew with Qantas AirwaysSep 2024
Try not to get seated by an extremely large man. If so, look for an open seat ASAP.
Verified travelerFlew with Alaska AirlinesSep 2024
Get there early enough to grab some food. I was just a little too late for that.
HFlew with Singapore AirlinesSep 2024
Customs and health declarations forms must be filled up. No visa countries can use the automated gates
Verified travelerFlew with IberiaSep 2024
Coming from Denver with London as a layover you will have to go through security again
PremFlew with Air New ZealandSep 2024
Get there on time. There are no Uber or Taxi service available early morning
ConnerFlew with Aer LingusSep 2024
You need almost 2 hours to be sure you will clear US pre clearance
AnastasiaFlew with LufthansaSep 2024
A bit of smaller space, but it’s a short flight so it’s ok
Verified travelerFlew with Air CanadaSep 2024
Would have liked to know Air Canada add-on costs right away.
VicençFlew with Air CanadaSep 2024
Boards from some gates that are far, walk there in advance.
Verified travelerFlew with Spirit AirlinesSep 2024
Expect delays. Bring your own snacks. Check out other airlines first
MarkFlew with DeltaSep 2024
Don’t check bags. Hope your attendants show up on time.
DONALDFlew with SouthwestSep 2024
Take the early flights. There are lots of seating available.
WeiFlew with British AirwaysSep 2024
Connection takes long, Make sure you plan enough time.
PremFlew with Air New ZealandSep 2024
Gates are pretty far away from domestic to international.
NeelamFlew with British AirwaysSep 2024
Maybe try Air France as BA is always delayed
Verified travelerFlew with LufthansaSep 2024
Expect a little disorganization with lining up for boarding.
LindsayFlew with DeltaSep 2024
Be prepared in case youre stuck there all day
LeoFlew with American AirlinesSep 2024
Have plenty of patience for the casual travelers! They are oblivious of rules and etiquettes that slows down the process for everyone. Case in point, a guy held up the line trying to place both his personal item (should be UNDER the seat in front of you) and his carry on case horizontally. Obviously not aware of the big poster right in front of his displaying the proper way of placing his case on it's side. Slowed the whole line of people behind him. Also be mindful the agents in Ontario airport (or any smaller airports) might not be the most knowledgeable on the rules and regulations of air travel, luggage specification allowances etc. Stay patient!! Also the seats do not recline that well anymore on AA flights. So if you have back problems, be sure to bring some back supports.
Verified travelerFlew with Alaska AirlinesSep 2024
The "pay to pick your seat" policy stinks. It's even worse than "pay to pick a seat you'd want to sit in" that airlines have been doing for a while. There is no cohesive policy for how one *gets* a seat assignment- at LAX my boarding pass had a seat assignment; in Portland, the ticketing agent told me the gate agent "had" to do it, but the gate agent said it had been assigned the whole time even though my boarding pass had a blank space where the seat assignment should have been.
DinaFlew with LATAM AirlinesSep 2024
Madrid airport is one of the most difficult airports I have ever visited. An absolute nightmare for new travelers to this airport. Please give assistance to the people connecting flights and remember that this T4 and T4S is confusing and there is only ONE information desk hidden among the food court and no one to ask. Corridors are empty and the people who are checking the lines don’t give any other assistance but supervision.
Verified travelerFlew with Singapore AirlinesSep 2024
I wish I'd known how little space there is now on this flight and how much the quality of the food has decreased in the last year. For breakfast the staff moved through the cabin handing out a boxed potato and mushroom patty which most people handed back
AvaFlew with WestJetSep 2024
If you think you’ll be hungry, bring food on board or eat before boarding. Don’t pay extra for a premium seat unless you want to sit toward the front of the plane. The seats are not different from one section to another. The bathroom smelled and was tight.
PeterFlew with Air CanadaSep 2024
Don’t expect to ever be on time to your destination. The Montreal-Toronto-Montreal route is AIr Canada’s highest volume route and they are almost never on time. In my experience (20 flight segments in the last 12 months) less than 20% have been on time.
Verified travelerFlew with Air CanadaSep 2024
Air Transat and Lufthansa seem to have the best onboard experience. Air Canada was good, too. Azores Airlines and Sunwing are to be avoided at all costs. The former lost half the plane's luggage and the latter couldn't be on time to save its life.
Verified travelerFlew with Scandinavian AirlinesSep 2024
Check with the airline and validate that all of the advertised benefits are indeed available. Paying higher price for the Economy Plus tickets may not be worth it for you as a number of advertised benefits are not available, definitely not in Boston
MatthewFlew with LATAM AirlinesSep 2024
Took over an hour from city center to Ezeiza International Airport (Buenos Aires) during rush hour. Plan accordingly. Latam required paper boarding passes. so make extra time to check in and get them at the desk or kiosk.
LeeAnnFlew with Air CanadaSep 2024
I wish I had known that the air canada flight I was taking was so small inside that you can barely fit your carryon bag down the aisle. Also that there are some planes who's seats don't recline.
JonFlew with Asiana AirlinesSep 2024
If at all possible find one that isn’t so rules focused about things that don’t matter. I think we are well past the age where window shades MUST be open 30 minutes before landing. For goodness sake.
Verified travelerFlew with Turkish AirlinesSep 2024
Istanbul airport is huge with lots of duty free and shopping options. Limited food choice. And if you are on budget, pack your food in advance as everything is si darn expensive. They primarily take Euro .
SimonFlew with British AirwaysSep 2024
Usually the earlier BA flight is better the later Easyjet one is often late and if it runs too far behind it becomes 4hours late as they have to find a new crew
KatyFlew with LOTSep 2024
Get to the airport at least 2.5 hours early. It will take you about 90 mins to check in with LOT. The workers are unfriendly and uncommunicative so don’t expect good service.
YeleFlew with AviancaSep 2024
Don't arrive 3 hours early because the staff is always late and you have to wait too long. Be prepared to face the Avianca staff because they treat you terribly.
KarenFlew with WestJetSep 2024
Calgary airport is nuts… so busy, give yourself a little time. Disappointed that I couldn’t use the lounge voucher because Elevation closed for renovations and Aspire had a waiting list.
Verified travelerFlew with British AirwaysSep 2024
Do NOT choose BA! I will no longer use BA because of their lack of alternate planning! I would have been stranded in Zagreb for 2 extra days!
Verified travelerFlew with British AirwaysSep 2024
Give yourself a minimum of two days it seems to ensure you have time for at least one cancellation and multiple delays without being informed.
Verified travelerFlew with British AirwaysSep 2024
We did not notice at booking price for suitcases. At the airport, they charged us a whopping 170 euros for 2 small suitcases! Outrageous
Verified travelerFlew with British AirwaysSep 2024
Avoid BA at all costs! This is the second consecutive time I have had problems with BA! I will not fly with BA again!
Verified travelerFlew with WestJetSep 2024
Don’t expect too much from westjet. Most of the staff are rude. Only silver lining is that my flight was on time
PremFlew with Air New ZealandSep 2024
Be prepared to go to the international terminal from domestic terminal. It takes lot of time and could be a little confusing.
WandaFlew with Ethiopian AirSep 2024
Honestly I wouldn't fly out of Abidjan again. That airport is slow, poorly managed, unhelpful and unfriendly. Bad experience overall.
Verified travelerFlew with British AirwaysSep 2024
Do not fly British airways they canceled our flight, offered us a hotel in London. then didn't give us one.
JonathanFlew with AirlinkSep 2024
Be prepared to wait to get your visa. E visa not accepted as they lack the software at VF airport
Verified travelerFlew with AviancaSep 2024
Beware of the low entry price because they will overcharge you later when you check in and board flight.
Verified travelerFlew with LufthansaSep 2024
I will probably try to avoid Frankfurt from now on. The airport is very complicated. Lots of walking!
Verified travelerFlew with British AirwaysSep 2024
Never fly BA through Gatwick. An old, under resourced airport which will absolutely negatively impact your journey
Verified travelerFlew with Spirit AirlinesSep 2024
not a frequent flyer but need to admit i have flown in better condition for cheaper price...
Verified travelerFlew with United AirlinesSep 2024
Be prepared to wait in long line for boarder control. Allow enough time for your layover
GretchenFlew with SouthwestSep 2024
Don't connect in Dallas if you don't have to. Avoid Love Field at all costs
MariaFlew with TAP AIR PORTUGALSep 2024
Watch out if you take a late flight because the food will be bad
MariaFlew with Alaska AirlinesSep 2024
Fox car rental was very slow at their desk for getting a car.
Verified travelerFlew with LufthansaSep 2024
I would try to avoid Frankfurt Airport, very complicated airport, lots of walking
YANFlew with Hawaiian AirlinesSep 2024
The japan airlines flight was too warm, it was uncomfortable.
Verified travelerFlew with British AirwaysSep 2024
Ask not to be sat next to family with children
JenniferFlew with Hawaiian AirlinesSep 2024
Don’t try and bring a surfboard on Hawaiian airlines.
Verified travelerFlew with Alaska AirlinesSep 2024
Better training for your waitress in first class..

Top airline flying from Boston to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Boston to Winnipeg. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Winnipeg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.9
Air CanadaOverall score based on 7663 reviews
6.8Entertainment
6.2Food
7.0Comfort
7.7Crew
7.2Boarding
Airline reviews

Take off and landing and also the crew were excellent, just we could not received one of our suitcases at Ottawa at the same time we got there, but the associate at Ottawa airport were very nice and helpful so we could receive it on 16th of September.

8.0 ExcellentAnonymous, Sep 2024BNA - YYZ
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Take off and landing and also the crew were excellent, just we could not received one of our suitcases at Ottawa at the same time we got there, but the associate at Ottawa airport were very nice and helpful so we could receive it on 16th of September.

Service was great. Flight was delayed an hour which made our connection very tight and stressful. But we fortunately made it.

They served us 1.5 pieces of chicken nuggets with coleslaw..felt like a toddlers meal in business class. Why bother?

Flight was delayed due to mechanical issues with in-house entertainment. Strike one for the delay, strike two for no entertainment. Once we boarded we still had to wait while they tried to fix the entertainment system. Strike three was an issue with a passenger falling in the lavatory so no breakfast was served for economy seats. Not blaming the passenger but did the entire crew have to attend to one person? She walked off the plane by herself so she didn’t seem that bad off. Pretty much everything that could go wrong did but at least we got our luggage!

Nice larger plane Good take off and landings Very comfortable seat Great staff. Caring and helpful

Seats uncomfortable There was an incident with plane Engine Pilot was reassuring. Good pilot We landed late because of this Fire engines on landing were just Protocol

Lines at gate boarding is messy. It spills into traffic which causes other travelers to snake around the boarding passengers. Need better traffic control.

Crew was rushed to get food out and left trash for a long time on our tables.

Very pleasant crew! Good entertainment options. Water wasn’t working in the bathrooms, but they were able to fix it. Just had to stand with sticky soap hands for 20min….

I think it was a very good, left in time and reached in time. Crew was good

Book cheap flights from Boston to Winnipeg

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Winnipeg found on KAYAK in the last 72 hours.
20/1Mon
2 stops
19h 44mBOS-YWG
C$ 224
20/1Mon
1 stop
10h 10mBOS-YWG
C$ 225
20/1Mon
3 stopsPorter Airlines
11h 59mBOS-YWG
C$ 297
27/12Fri
2 stopsPorter Airlines
11h 59mBOS-YWG
C$ 345
27/12Fri
1 stopAir Canada
6h 28mBOS-YWG
C$ 401

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Last minute flights from Boston to Winnipeg

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Winnipeg that are departing in the next 10 days.
19/9Thu
multi-stopAir Canada
6h 00mBOS-YWG
22/9Sun
multi-stopAir Canada
5h 26mYWG-BOS
C$ 488
19/9Thu
multi-stopUnited Airlines
10h 31mBOS-YWG
22/9Sun
multi-stopUnited Airlines
9h 16mYWG-BOS
C$ 522
19/9Thu
multi-stopDelta
12h 18mBOS-YWG
22/9Sun
multi-stopDelta
12h 30mYWG-BOS
C$ 782

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Everything you need to know for your flight from Boston to Winnipeg

Information on your arrival and departure airports

Winnipeg (YWG)
Boston (BOS)