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YWG - SJO

C$ 288 Find cheap flights from Winnipeg to San José, San José Province

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 16/5. 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
0 bags
Sun 9/6
Sun 16/6

Search 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
In the last 7 days, travellers have searched 43,895,468 times on KAYAK, and here is why:

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
9:30 a.m. - 11:27 a.m.YWG-SJO
26h 57m1 stop
12:59 a.m. - 3:22 p.m.SJO-YWG
37h 23m2 stops
C$ 717
Find Deal
Sat, 8 Jun - Mon, 8 Jul
9:30 a.m. - 11:27 a.m.YWG-SJO
26h 57m1 stop
12:32 p.m. - 3:22 p.m.SJO-YWG
25h 50m2 stops
C$ 744
Find Deal
Sat, 8 Jun - Tue, 9 Jul
2:18 p.m. - 12:26 p.m.YWG-SJO
23h 08m2 stops
5:30 a.m. - 1:21 p.m.SJO-YWG
30h 51m2 stops
C$ 759United Airlines
Find Deal
Sat, 8 Jun - Tue, 9 Jul
6:00 a.m. - 12:45 p.m.YWG-SJO
31h 45m3 stops
5:10 a.m. - 11:58 p.m.SJO-YWG
17h 48m3 stops
C$ 805
Find Deal
Sat, 8 Jun - Tue, 9 Jul
4:18 p.m. - 10:03 a.m.YWG-SJO
18h 45m2 stops
11:05 a.m. - 1:11 p.m.SJO-YWG
25h 06m2 stops
C$ 895United Airlines
Find Deal
Mon, 10 Jun - Sat, 22 Jun
4:10 p.m. - 8:50 p.m.YWG-SJO
29h 40m2 stops
8:15 a.m. - 11:01 a.m.SJO-YWG
25h 46m1 stop
C$ 1,146Air Canada
Find Deal
Mon, 10 Jun - Sat, 22 Jun
6:40 p.m. - 8:50 p.m.YWG-SJO
27h 10m1 stop
8:15 a.m. - 11:01 a.m.SJO-YWG
25h 46m1 stop
C$ 1,177Air Canada
Find Deal
Mon, 10 Jun - Sat, 22 Jun
6:55 a.m. - 8:13 p.m.YWG-SJO
14h 18m2 stops
7:45 a.m. - 4:23 p.m.SJO-YWG
31h 38m1 stop
C$ 1,424Delta
Find Deal
Mon, 27 May - Wed, 29 May
6:55 a.m. - 8:13 p.m.YWG-SJO
14h 18m2 stops
7:45 a.m. - 4:23 p.m.SJO-YWG
31h 38m1 stop
C$ 1,822Delta
Find Deal
Mon, 27 May - Wed, 29 May
8:15 p.m. - 11:54 a.m.YWG-SJO
40h 39m2 stops
1:12 a.m. - 5:46 p.m.SJO-YWG
39h 34m2 stops
C$ 2,604Aeromexico
Find Deal
Mon, 10 Jun - Fri, 21 Jun

Flights from Winnipeg to San José - Travel Insights & Trends

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, San José Province?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Winnipeg to San José, San José Province, 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, San José Province is September, where tickets cost C$ 818 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is C$ 1,779 and C$ 1,506 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Winnipeg to San José, San José Province, 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 Winnipeg to San José, San José Province, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 2 days before departure.

Which airlines provide the cheapest flights from Winnipeg to San José?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Winnipeg to San José found by KAYAK users in the last 72 hours was for C$ 759 on United Airlines, followed by Air Canada (C$ 1,146). One-way flight deals have also been found from as low as C$ 288 on Delta and from C$ 462 on Aeromexico.

Good to know

Low season

August

High season

January

Cheapest flight

C$ 288
Best time to beat the crowds (31% less expensive on average)
Most popular time to fly (4% 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, San José Province?

    In the last 3 days, the lowest price for a flight from Winnipeg to San José, San José Province was C$ 210 for a one-way ticket and C$ 523 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?

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

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

    The two airlines most popular with KAYAK users for flights from Winnipeg to San José are Delta and United Airlines. With an average price for the route of C$ 706 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 813 and an overall rating of 7.4.

  • 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.

See more FAQs

Top 4 airlines serving 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.
8.0
DeltaOverall score based on 10778 reviews
8.0Entertainment
8.2Boarding
8.6Crew
7.9Comfort
7.4Food
Airline reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

10.0 ExcellentAllan, May 2024SUN - SLC
Read more about Delta reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

It was a Red-Eye flight so was not comfortable enough to sleep, but seat was as expected. Crew was great and in-flight entertainment was excellent. Flight was smooth

They were 2 hours late departing with no explanation. I missed my connection, was rebooked not in correct seating that I paid for. Over all of was horrible. I now know why I've not flown Delta since 2018

It's OK. Engine was noisy. The flight was super late. I mean 4 hours late. That is unheard of.

Flight was on time and in fact arrived early. Seating was as comfortable as you can get in coach. Adequate leg room. Good entertainment system and offerings. Food was good. Flight staff was very good and accommodating.

The upgrade was a pleasant surprise and I was sooooo tired of traveling these days. 10/10 just for that

Flight was on time, the crew was personable & professional, & the plane arrived early which was nice.

I was pleasantly surprised. I booked the "club class" which was basically like Domestic First Class. The service was superior. Food was pretty good. Seats and cabin were comfortable. For the price I paid, I was very pleased.

Super unproffesional flight . Flight attendants were unproffesional. I could hear them gossiping about theor boyfriends the whole trip

The connecting flight lay over was 4.00 hours, the gate agent booked me on the next flight which was about to depart at no extra cost.

The ticket price was reasonable, food was okay, not the best. I would use the service again.

Actually the flight was on time. New plane, food was okay but not great.

Old plane, hard seats, 1.30 hours delay, while seating on the plane waiting for departure.

Boarding was a little chaotic but it was a very large flight. It just wasn’t fast. And there was no noticeable difference between zones boarding.

Crew was pleasant. Aircraft was very dated and uncomfortable for our nearly 4 hour flight. We were in row 17 and they ran out of purchasable food by the time they got to us.

We were lucky enough to arrive at the right time. The staff at YYZ did our complete check in and luggage tags for us. Even made sure we knew where we were to head next and how to get there. It truly was one of the best and easiest check inside. Thanks team.

Compagnie efficace et bons prix. Les sièges en classe club pourraient être plus confortables.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

Two flights,both poor. No entertainment. Cramped and uncomfortable seats, little space, the rest was OK. Staff were acceptable good.

The crew was doing their best on an old plane needing updating. Chairs that creaked and wouldn’t stay in position. My tray table was unusable as was on-board entertainment due the audio needing usb earphones (that were not provided). Prior to boarding in Toronto and despite being scheduled for a wheelchair and assistance, we were dropped off by clubcar without a wheelchair which I found myself by a gate. Due to no boarding gate assigned at that time we waited and when it was, it subsequently was moved from 64 to 95. No help could be found so I pushed my husband’s chair to that furthest gate in the airport at the highest speed possible for a 73 year old. And by that I mean I ran. It was a very stressful experience.

Wifi wasn't working on one of the UA flights after boarding.

Leg room was lacking. Legs crammed into seat in front.

T hey did a great job. Flight was on time .

the plane was old. the wifi didn’t work. the entertainment was boring and dated. the charging ports were impossible to find. i was mostly ignored by flight attendants that had no problem speaking to the man beside me. i got two drinks the entire time i was on the plane.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

The flight I was connecting with waited for me even though my 1st flight was late. I really appreciated that.

The seat is too hard and my back and bottom are having servers pain

Everything was great. I really like how they had their safety film set up showing you the beauty of the country.

it was our first flight with Air Canada. The flight was very good. The arrived 10 minutes early. The crew was attentive and very professional. The seats were comfortable and the food was fine. There were a lot of movies and TV shows to choose from. The boading was OK, but it is more about the Montreal airport procedures, but not about Air Canada.

Crew was very respectful and ready to serve. Much better than before.

This time my experience was superior! Much better and improved from after the COVID-19. I hope they maintain the same. Earlier, service (specially crew attitude) was awful and sometime rude, but this time, crew was very welcoming, respectful and ready to serve. I will definitely repeat :-)

Inexperienced crew. Food was so so. They lost my luggage on a direct flight. Was flying business so my luggage was priority. Not impressed.

I liked the early check in. Flight was a bit bumpy due yo weather. Overall, everything went well.

I couldn't rate food or entertainment as neither were a factor in my short flight. I was impressed with with respect of time and schedule. Also, this was an incredibly smooth flight from terminal to terminal. My only minor complaint was being woken up for refreshment service. This was the end of a very long day, and I was happy to miss a juice box and pretzels for a little rest.

It was awful. For a 37 minute flight time,we had 1:30 hours delay. If someone had a connection flight he or she couldn’t reach for sure. The only positive point was online check in.

Limited snack options cause the snack vendor was on strike

Not full, so lots of room, which is really the only thing that can make flying economy more comfortable. Direct to Toronto is great! I didn't eat or use the entertainment.

Book cheap flights from Winnipeg to San José

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Winnipeg to San José found on KAYAK in the last 72 hours.
16/5Thu
2 stopsDelta
38h 18mYWG-SJO
C$ 288
15/5Wed
2 stops
28h 32mYWG-SJO
C$ 313
14/5Tue
2 stopsDelta
38h 18mYWG-SJO
C$ 339
17/5Fri
2 stops
40h 46mYWG-SJO
C$ 344
15/5Wed
3 stops
28h 32mYWG-SJO
C$ 345
18/5Sat
2 stopsDelta
37h 43mYWG-SJO
C$ 351
17/5Fri
3 stops
40h 46mYWG-SJO
C$ 389
29/6Sat
2 stopsAeromexico
42h 09mYWG-SJO
C$ 462
14/5Tue
1 stopAir Canada
28h 50mYWG-SJO
C$ 518
16/5Thu
1 stopAir Canada
28h 50mYWG-SJO
C$ 548

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Last minute flights from Winnipeg to San José

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 Winnipeg to San José that are departing in the next 10 days.
12/5Sun
multi-stopAir Canada
24h 55mYWG-SJO
28/5Tue
multi-stopAir Canada
22h 00mSJO-YWG
C$ 1,428
12/5Sun
multi-stopAir Canada
29h 40mYWG-SJO
28/5Tue
multi-stopAir Canada
24h 09mSJO-YWG
C$ 1,463

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Winnipeg - San José Flights

Departure:

Winnipeg (undefined)Canada

Destination:

San José (SJO)Costa Rica

Return flight deals:

San José - Winnipeg

Cabin classes: