Title: CA $332 Cheap Flights from Winnipeg (YWG) to San José (SJO) - Expedia.ca ![](https://images.trvl-media.com/place/603085/8cc5329d-3997-49fc-ac6a-b6d11b9493c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/603085/8cc5329d-3997-49fc-ac6a-b6d11b9493c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $332 Cheap Flights from Winnipeg (YWG) to San José (SJO) [View CA $332 flight on Tue, Apr 21, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YWG,to:SJO,departure:21/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:331.82&airProductToken=AQpkCjAIwYYBEgMzNzIY2DUgmF0ou_iKAzDi-YoDOEdAAFgBagVCQVNJQ3IIR0xZQ1QxQkEKMAjBhgESAzk1ORiYXSCycijS_IoDMLr_igM4R0ABWAFqBUJBU0lDcghHTFlDVDFCQRIKCAIQARgCKgJBQxgBIgQIARABKAIoAygEMA0) ## Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Juan Santamaria Intl. Airport (SJO) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AV.svg) Avianca [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AV"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AM.svg) Aeromexico [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AM"}}]) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Winnipeg (YWG) to San José (SJO) Prices were available within the past 7 days and start at CA $332 for one-way flights and CA $738 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, May 31 - Sat, Jun 6 YWG Winnipeg SJO San José CA $738 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:31/05/2026TANYT&leg2=from:SJO,to:YWG,departure:06/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:737.22&airProductToken=AQpkCjAIwYYBEgMzNzIY2DUgmF0orLqOAzDTu44DOEtAAFgBagVCQVNJQ3IIS0xZQzUyQkEKMAjBhgESAzk1ORiYXSCycijzvY4DMNvAjgM4S0ABWAFqBUJBU0lDcghLTFlDNTJCQQpkCjAIwYYBEgM5NTgYsnIgmF0olP6OAzD3gI8DOEtAAFgBagVCQVNJQ3IIS0xZQzUyQkEKMAjBhgESAzM3MRiYXSDYNSjViI8DMI2KjwM4S0ABWAFqBUJBU0lDcghLTFlDNTJCQRIKCAIQARgCKgJBQxgBIgQIARABKAIoAygEMA0) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Wed, Jun 3 - Thu, Jun 11 YWG Winnipeg SJO San José CA $740 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:03/06/2026TANYT&leg2=from:SJO,to:YWG,departure:11/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:739.22&airProductToken=AQpCCh8IwYYBEgMzNzQY2DUgmF0owN2OAzDl3o4DOEtAAFgBCh8IwYYBEgM5NTkYmF0gsnIo09-OAzC74o4DOEtAAVgBCkIKHwjBhgESAzk1OBiyciCYXSi0to8DMJe5jwM4S0AAWAEKHwjBhgESAzM3NRiYXSDYNSj9uo8DMLW8jwM4S0ABWAESCggBEAEYASoCQUMYASIECAEQASgIKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, May 31 - Sat, Jun 6 YWG Winnipeg SJO San José CA $744 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:31/05/2026TANYT&leg2=from:SJO,to:YWG,departure:06/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:743.92&airProductToken=AQpmCjEIwYYBEgMyNjgY2DUgmM4BKNK-jgMw6L-OAzhLQABYAWoFQkFTSUNyCEtMWUM1MkJBCjEIwYYBEgM5NTcYmM4BILJyKIvKjgMw0MyOAzhLQAFYAWoFQkFTSUNyCEtMWUM1MkJBCmQKMAjBhgESAzk1OBiyciCYXSiU_o4DMPeAjwM4S0AAWAFqBUJBU0lDcghLTFlDNTJCQQowCMGGARIDMzc1GJhdINg1KN2CjwMwlYSPAzhLQAFYAWoFQkFTSUNyCEtMWUM1MkJBEgoIAhABGAIqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, Jun 1 - Thu, Jun 11 YWG Winnipeg SJO San José CA $746 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:01/06/2026TANYT&leg2=from:SJO,to:YWG,departure:11/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:745.92&airProductToken=AQpECiAIwYYBEgMyNjIY2DUgmM4BKMvHjgMw4ciOAzhLQABYAQogCMGGARIDOTU3GJjOASCyciiLyo4DMNDMjgM4S0ABWAEKQgofCMGGARIDOTU4GLJyIJhdKLS2jwMwl7mPAzhLQABYAQofCMGGARIDMzc1GJhdINg1KP26jwMwtbyPAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, May 28 - Thu, Jun 4 YWG Winnipeg SJO San José CA $749 Roundtrip found 6 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:28/05/2026TANYT&leg2=from:SJO,to:YWG,departure:04/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:748.52&airProductToken=AQpkCjAIwYYBEgMzNzYY2DUgmF0osZyOAzDYnY4DOEtAAFgBagVCQVNJQ3IIS0xZQzUyQkEKMAjBhgESAzk1ORiYXSCyciizp44DMJuqjgM4S0ABWAFqBUJBU0lDcghLTFlDNTJCQQqYAQowCMGGARIDOTU4GLJyIJhdKNTnjgMwt-qOAzhLQABYAWoFQkFTSUNyCEtMWUM1MkJBCjEIwYYBEgM0ODkYmF0gmM4BKObrjgMwvuyOAzhLQAFYAWoFQkFTSUNyCEtMWUM1MkJBCjEIwYYBEgMyNTkYmM4BINg1KKnyjgMwx_OOAzhLQAFYAWoFQkFTSUNyCEtMWUM1MkJBEgoIAhABGAIqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Jun 7 - Mon, Jun 8 YWG Winnipeg SJO San José CA $751 Roundtrip found 21 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:07/06/2026TANYT&leg2=from:SJO,to:YWG,departure:08/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:750.52&airProductToken=AQplCiAIwYYBEgMyNTgY2DUgmM4BKJaJjwMwrIqPAzhLQABYAQogCMGGARIDNDE0GJjOASCYXSi4i48DMImMjwM4S0ABWAEKHwjBhgESAzk1ORiYXSCycijTjI8DMLuPjwM4S0ABWAEKQgofCMGGARIDOTU4GLJyIJhdKNSUjwMwt5ePAzhLQABYAQofCMGGARIDMzcxGJhdINg1KJWfjwMwzaCPAzhLQAFYARIKCAEQARgBKgJBQxgBIgQIARABKAgoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Jun 3 - Wed, Jun 10 YWG Winnipeg SJO San José CA $754 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:03/06/2026TANYT&leg2=from:SJO,to:YWG,departure:10/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:753.72&airProductToken=AQplCiAI1YIBEgQ1NDg2GNg1IINpKLncjgMw2t2OAzhOQABYAQofCNWCARIDNDg5GINpIIg4KI_gjgMwquGOAzhOQAFYAQogCNWCARIEMTA1NRiIOCCycijZ4Y4DMLfjjgM4TkABWAEKZgogCNWCARIEMTA5NxiyciCIOCjmp48DMNSpjwM4TkAAWAEKIAjVggESBDE0MDkYiDggg2kog6yPAzCfrY8DOE5AAVgBCiAI1YIBEgQ1NTI3GINpINg1KOWvjwMw9bCPAzhOQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Thu, Apr 9 - Thu, Apr 16 YWG Winnipeg SJO San José CA $890 Roundtrip found 10 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:09/04/2026TANYT&leg2=from:SJO,to:YWG,departure:16/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:889.80&airProductToken=AQpvCjwI1KYBEgQ3NDM5GNg1IJjOASim84kDMLv0iQM4UUAAWAFqA0JHVHIIUUtCR1QxU096CgjQiAESBDc0MzkKLwjUpgESAzExMhiYzgEgsnIoifaJAzDT-IkDOFFAAVgBagNCR1RyCFFLQkdUMVNPCm8KLwjUpgESAzExMxiyciCYzgEog8iKAzC-yooDOFhAAFgBagNCR1RyCFhLQkdUMVNPCjwI1KYBEgQ3ODc2GJjOASDYNSiu0YoDMNPSigM4WEABWAFqA0JHVHIIWEtCR1QxU096CgjQiAESBDc4NzYSCggBEAEYASoCVFMYASIECAEQASgCKAMoBDAN) ![avianca](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/av.gif) Tue, Aug 25 - Mon, Aug 31 YWG Winnipeg SJO San José CA $925 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:25/08/2026TANYT&leg2=from:SJO,to:YWG,departure:31/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:924.02&airProductToken=AQpmCiEIwawBEgQ2OTM1GNg1IJjOASioh5YDMLqIlgM4U0AAWAEKIAjBrAESAzMyNxiYzgEgklgo44mWAzCUjJYDOFNAAVgBCh8IwawBEgMzMTkYklggsnIoqo2WAzD1jZYDOFNAAVgBCmYKHwjBrAESAzYxMBiyciCSWCiWyZYDMObJlgM4U0AAWAEKIAjBrAESAzMyNhiSWCCYzgEoosqWAzDOzJYDOFNAAVgBCiEIwawBEgQ2OTYxGJjOASDYNSik0JYDMMTRlgM4U0ABWAESCggBEAEYASoCTFIYASIECAEQASgEMAE) ![Aeromexico](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/am.gif) Tue, Apr 21 - Sat, Apr 25 YWG Winnipeg SJO San José CA $1,040 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YWG,to:SJO,departure:21/04/2026TANYT&leg2=from:SJO,to:YWG,departure:25/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1039.02&airProductToken=AQpoCiEIwZoBEgQ3MzA0GNg1IJjOASj49ooDMJL4igM4UkAAWAEKIQjBmgESAzY5MxiYzgEgjLkBKKX5igMw6fuKAzhSQAFYAQogCMGaARIDNjU2GIy5ASCycijb_ooDMJmAiwM4UkABWAEKaAogCMGaARIDNjkxGLJyIIy5ASioqIsDMPCpiwM4UkAAWAEKIQjBmgESAzY5MhiMuQEgmM4BKICtiwMwrK-LAzhSQAFYAQohCMGaARIENzA2NxiYzgEg2DUokLCLAzC1sYsDOFJAAVgBEgoIARABGAEqAkFNGAEiBAgBEAEoBDAB) ## Alternative airports near San José Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) SJO Juan Santamaria Intl. Cheapest 20 min [Flights from CA $1,692 ](https://www.expedia.ca/Flights-Search?leg1=from:YWG,to:SJO,departure:29/03/2026TANYT&leg2=from:SJO,to:YWG,departure:05/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Winnipeg (YWG) to San José (SJO) ### September is typically the cheapest month to fly From CA $668 - CA $1,451 per traveller. ## Frequently asked questions ### How much is a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Juan Santamaria Intl. Airport (SJO)? ### Do I need to pay a cancellation fee if I cancel my flight from Winnipeg Airport to SJO? ### How do I find cheap flights from YWG to SJO that have flexible change policies? ### How many hours is the flight from YWG to Juan Santamaria Intl. Airport (SJO)? ### How far is the flight from Winnipeg Airport to SJO? ### Which airlines fly direct from Winnipeg Airport to Juan Santamaria Intl. Airport? ### Are Winnipeg James Armstrong Richardson Intl. Airport (YWG) to SJO flight tickets cheaper when they're purchased at the last minute? ## Travel information | Origin airport | Winnipeg James Armstrong Richardson Intl. | | ------------------- | ---------------------------------------------- | | Destination airport | Juan Santamaría Intl. | | Airlines serving | Aeromexico, Air Canada, Delta, United, avianca | | Roundtrip price | CA $737 | | Distance | 4570 km | ## Book with confidence # Winnipeg to San José Flights **The easy way to book your flights from Winnipeg to San José** With Expedia, it’s simple to find and book flights to San José from Winnipeg whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Juan Santamaría Intl., too. Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Winnipeg to San José today, tomorrow, or this week. **Save dollars with cheap flights from Winnipeg James Armstrong Richardson Intl., YWG to Juan Santamaría Intl., SJO** Sort your search results by price to find great deals on your flight from Winnipeg to San José—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to San José from Winnipeg currently is just CA $738 rising to CA $1,040\. Here are more money-saving tips: - Fly in May when flight prices are normally at their lowest - Book about a month to 6 weeks before you travel for the best prices to San José - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! **Reasons to choose Expedia for your flight to San José from Winnipeg** Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. 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