YWG - SJO

C$ 295 Find Cheap Flights from Winnipeg to San José

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to San José departing on 4/12. 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.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to San José

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to San José, 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 Winnipeg to San José, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Winnipeg to San José (YWG-SJO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to San José 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to San José

Mon, 23 Feb - Tue, 3 Mar
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
1:19 p.m. - 3:30 p.m.SJO-YWG
26h 11m2 stops
C$ 672Multiple Airlines
Find Deal
Wed, 25 Feb - Fri, 6 Mar
United Airlines Logo
2:20 p.m. - 12:56 p.m.YWG-SJO
22h 36m1 stop
United Airlines Logo
8:45 a.m. - 11:39 a.m.SJO-YWG
26h 54m2 stops
C$ 674United Airlines
Find Deal
Mon, 16 Feb - Wed, 25 Feb
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
1:19 p.m. - 3:30 p.m.SJO-YWG
26h 11m2 stops
C$ 678Multiple Airlines
Find Deal
Sat, 21 Feb - Fri, 6 Mar
United Airlines Logo
2:20 p.m. - 1:15 p.m.YWG-SJO
22h 55m2 stops
United Airlines Logo
6:30 a.m. - 11:39 a.m.SJO-YWG
29h 09m2 stops
C$ 699United Airlines
Find Deal
Thu, 26 Feb - Sun, 8 Mar
United Airlines Logo
2:20 p.m. - 1:15 p.m.YWG-SJO
22h 55m2 stops
United Airlines Logo
1:20 p.m. - 11:39 a.m.SJO-YWG
21h 19m2 stops
C$ 724United Airlines
Find Deal
Mon, 16 Feb - Sat, 28 Feb
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
7:45 a.m. - 3:09 p.m.SJO-YWG
31h 24m2 stops
C$ 730Multiple Airlines
Find Deal
Mon, 16 Feb - Sat, 28 Feb
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
2:58 p.m. - 3:09 p.m.SJO-YWG
24h 11m1 stop
C$ 740Multiple Airlines
Find Deal
Sun, 22 Feb - Fri, 6 Mar
United Airlines Logo
2:20 p.m. - 1:15 p.m.YWG-SJO
22h 55m2 stops
United Airlines Logo
8:45 a.m. - 11:39 a.m.SJO-YWG
26h 54m2 stops
C$ 749United Airlines
Find Deal
Mon, 16 Feb - Thu, 26 Feb
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
7:45 a.m. - 3:09 p.m.SJO-YWG
31h 24m2 stops
C$ 754Multiple Airlines
Find Deal
Mon, 23 Feb - Sat, 7 Mar
Multiple Airlines Logo
8:00 a.m. - 12:14 p.m.YWG-SJO
28h 14m1 stop
Multiple Airlines Logo
3:07 p.m. - 2:09 p.m.SJO-YWG
23h 02m1 stop
C$ 755Multiple Airlines
Find Deal

Everything you should know

When to book
6 weeks
in advance
Our data shows that travellers who book at least 6 weeks in advance save around 37% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
July
Cheapest • 33% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 672
Overall average: C$ 1,281
Multiple Airlines
Mon 23/2Tue 3/3
YWG - SJO • 1 stop
Cheapest one-way flights
C$ 295
Multiple Airlines
Thu 4/12
YWG - SJO • 3 stops
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Booking Insights

KAYAK's insights & trends for Winnipeg to San José flights

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

What is the cheapest month to fly from Winnipeg to San José?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to San José, 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 Winnipeg to San José is July, where tickets cost C$ 793 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is C$ 1,757 and C$ 1,552 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to San José, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Winnipeg to San José, you should book around 6 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonOctober
Cheapest flightC$ 295
Best time to beat the crowds (12% less expensive on average)
Most popular time to fly and prices are also 0% lower on average.
Flight from Winnipeg to San José

When to book flights from Winnipeg to San José

Are your dates flexible? Find out the best times to travel from Winnipeg to San José 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 Winnipeg to San José

  • What is the cheapest flight from Winnipeg to San José?

    In the last 3 days, the lowest price for a flight from Winnipeg to San José was C$ 295 for a one-way ticket and C$ 672 for a round-trip.

  • Which aircraft models fly most regularly from Winnipeg to San José?

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

  • Which airline alliances offer flights from Winnipeg to San José?

    Star Alliance is the only airline alliance operating flights between Winnipeg and San José.

  • Which is the best airline for flights from Winnipeg to San José, United Airlines or Air Canada?

    The two airlines most popular with KAYAK users for flights from Winnipeg to San José are United Airlines and Air Canada. With an average price for the route of C$ 809 and an overall rating of 7.4, United Airlines is the most popular choice. Air Canada is also a great choice for the route, with an average price of C$ 1,450 and an overall rating of 7.1.

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

    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 Winnipeg to San José.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San José from Winnipeg 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 Winnipeg to San José?

    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 San José with an airline and back to Winnipeg with another airline.

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

    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 San José from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines flying from Winnipeg to San José

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to San José. 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 Winnipeg to San José? 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.
7.4
United AirlinesOverall score based on 8988 reviews
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
Airline reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

4.0 OkayAnonymous, Oct 2025YVR - SFO
Read more United Airlines reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

On board wifi or other entertainment. Landlines option was good but ran late to Pearson

It was crazy, boarded over a hour late from scheduled departure. Then when arrived in BNA issued with getting off the plane…over 1/2 hour. Not looking forward to flying Air Canada, ever again.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

Flight was late leaving. Charge for luggage which still has not arrived and will be delivered in a week.

More space on a sold out fight and food trays were dirty

The airplane is way too tight, you can hardly enter into your row to sit.. more like kids seats than adults.

My original flight was cancelled -- but I have to mention the excellent service I was given by the agent working at check-in who found me an earlier flight -- and helped me navigate security, ensured my baggage kept up with the quick check-in and boarding process -- and just generally made the re-booking process a breeze. Thank you! On flight was fine, but we unfortunately meant no in-flight service -- no water, or coffee (it was an early morning flight...), but the crew was pleasant and accommodating throughout.

taking our carryon and forcing us to check it through

Crew was making faces when asked for extra water. They can really use a smile while giving services. Other Than that they were good. Lots of turbulence. Also while landing it was not smooth. The tire made a loud noise. They need to make those better. Other than that everything was good.

Lovely flight.....only cold drinks and no more complimentary cookies!

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

The usb plugs for charging your phone didn’t work, the seats were coarse and hard. Not very comfortable. No inflight WiFi

The seats were uncomfortable and barely reclined at all. Very little leg room despite being business class. The crew was friendly and the food was good. Had to use my own phone for in-flight entertainment.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Avianca is not what it used to be. So disappointing

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

Flight to Bogotá delayed by 3 h Missed connection from Bogotá to Guayaquil. Avianca unable to bring us to Baltra on time Overall delay 36h. We missed boat departure from galagos. Overall 10 day trip needed to be cancelled. Avianca was completely un-professional.

I receive a service for what I pay, so it is fair.

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

Everything you need to know for your flight from Winnipeg to San José

Information on your arrival and departure airports

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