YWG - SJO

C$ 332 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 4/2. 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, 0 bags

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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Everything you should know

Cheapest round-trip
C$ 675
Overall average: C$ 1,561
United Airlines
Tue 3/3Tue 10/3
YWG - SJO • 2 stops
Cheapest one-way flights
C$ 332
Multiple Airlines
Wed 4/2
YWG - SJO • 2 stops
Top airlines
United Airlines
Cheapest • from C$ 675 (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 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
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to San José!
Flight Deals
Booking Insights
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. - 6:16 p.m.YWG-SJO
27h 56m2 stops
United Airlines Logo
1:20 p.m. - 11:39 a.m.SJO-YWG
21h 19m2 stops
C$ 675United Airlines
Find Deal
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
1:05 p.m. - 11:39 a.m.SJO-YWG
21h 34m1 stop
C$ 676United Airlines
Find Deal
Wed, 19 Nov - Wed, 26 Nov
Multiple Airlines Logo
2:40 p.m. - 3:30 p.m.YWG-SJO
24h 50m3 stops
Multiple Airlines Logo
7:22 a.m. - 11:35 p.m.SJO-YWG
16h 13m2 stops
C$ 848Multiple Airlines
Find Deal
Fri, 6 Mar - Fri, 20 Mar
Multiple Airlines Logo
6:15 a.m. - 11:00 p.m.YWG-SJO
16h 45m2 stops
Multiple Airlines Logo
11:01 a.m. - 12:40 a.m.SJO-YWG
36h 39m2 stops
C$ 913Multiple Airlines
Find Deal
Tue, 17 Mar - Wed, 18 Mar
Air Canada Logo
7:05 a.m. - 10:15 p.m.YWG-SJO
16h 10m2 stops
Air Canada Logo
7:50 a.m. - 12:39 p.m.SJO-YWG
27h 49m2 stops
C$ 1,014Air Canada
Find Deal
Tue, 17 Mar - Wed, 18 Mar
Air Canada Logo
8:15 a.m. - 10:15 p.m.YWG-SJO
15h 00m1 stop
Air Canada Logo
7:50 a.m. - 12:39 p.m.SJO-YWG
27h 49m2 stops
C$ 1,015Air Canada
Find Deal
Tue, 3 Mar - Tue, 10 Mar
Air Transat Logo
12:10 p.m. - 11:35 p.m.YWG-SJO
11h 25m1 stop
Air Transat Logo
11:55 p.m. - 3:30 p.m.SJO-YWG
14h 35m1 stop
C$ 1,139Air Transat
Find Deal
Tue, 3 Mar - Tue, 10 Mar
Air Transat Logo
12:10 p.m. - 11:35 p.m.YWG-SJO
11h 25m1 stop
Air Transat Logo
11:55 p.m. - 3:30 p.m.SJO-YWG
14h 35m1 stop
C$ 1,143Air Transat
Find Deal
Tue, 17 Mar - Wed, 18 Mar
Avianca Logo
11:05 a.m. - 11:40 p.m.YWG-SJO
13h 35m2 stops
Avianca Logo
5:00 a.m. - 7:34 p.m.SJO-YWG
13h 34m2 stops
C$ 1,238Avianca
Find Deal
Tue, 17 Mar - Wed, 18 Mar
Avianca Logo
7:05 a.m. - 11:45 a.m.YWG-SJO
29h 40m3 stops
Avianca Logo
7:50 p.m. - 7:34 p.m.SJO-YWG
22h 44m2 stops
C$ 1,261Avianca
Find Deal
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$ 798 (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$ 1,767 and C$ 1,561 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$ 332
Best time to beat the crowds (12% 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$ 332 for a one-way ticket and C$ 675 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$ 806 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$ 1,462 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 9007 reviews
7.7Boarding
6.6Food
8.1Crew
7.1Entertainment
7.3Comfort
Airline reviews

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

6.0 GoodWilliam Drew, Nov 2025SFO - SJO
Read more United Airlines reviews

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

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.

it was hours late with a fake story about the high wind

I accidentally touched a cabin steward as she passed by and she reacted harshly yelling in a loud voice “don’t touch me”. It was embarrassing and uncalled for. I would characterize a few of the cabin crew as pretentious and aloof. Not at all what is expected. That was the first leg of our trip from Montreal to Munich. The second leg from Munich to Nice was more in keeping with the service I expected.

Would have preferred a better food menu. Other than that, no complaints.

Flight was excellent. The staff was a great comfort with the Captain meeting everyone on board The delay was unforeseen but an inconvenience.almost 3hours was too long to sit in the plane before the flight.

Good but need to be better with the flight times.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The staff was great and made the long trip easy peasy!

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

I like the free air Canada wifi and being able to watch things on there. The basic snacks are good, just wish I could have both. If I’m being really picky, the flight attendant who filled my drink, filled it half with fizz and didn’t take the second to let it go down and add more, so I got maybe half a cup of pop.

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

Horrible experience. Flight cancelled. Arrived at destination 12 hs later. No one gave us an answer or any information. Very very poor service. We won’t ever travel again with Avianca

Did not fly with Pakistan International Airlines. Have never flown with Pakistan International Airlines.

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.

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

Information on your arrival and departure airports