YWG - SJO

C$ 323 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 9/8. 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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Flights 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, 29 Sep - Tue, 7 Oct
 Logo
12:30 p.m. - 7:28 a.m.YWG-SJO
19h 58m3 stops
 Logo
2:37 p.m. - 5:40 p.m.SJO-YWG
26h 03m3 stops
C$ 563
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Mon, 29 Sep - Tue, 7 Oct
United Airlines Logo
7:00 a.m. - 7:37 p.m.YWG-SJO
13h 37m2 stops
United Airlines Logo
7:55 a.m. - 1:09 p.m.SJO-YWG
28h 14m2 stops
C$ 669United Airlines
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Sat, 23 Aug - Sat, 30 Aug
United Airlines Logo
4:25 p.m. - 12:26 p.m.YWG-SJO
21h 01m2 stops
United Airlines Logo
1:30 p.m. - 1:09 p.m.SJO-YWG
46h 39m2 stops
C$ 718United Airlines
Find Deal
Thu, 16 Oct - Sun, 19 Oct
United Airlines Logo
7:00 a.m. - 12:26 p.m.YWG-SJO
30h 26m2 stops
United Airlines Logo
1:30 p.m. - 3:31 p.m.SJO-YWG
25h 01m2 stops
C$ 867United Airlines
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Wed, 25 Jun - Tue, 1 Jul
 Logo
6:30 a.m. - 1:47 p.m.YWG-SJO
32h 17m2 stops
 Logo
12:28 p.m. - 5:41 p.m.SJO-YWG
28h 13m3 stops
C$ 963
Find Deal
Thu, 16 Oct - Sun, 19 Oct
Air Canada Logo
1:35 p.m. - 10:55 p.m.YWG-SJO
10h 20m1 stop
Air Canada Logo
8:00 a.m. - 11:25 p.m.SJO-YWG
14h 25m1 stop
C$ 1,083Air Canada
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Thu, 16 Oct - Sun, 19 Oct
Air Canada Logo
7:55 a.m. - 10:55 p.m.YWG-SJO
16h 00m2 stops
Air Canada Logo
8:00 a.m. - 11:25 p.m.SJO-YWG
14h 25m1 stop
C$ 1,121Air Canada
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Mon, 29 Sep - Tue, 7 Oct
Delta Logo
10:45 a.m. - 11:53 a.m.YWG-SJO
26h 08m2 stops
Delta Logo
1:13 p.m. - 4:22 p.m.SJO-YWG
26h 09m1 stop
C$ 1,687Delta
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Mon, 29 Sep - Mon, 6 Oct
Avianca Logo
7:40 a.m. - 11:35 p.m.YWG-SJO
16h 55m2 stops
Avianca Logo
1:55 a.m. - 9:39 a.m.SJO-YWG
30h 44m2 stops
C$ 1,831Avianca
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Thu, 16 Oct - Sat, 18 Oct
Avianca Logo
5:00 a.m. - 11:35 p.m.YWG-SJO
19h 35m2 stops
Avianca Logo
1:40 a.m. - 9:10 p.m.SJO-YWG
42h 30m2 stops
C$ 2,021Avianca
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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$ 790 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is C$ 1,580 and C$ 1,488 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. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.


Good to know

Low seasonMay
High seasonJanuary
Cheapest flightC$ 323
Best time to beat the crowds (7% less expensive on average)
Most popular time to fly and prices are also 4% 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$ 236 for a one-way ticket and C$ 412 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$ 784 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$ 1,476 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.

Top 3 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.
7.4
United AirlinesOverall score based on 8790 reviews
6.6Food
7.7Boarding
7.0Entertainment
7.3Comfort
8.1Crew
Airline reviews

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

10.0 ExcellentAnonymous, May 2025YVR - SFO
Read more United Airlines reviews

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.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Food hope it make it international not mainly like pilipino food

Just a little improvement on food but everything is excellent

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Service Director cut all cabin lights and window screens defaulted to dark, but it was an afternoon flight going west. I spent hours trying to see what was reading as reading lights weren't working either. What the hell.

Good flight, friendly crew and overall - good service on United Airlines.

Enjoyed the flights with Air Canada. Friendly, courteous staff and flight crew - kept us informed and efficiently got us boarded and to destination on time. Seats were reasonably comfortable and good room in the overhead spaces.

The food could have been better. The flight attendant was the friendliest and most helpful I have ever had.

In flight WiFi not working. entertainment system not functioning Food was mediocre poor for business class Service was ok but not excellent Crew were pleasant. Announcements were made at a ridiculous volume.

Seats are very tight even in Plus, no complimentary snacks or beverage

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.

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

There isn't much space in-between seats and even water needs to be paid for during the flight.

Flew with our two children. Paid $380 to check two bags (one was overweight). They then left the bags behind on Sunday, December 21st, with all our family’s clothes and family Christmas presents. When we arrived at our destination they told us the bags had not arrived, and they thought (but didn’t know) they were still in Boston, but that there’d be a flight the next day and the bags would arrive the next day. The next day we found out there was no flight, now we’re hoping we get our bags before we fly back out. Meanwhile, trying to get any engagement or accurate information is a waste of time. The folks at the call center are just gatekeepers, who can’t connect with any departments that actually do things to solve a problem. Getting information is made deliberately difficult. My biggest regret is that I’ve had a number of awful experiences with Avianca traveling between the US and Colombia, and still let myself get suckered into buying these tickets because the schedule was great. Never again.

COP 7,000 for a cup of mediocre coffee. I thought I was on Spirit Airlines for a minute. Otherwise the flight was fine. Nothing exceptional to report.

please see previous response; it covers the whole travel trajectory.

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