How long is the flight from Winnipeg to San José?

Airlines like United Airlines fly from Winnipeg to San José in about 30h 24m. The time it takes to get you to your destination can typically vary by up to . The distance between Winnipeg and San José is about 4595 km.

What is the cheapest airline to fly from Winnipeg to San José round-trip?

Air Canada, at C$ 845, was found to be the cheapest airline from Winnipeg to San José.. Users have found that Air Canada is 26% cheaper than the other options available to this destination.

In terms of precipitation, rainfall in San José ranges from 0.0 - 300.0 mm per month. September is typically the wettest month, when rainfall can reach 300.0 mm. February is typically the driest time to visit San José when rainfall is around 0.0 mm.

If weather is an important factor for your trip to San José, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 21.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 18.0 C).

What is the cheapest time of day to fly from YWG to SJO?

When flying from Winnipeg to San José, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Can I find deals for flights from Winnipeg to San José that include hotel bookings?

Yes. In addition to deals on Winnipeg to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Winnipeg to San José?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San José.

Can I find deals for business class flights from Winnipeg to San José?

Yes. Cheapflights offers flight deals from Winnipeg to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 433+ Cheap Flights from Winnipeg to San José

Cheap flight deals from Winnipeg to San José

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Winnipeg to San José
Explore the most affordable flight options available from Winnipeg to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Tue 29/122:15 p.m. -

2 stops32h 17m

Thu 4/21:25 p.m. -

1 stop29h 03m

Deal found 2/10C$ 765

Tue 1/122:15 p.m. -

2 stops30h 24m

Tue 9/312:35 p.m. -

2 stops32h 20m

Deal found 4/10C$ 789

Sat 5/128:40 a.m. -

2 stops28h 42m

Wed 10/31:25 p.m. -

1 stop29h 16m

Deal found 4/10C$ 800

Mon 28/122:15 p.m. -

2 stops32h 17m

Fri 29/11:25 p.m. -

1 stop29h 03m

Deal found 2/10C$ 815

Mon 28/122:15 p.m. -

2 stops32h 17m

Mon 1/22:25 p.m. -

2 stops28h 03m

Deal found 2/10C$ 825

Tue 1/122:15 p.m. -

2 stops30h 24m

Mon 8/38:45 a.m. -

2 stops33h 56m

Deal found 4/10C$ 826

Sun 29/118:40 a.m. -

2 stops26h 45m

Thu 3/128:45 a.m. -

2 stops36h 10m

Deal found 6/10C$ 835

Sat 31/102:15 p.m. -

2 stops46h 10m

Sat 7/117:30 a.m. -

1 stop13h 27m

Deal found 5/10C$ 836

Sat 7/112:15 p.m. -

2 stops21h 10m

Mon 16/112:25 p.m. -

2 stops21h 58m

Deal found 3/10C$ 838

Sun 8/112:15 p.m. -

2 stops21h 10m

Tue 17/118:45 a.m. -

2 stops27h 38m

Deal found 6/10C$ 855

Tue 29/122:15 p.m. -

2 stops32h 17m

Sat 30/17:30 a.m. -

1 stop13h 25m

Deal found 2/10C$ 870

Find flight deals from Winnipeg to San José

Round-trip from	C$ 765
One-way from	C$ 433
Popular in	December
Cheapest in	April
Average price	C$ 987

United Airlines
2/2-26/2
3 total stops
57h 31m total
Winnipeg to San José

Search Deals

United Airlines
5/1-31/12
2 total stops
27h 35m total
Winnipeg to San José

Search Deals

Highest demand for flights based on searches. 6% potential increase in price (C$ 112 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease (C$ 75 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2026

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Thu 31/12

2:15 p.m.-9:32 p.m.

2 stops32h 17m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 437

Quickest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 5/12

8:40 a.m.-5:25 a.m.

2 stops21h 45m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 443

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Fri 1/1

2:15 p.m.-9:32 p.m.

2 stops32h 17m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 444

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 23/1

8:40 a.m.-11:15 a.m.

2 stops27h 35m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 447

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 5/1

7:00 a.m.-11:15 a.m.

1 stop29h 15m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 460

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 5/12

7:55 p.m.-9:30 p.m.

1 stop26h 35m

San José Juan Santamaria Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 489

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 1/12

2:15 p.m.-7:39 p.m.

2 stops30h 24m

San José Juan Santamaria Intl

Wed 10/3

2:25 p.m.-7:41 p.m.

2 stops28h 16m

C$ 789

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 28/12

2:15 p.m.-9:32 p.m.

2 stops32h 17m

San José Juan Santamaria Intl

Thu 4/2

8:45 a.m.-7:28 p.m.

2 stops33h 43m

C$ 789

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Thu 4/2

7:00 a.m.-11:15 a.m.

1 stop29h 15m

San José Juan Santamaria Intl

Tue 2/3

2:25 p.m.-7:41 p.m.

2 stops28h 16m

C$ 800

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 31/1

7:00 a.m.-7:39 p.m.

2 stops37h 39m

San José Juan Santamaria Intl

Sat 27/2

6:40 a.m.-9:55 p.m.

2 stops14h 15m

C$ 800

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 16 resultsSorted by cheapest first

Best time to book a flight from Winnipeg to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Winnipeg with our price prediction graph.

YWG-SJO

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What’s the top layover airport for flights from Winnipeg to San José?

Toronto (YYZ) – chosen by Cheapflights users on 80% of one-stop itineraries from Winnipeg to San José on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to San José?

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 1,143.

What’s the fastest layover option from Winnipeg to San José?

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 11h 29m.

Which airport typically offers the quickest layover for flights from Winnipeg to San José?

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 4h 09m.

Reviews of airlines servicing San José

See what other customers who have flown with Air Canada from Winnipeg to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Air Canada

7.1

Good

11,729 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Hazel,Sep 2026

YYC - FRA

Air Canada cancelled our flight and rebooked us on Lufthansa, where we had to pay for checked luggage. We originally chose Air Canada because our Aeroplan credit card includes a free checked bag. It’s frustrating to face an extra charge because of a change we didn’t choose.

Air Canada

7.1

Good

11,729 reviews

Air Canada

7.1

Good

11,729 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Hazel,Sep 2026

YYC - FRA

Related info for your journey

How long is the flight from Winnipeg to San José?
Airlines like United Airlines fly from Winnipeg to San José in about 30h 24m. The time it takes to get you to your destination can typically vary by up to . The distance between Winnipeg and San José is about 4595 km.
What is the cheapest airline to fly from Winnipeg to San José round-trip?
Air Canada, at C$ 845, was found to be the cheapest airline from Winnipeg to San José.. Users have found that Air Canada is 26% cheaper than the other options available to this destination.
Can I find deals for flights from Winnipeg to San José that include hotel bookings?
Yes. In addition to deals on Winnipeg to San José flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to San José?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San José.
Can I find deals for business class flights from Winnipeg to San José?
Yes. Cheapflights offers flight deals from Winnipeg to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Manuel Antonio

Jacó

Heredia

Dominical

Alajuela

Monteverde

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Top airline flying from Winnipeg to San José

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 845	AverageC$ 1,159	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

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How does Cheapflights help users find flights from Winnipeg to San José?

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Why should you use Cheapflights to find cheap flight tickets from Winnipeg to San José?

Cheapflights simply makes it quick and affordable to book flights from Winnipeg to San José by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Winnipeg to San José with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Winnipeg to San José flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Winnipeg to San José become cheaper?

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Cheap flights from Winnipeg to San José from C$ 433

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/1. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to San José

Cheapest flights from Winnipeg to San JoséExplore the most affordable flight options available from Winnipeg to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Explore the most affordable flight options available from Winnipeg to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Best flights from Winnipeg to San JoséDiscover carefully curated flight deals from Winnipeg to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Discover carefully curated flight deals from Winnipeg to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Last-minute flights from Winnipeg to San JoséDiscover last-minute flight deals from Winnipeg to San José. Data last updated 6 October 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to San José. Data last updated 6 October 2026 and is based on user searches.

One-way flights from Winnipeg to San JoséSearch for one-way flight options from Winnipeg to San José. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.

Search for one-way flight options from Winnipeg to San José. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.

Find flight deals from Winnipeg to San José

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Use the filters below to find and compare flights from Winnipeg to San José that are best for you.

Best time to book a flight from Winnipeg to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Winnipeg with our price prediction graph.

Cheapflights Insights

What’s the top layover airport for flights from Winnipeg to San José?

Toronto (YYZ) – chosen by Cheapflights users on 80% of one-stop itineraries from Winnipeg to San José on Cheapflights.

What’s the cheapest layover airport for flights from Winnipeg to San José?

Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of C$ 1,143.

What’s the fastest layover option from Winnipeg to San José?

Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 11h 29m.

Which airport typically offers the quickest layover for flights from Winnipeg to San José?

Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 4h 09m.

Reviews of airlines servicing San José

See what other customers who have flown with Air Canada from Winnipeg to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

How long is the flight from Winnipeg to San José?

What is the cheapest airline to fly from Winnipeg to San José round-trip?

Can I find deals for flights from Winnipeg to San José that include hotel bookings?

How can I find direct flights from Winnipeg to San José?

Can I find deals for business class flights from Winnipeg to San José?

Travelling to a place near San José?

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Alternative routes for Winnipeg to San José

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Complete your trip

Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.

Direct flights to Costa Rica

Book a non-stop flight to one of these other cities located in Costa Rica.

Search flights from Winnipeg to San José by cabin class

Find flights from Winnipeg to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Winnipeg and San José flights

Browse other Winnipeg and San José flight options. Last updated on 6 October 2026.

Other flights from Winnipeg

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Popular flight searches

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Other flights to San José

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Top airline flying from Winnipeg to San José

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How does Cheapflights help users find flights from Winnipeg to San José?

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Can Cheapflights find flights from Winnipeg to San José with no change fees?

Can Cheapflights notify me if prices for flights from Winnipeg to San José become cheaper?

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Cheapest flights from Winnipeg to San José
Explore the most affordable flight options available from Winnipeg to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Best flights from Winnipeg to San José
Discover carefully curated flight deals from Winnipeg to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Last-minute flights from Winnipeg to San José
Discover last-minute flight deals from Winnipeg to San José. Data last updated 6 October 2026 and is based on user searches.

One-way flights from Winnipeg to San José
Search for one-way flight options from Winnipeg to San José. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.