ca.kayak.com is also available in French. Voir le site en français.

Prices are in Canadian Dollars.

Find cheap flights from Winnipeg to Boston

YWG - BOS

Find cheap flights from Winnipeg to Boston

Round-trip
Economy
Winnipeg (YWG)
Boston Logan Intl
Fri. 15/1
Fri. 22/1
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Boston

Good to know

Low season

April Best time to beat the crowds (23% less expensive on average)

High season

December Most popular time to fly (24% more expensive on average)

Average price round-trip

C$ 362 (avg. price over the last 2 weeks)

Good deal round-trip

C$ 242 or less

Good deal one-way

C$ 182 or less

When to book flights from Winnipeg to Boston

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 231 or less one-way and C$ 308 or less round-trip.
  • The cheapest flight from Winnipeg to Boston was found, on average, 89 days before departure.
  • Book at least 3 weeks before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is April.

FAQs for booking flights from Winnipeg to Boston

How long does a flight from Winnipeg to Boston take?

Which airlines provide the cheapest flights from Winnipeg to Boston?

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

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

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

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

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

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

Top airlines flying Winnipeg to Boston Logan Intl

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 28,916 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Cons: "flight left without 1/6 of the passengers. ¯\_(ツ)_/¯"

Cons: "This flight was probably great but I was not on it"

Cons: "A lot of turbulence"

Pros: "The food and drinks were so lovely, it felt like I was in first class rather than the cheapest economy seat. Great entertainment selection and comfortable seat that let me sleep well."

Cons: "Temperature inside airplane extremely hot."

Pros: "live tv, watched the formula one race"
Cons: "Seats were not comfortable, and the side panel at my feet was broken off and i could see through the floor of the plane"

Cons: "Good"

Pros: "The crew was good. Now fast but good."
Cons: "The food was pretty basic."

Pros: "Clean Washrooms"
Cons: "N A"

Pros: "Clean Washroom"
Cons: "N A"

Pros: "It was horrible. Delta really should have cancelled and refunded the flight altogether."

Pros: "individual TVs"
Cons: "it would be great if you could not use all those one-use plastic cups. waste is a real issue in the US and the solution is using re-usable items like washable cups. Unboarding was a nightmare and it started to get really hot waiting to get off."

Pros: "Was upgraded to Comfort Plus after they had no seat for me on the plane"
Cons: "We booked with Virgin however flew with Delta and we were not alerted to this. We booked with Virgin for a reason. They also did not have seats for me when I went to check in on both flights and I had to negotiate seats before boarding. Very disappointing."

Pros: "extra legroom of comfort plus zone"
Cons: "Bordung process runs smoother now that the order is made clear ahead of time. In jfk they did not have the columns marked “comfort” “priority? “Main 3”, etc, like they had at Reagan arpoirt in DC"

Pros: "Delta does an overall nice job."
Cons: "Food is OK. Service is friendly though. Comfort + was nice. Bathrooms were not great, smelled, could use a refresh."

Pros: "Seating was fine"
Cons: "Did not have a wheelchair waiting for my wife when we arrived in LAX"

Cons: "No issues at all"

Cons: "I fly regular this was an excellent flight"

Pros: "Crew were ok. Not that comfortable."
Cons: "seat need to be more comfortable"

Pros: "The crew were fantastic. Departed on time, arrived 40 minutes early."
Cons: "Delta One is a bit jaded on this flight."

Cons: "Crew could have proactively provided more water. I was really thirsty mid-flight and had to stand up and ask for water myself."

Pros: "The crew and comfort was ok"
Cons: "The snack options coming from us to aus were only packets of crisps/chips and apples and cranberry juice."

Pros: "Staff and flight were good"
Cons: "The chicken dinner was mediocre"

Cons: "Every thing was excellent"

Pros: "Service"
Cons: "Nothing"

Pros: "Crew were nice. Flight itself was short. Was quick boarding considering how busy the flight was"
Cons: "Plane was very old. Seats were rigid and not very comfortable. No entertainment. Just basic really."

Pros: "Food was decent and crew were nice enough"
Cons: "Seat space was small and cramped. Entertainment was poor unfortunately"

Cons: "Plane journey awful. Speaker had a loud buzzing noise all the time so never heard a word bad landing. Rattling plane Very cold."

Pros: "very nice and willing stewardesses"
Cons: "tragic little place for legs, lack of space"

Cons: "flights all on Delta - about one a week for 3 months straight - and yet when Delta cancelled my flight and re-booked they did not give me any upgrade or loyalty as I saw it - I had paid extra for Delta Comfort and they told me the flight they re-booked me on simply did not have any comfort available. However, I was not the one canceling the flight and re-booking - that is their problem and after so much loyalty for years I feel like I should have gotten some kind of upgrade for free...If I have to cancel - I have to pay fees - but if they cancel - I lose ...despite being a very loyal SkyMiles customer. I am quite disillusioned with Delta now and will have to look around to see what other airlines there are now - and my entire family - and what kind of loyalty they give to their loyal customers. It needs to be a two-way"

Pros: "Waiting in the departure lounce was ok"
Cons: "Boarding was kind of stupid Delta is boarding in Zones and starts at the front instead of starting boarding passangers sitting at the back of the plane and moving forward NO they do it the wrong way and due to that boarding takes to long and makes you frustrated."

Pros: "Quick boarding"
Cons: "N/a"

Cons: "We had to wait at the customs for nearly 1.5hrs, then pick up our luggage, then check in again!!! We were running and got on the plane 10 mins before the departure. Super stressful!!"

Cons: "Delays, delays, delays... first class ticket from BOS to MSP got me a 6 hour delay and a middle seat in econ main cabin at the back of the plane. Delta you suck!"

Cons: "Dripped on!!!!!!"

Pros: "Flight itself uneventful"
Cons: "Lateness"

Pros: "Everything was perfect and most of all ON TIME Thank you Delta!"

Cons: "Flight was delayed with no explanation."

Cons: "Wifi didn't work the entire flight"

Pros: "Crew was courteous, I asked for a blanket and a banana (I saw some being passed to delta select (?) passengers), and got both, no one snapped at me like on an earlier flight.5"
Cons: "The flight was 3.5 hrs late. (Had it been on time, I would have missed it entirely though because Atlanta airport passport control was complete chaos, I heard the airport wa closed earlier for weather related reasons). Enough said."

Pros: "Snacks & drinks & TV movies good"
Cons: "One hostess was very rude & slow forget our headphones Kept getting me to help her with getting attention of other hostesses also very bad at giving snacks and kept my husband and another man waiting for 10 mins while she gathered rubbish despite repeated requests which would have been easy as she was at the front of plane obviously unsuited for this position"

Pros: "On time, staff, and overall service"
Cons: "No complaints"

Pros: "Awesome customer service"
Cons: "No complaints"

Pros: "This was our first time flying Delta and it was a very pleasurable experience. Boarding was very straight forward and the seats allocated comfortable. A surprise for us was being asked if we would like to move seats from the back of the aircraft to Comfort Economy (we think it was to do with weight balance! but appreciated very much none the less). The flight attendants were very professional and helpful, as you would hope all attendants on all airlines would be. We'd gladly fly Delta again anytime."

Pros: "Great friendly crew. Great entertainment with movies on a short narrow body flight!"
Cons: "Boarding and disembarking was again slow. Must be a cultural thing as each flight in the US seems to be like this as people take ages to get their bags organised on arrival. Chaotic boarding is compounded by the back of the plane boarding last.... everywhere else in the world loads everyone together or does the back of the plane first and it's much quicker!"

Pros: "Overall experience was awesome. Always love to fly delta. Nice spacious and clean aircraft. Enjoyed the entertainment system."

Pros: "Overall experience was awesome. Always love to fly delta. Nice spacious and clean aircraft. Enjoyed the entertainment system."
Cons: "No complaints"

Cons: "Seat did not recline."

Pros: "Equipment was nice and well maintained. Seats are comfortable for coach. Video at each seat. Friendly staff."

Pros: "Crew was good. Flight was on time. This was a newer plane"
Cons: "it was great"

Cons: "Notification from the Travel agency that I needed to get a Yellow Fever immunization."

Pros: "Comfortable seat - great service"

Cons: "One of my checked baggage was lost."

Pros: "I don’t usually complain, but this was probably my least comfortable flight. Not much that I liked about the flight."
Cons: "Compensation or at least an apology for tv screen and air conditioning not working. The flight was hot and boring."

Cons: "Toilets were dirty and not enough toilet papers"

Pros: "It arrived on time."
Cons: "The temperature in the cabin was way too cold. People we wearing their jackets and when I mentioned it to the cabin crew member she said a few other people would have to make a similar comment before she could request turning the temperature up. There was also a glitch in the system so that the reading lights for each seat could only be operated by the seat directly in front. The food was very uninspiring and poorly presented. The tea and coffee were awful!!!!!! The choice of movies,etc was very limited. Thank goodness it was a night flight and not too long!"

Pros: "Crew were exceptionally good, friendly and helpful. Great entertainment system."
Cons: "The food is terrible, overcooked watery beefless beef dishes. Better ti brng your own food."

Pros: "Staff were friendly and helpful."
Cons: "Movie selection was limited although I found one in the lot that I thoroughly enjoyed. As always with Air Canada, you only get the most basic snacks and everything else is extra."

Cons: "The vegetarian meals, they were not enjoyable, we actually couldn’t eat them. I wish we had not gotten vegetarian meals as the regular breakfast was a choice between pancakes or omelet with fresh fruit, which where both vegetarian. They need to make a difference between vegetarian and vegan."

Pros: "New plane in the excellent condition. Leg room in economy not bad. Crew friendly and efficient. Boarding worked well."
Cons: "The main meal was pretty dreadful. Grilled chicken with what I think was mashed potato, but it was difficult to be sure. Watery and tasteless. Accompanied bizarrely by a tomato sauce (which did taste of something). Hard to identify the ethnicity."

Pros: "nothing"
Cons: "See above - seats worn out, entertainment worn out, Crew battling old tired aircraft. Massively overpriced. Bring on WestJet direct to Ottawa."

Pros: "In flight attendance was excellent and we were nearly overfed with plenty of drinks, snacks and meals. It was nice to see both young and elderly ladies as air hostess. This is a strong statement in non discrimination on Account of age in employment. To see a red Indian lady among them was very refreshing."
Cons: "Dimming of the windows was not user friendly and we had to put up with bright reflected lights from clouds. On ground both in Calgary and Vancouver the wheel chair attendance was not at the same level as in Frankfurt where it had been given with paramedic competence."

Pros: "only The crew inside the airplane and the airoplane"
Cons: "Every one in Lufthansa are so rude expect the crew"

Pros: "Beautiful new 787"
Cons: "Entertainment options could be more plentiful."

Pros: "The connecting flight was with air Canada. In general the flight was fine. Landed on a Saturday afternoon."
Cons: "What was not fine was the horror at the other end when air Canada lost my bag (which had my suit and prescriptions) and couldn't tell me where it was or when it would be delivered for over two days of calling between their service centre and one the ground people at Boston. The call centre was in India, no one in Boston would tell them what was going on. It should not take three days to sort, when the bag had actually been sent on the next flight (on Saturday evening) after the one I took. Fortunately, was able to borrow BP medication from a relative and ultimately had to spend money to buy new suit and clothes before bag finally appeared because I had business meetings for which I needed appropriate attire. Every other airline I gave flown where my bag was delayed was always delivered in 24 hours. This was not Brussels airlines fault, it was the fault of air Canada."

Cons: "Was put on a Turkish airlines flight - landed in India 12 hours AFTER scheduled landing. My luggage did not reach India. After numerous calls got only 1 out of 2 of my bags ; 2nd bag still missing 1 week after landing in India WOW"

Cons: "Put on Turkish air landed 12 hrs late lggage still missing"

Pros: "Vegetarian food needs lots of improvement"

Pros: "The flight was on time check in was simple and quick Staff on board friendly and professional Inflight movies fab Plenty of room on seats clean plane"
Cons: "Nothing all great"

Cons: "The airline crew keep on pushing back the departure due to bad weather. No discipline while boarding passengers. Delay after landing to open the door. No clear instructions about the delays"

Pros: "staff was great checkin at the airport was a breeze and love the 2 checked free luggage for international flights. food was mediocre but what do you expect, I'm just glad we got 2 meals and 2 snacks. great touch."
Cons: "only issue was the fact the online checkin was unavailable to us for some reason which basically left my girlfriend and I sitting in separate rows in between 2 people for 17 hours. entertainment was also pretty lacking with only a few movies available."

Cons: "Everything was seamless and i have no complaints. My return flight was cancelled amd i was automatically put on a different flight, and instead of waiting more than 2 hours from boston to get to canada, i was put on an earlier flight for which i am thankful for. However we couldnt take off as delta was clogging up the way to the runaway so ended up waitimg an hour to taje off which was ridiculous. Hope delta hires more ground crew so that others arent inconvenienced in the future."

Pros: "Clean, friendly crew remembered how we had our tea/coffee from the earlier service"
Cons: "Economy is never very comfortable but was better than a lot of other airlines"

Cons: "I wasn’t able to check in online and therefore wasn’t able to update with my dietary requirements which meant I couldn’t really eat anything that was given. I was told at the airport that it needs to be submitted 24 hrs before the flight and there was nothing they could do. Really unfair and not on."

Pros: "Organised zones for boarding"
Cons: "i am à French National ( France) living in UK. After a confusing conversation from the officer not understanding that I was not travelling to France ( assumption) I was asked to show evidence I had the right to enter UK !!!! I explained I lived there permanently ; I was then asked why French hate English so much!!! To which I explained only narrow minded people would believe so and that the style of her comment were not appropriate . I explained my children were half French half British and that her comment was offensive ."

Cons: "Lost luggage!"

Pros: "The hot dinner was good"
Cons: "The pudding was poor, it was just a wrapped cookie. The movie selection was terrible! Most of the films were very old!"

Pros: "Ease of service and efficiency."

Pros: "everything"
Cons: "no entertainment"

Cons: "Very cramped like sardine tin. Not enough flight info boards in airport and they were hard to read m"

Cons: "Horrible customer service from check in through to the flight attendants. Needed to download app on my phone for an international flight in order to watch movies. Was very unimpressed with the experience."

Pros: "i loved the idea of a direct flight from Vancouver to Boston, the convenience of which made other things irrelevant."
Cons: "The snacks served (a tiny bag of pretzels) were a bit meager, especially since I had gone west on Jet Blue, which serves unlimited snacks in a good variety, but that's a minor thing. I don't like checking in at an automated kiosk, which was frustrating, and took me a while to figure out (I am not of the digital generation). The first human contact I had was with the person who scanned my boarding pass. The flight was completely full, which is never a comfortable situation in coach class."

Pros: "Same as above"
Cons: "Immigration was painfully slow and why getting checked again when just coming from another plane? wait time for luggage far too long seems an airport issue same movies"

Pros: "We flew to and from Tokyo in premium economy. The staff was friendly and multilingual. We appreciated the meals, each of which had a choice of Western or Japanese style; the overnight hospitality packs, which included a pillow and blanket, eye mask, earplugs, toothbrush, and comfy socks; and the unusual international movie options. Each flight kept more or less to schedule."
Cons: "The seat were roomy enough, but not as comfortable as we might like. Announcements took forever in three languages—I'd edit down. The breakfast rice congee was flavorless. One of our entertainment screens kept freezing. All minor gripes."

Pros: "Pretty standard flight...nice crew, free drink, left and arrived on time for the most part. Liked that I could check in early to arrange a seat."
Cons: "The seats could have been more comfortable. Had a couple knees in my back."

Cons: "For some reason we were forced to check our luggage (standard curry-ons) however it would completely fit to ovehead bins. Also waiting area were completely cut-off from Duty-Free shops - as soon as you passed security - no access to shopping area."

Cons: "Still waiting to try to get on a flight via the standby option, and even that flight keeps getting delayed and the gate was changed. The whole trip has been a clusterf***."

Cons: "I missed my flight due to new regulation eTA. why not warning people when purchase the ticket?"

Pros: "It was a normal flight. Only one hour."
Cons: "Snack options could have been better, only a biscuit."

Cons: "First it was delayed because of the aircraft, then it was delayed some more because of the bags on the plane but no passengers - bag owners . Then it was delayed because the ramp crew could not be found to remove the bags. Then it was delayed because of the weather ..."

Cons: "Both flights were over 1 hour late. Weather was fine so difficult to understand delays."

Cons: "The prop aircraft that Air Canada uses for the YYC-YEG route are old and cramped. They do nothing for the Air Canada brand."

Pros: "Liked everything about this new class of service on Air Canada. Seat was comfortable with good recline that didn't interfere with fellow passengers. Food was excellent, entertainment system was well stocked, flight attendants were friendly and high energy. Even got to use lounge and fast-track security lane at Heathrow."
Cons: "Zero complaints."

Pros: "Clearing immigration in Vancouver is very convenient"
Cons: "Food choices are limited and expensive."

Pros: "Their staff is extremely friendly and helpful, but they can only do what is within corporate rules to help you. Their corporate policies are NOT GOOD!"
Cons: "Flying Air Canada is horrible! They nickel & dime you to the point of tears. They charged me $15 per leg to make advanced seat assignments ($60 total) then changed my flights and put me in middle seats on two legs without asking me - I didn't find out until I was ready to board and they called my name to come to the gate desk! They also charge $33+ US to check one bag. If you go over the 50 lb weight limit they charge $100. By the time you add it all up, I could have flown on Delta through the US for less. Trying to get my seat selection fees reimbursed was very difficult; At the airport, they told me to go online and ask for a refund; Online, I couldn't find the way to get to the refund link; Called Customer service again, who gave me an 800# to call for a refund; the person on the 800 # told me I had to request it online but walked me through it to find the refund link; I filled in the online request and was told by automatic reply that Air Canada would investigate it and get back to me within 3-4 weeks. Ugh! No more Air Canada for me!"

Cons: "We got delayed, but this was not the fault of the airline. My bags were put on the wrong flight as well"

Pros: "Small planes but still in seat screens. Good seat room."
Cons: "Pearson is awful. One of the slowest airports in the world."

Cons: "We miss the opportunity to order an appetizer on the flight; a fun part of any travel experience."

Pros: "Overall it was a quick and painless flight. The crew was friendly and we had no problems!"

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Winnipeg to Boston

Airlines flying from Winnipeg to Boston have enacted additional safety measures and adjusted policies to better accommodate travellers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Winnipeg to Boston

Mandatory masks

Masks required on board, masks provided on flights from Winnipeg to Boston

Social distancing seating

Middle seats unavailable to book on flights from Winnipeg to Boston

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Winnipeg to Boston

Book cheap flights from Winnipeg to Boston

Recent round-trip flight deals

2/2
Tue.
2 stops
Delta
8h 51m
YWG - BOS
24/2
Wed.
1 stop
Delta
5h 50m
BOS - YWG
3/6
Thu.
1 stop
Air Canada
6h 13m
YWG - BOS
7/6
Mon.
2 stops
Air Canada
9h 46m
BOS - YWG
2/2
Tue.
2 stops
Delta
11h 30m
YWG - BOS
24/2
Wed.
2 stops
Delta
13h 17m
BOS - YWG
3/6
Thu.
2 stops
Air Canada
7h 38m
YWG - BOS
7/6
Mon.
2 stops
Air Canada
8h 48m
BOS - YWG
3/6
Thu.
1 stop
Delta
5h 43m
YWG - BOS
7/6
Mon.
1 stop
Delta
5h 58m
BOS - YWG
3/6
Thu.
1 stop
Air Canada
6h 13m
YWG - BOS
7/6
Mon.
2 stops
Air Canada
9h 46m
BOS - YWG
Show more results

Recent one-way flight deals

23/6
Wed.
2 stops
Air Canada
7h 38m
YWG - BOS

Search by stops

Search by airline
Search by price
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First