YWG - SJO

C$ 281 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 23/10. 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

Tue, 3 Mar - Tue, 10 Mar
United Airlines Logo
2:20 p.m. - 1:15 p.m.YWG-SJO
22h 55m2 stops
United Airlines Logo
7:45 a.m. - 11:39 a.m.SJO-YWG
26h 54m2 stops
C$ 670United Airlines
Find Deal
Mon, 23 Feb - Mon, 9 Mar
United Airlines Logo
2:15 p.m. - 8:39 p.m.YWG-SJO
54h 24m3 stops
United Airlines Logo
5:30 a.m. - 11:39 a.m.SJO-YWG
29h 09m2 stops
C$ 695United Airlines
Find Deal
Thu, 15 Jan - Mon, 26 Jan
United Airlines Logo
2:20 p.m. - 8:39 p.m.YWG-SJO
30h 19m2 stops
United Airlines Logo
8:45 a.m. - 11:57 a.m.SJO-YWG
27h 12m2 stops
C$ 720United Airlines
Find Deal
Thu, 15 Jan - Mon, 26 Jan
 Logo
5:00 a.m. - 11:40 p.m.YWG-SJO
18h 40m2 stops
 Logo
12:22 p.m. - 5:26 p.m.SJO-YWG
29h 04m1 stop
C$ 750
Find Deal
Thu, 15 Jan - Mon, 26 Jan
 Logo
12:20 p.m. - 11:35 p.m.YWG-SJO
11h 15m1 stop
 Logo
12:22 p.m. - 5:26 p.m.SJO-YWG
29h 04m1 stop
C$ 833
Find Deal
Tue, 3 Mar - Tue, 10 Mar
Air Transat Logo
6:00 a.m. - 11:35 p.m.YWG-SJO
17h 35m1 stop
Air Transat Logo
11:55 p.m. - 3:30 p.m.SJO-YWG
14h 35m1 stop
C$ 865Air Transat
Find Deal
Fri, 6 Mar - Fri, 20 Mar
Delta Logo
5:38 p.m. - 12:55 p.m.YWG-SJO
19h 17m2 stops
Delta Logo
1:20 p.m. - 11:43 a.m.SJO-YWG
21h 23m2 stops
C$ 1,096Delta
Find Deal
Fri, 6 Mar - Fri, 20 Mar
Delta Logo
5:38 p.m. - 12:55 p.m.YWG-SJO
19h 17m2 stops
Delta Logo
1:20 p.m. - 11:43 a.m.SJO-YWG
21h 23m2 stops
C$ 1,098Delta
Find Deal
Sun, 28 Dec - Wed, 7 Jan
Air Canada Logo
1:45 p.m. - 10:55 p.m.YWG-SJO
33h 10m2 stops
Air Canada Logo
8:35 a.m. - 7:24 p.m.SJO-YWG
10h 49m1 stop
C$ 1,320Air Canada
Find Deal
Fri, 6 Mar - Fri, 20 Mar
Air Canada Logo
5:30 a.m. - 11:15 p.m.YWG-SJO
17h 45m2 stops
Air Canada Logo
7:35 a.m. - 11:44 p.m.SJO-YWG
15h 09m1 stop
C$ 1,322Air Canada
Find Deal

Everything you should know

Top airlines
United Airlines
Cheapest • from C$ 670 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
6 weeks
in advance
Our data shows that travellers who book at least 6 weeks in advance save around 34% 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$ 670
Typical prices: C$ 952-1680
United Airlines
Tue 3/3Tue 10/3
YWG - SJO • 2 stops
Cheapest one-way flights
C$ 281
Multiple Airlines
Thu 23/10
YWG - SJO • 2 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.

How much is a round-trip flight from Winnipeg to San José, San José Province?

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$ 782 (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$ 1,595 and C$ 1,531 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 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonAugust
Cheapest flightC$ 281
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (1% more expensive 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$ 203 for a one-way ticket and C$ 484 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, and SkyTeam are the airline alliances operating flights between Winnipeg and San José, with Star Alliance being the most commonly used for this route.

  • 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$ 790 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$ 1,429 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 8931 reviews
6.6Food
7.1Entertainment
7.3Comfort
7.7Boarding
8.1Crew
Airline reviews

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

10.0 ExcellentPaulos, Aug 2025YUL - IAD
Read more United Airlines reviews

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

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Had to cancel flight due to strike. Hope things will be better next August when we will rebook. Very disappointing as it was our 50th wedding anniversary celebration l!

I’ve wasted 7 hours of my time because of the delayed. ;(

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Overall great. The crews were lovely. The seats are awful. I always emerge with a back ache.

I liked the behaviour of the crew members.The flight was good.

Would like whole can of pop for 2. Treats were not great . The garlic pretzels were terrible for someone who can't eat garlic. Passenger was 84.

I had boarding pass on my phone. Husband and I were seated together. Agent printed out boarding passes and we were separated for the flight

1 hour late No hot drinks No restroom in the back of the plane

You was on strike and I had to get another r flight and you did not give me my money back

Food can be better. Taste and option, the pasta wasn't the greatest.

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

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.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

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

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