How long is the flight from Winnipeg to San José?

Airlines like United Airlines fly from Winnipeg to San José in about 21h 10m. 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$ 833, was found to be the cheapest airline from Winnipeg to San José.. Users have found that Air Canada is 33% 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$ 399+ 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 22 September 2026.

Sun 29/118:05 a.m. -

1 stop15h 45m

Thu 3/128:45 a.m. -

2 stops33h 40m

Deal found 17/9C$ 780

Fri 6/112:15 p.m. -

2 stops40h 10m

Sun 15/116:40 a.m. -

2 stops53h 43m

Deal found 20/9C$ 796

Sun 8/112:15 p.m. -

2 stops21h 10m

Tue 17/118:45 a.m. -

2 stops36h 12m

Deal found 18/9C$ 805

Sun 8/116:55 p.m. -

1 stop27h 35m

Mon 16/111:50 a.m. -

2 stops21h 54m

Deal found 18/9C$ 833

Fri 23/108:45 a.m. -

2 stops28h 36m

Sat 14/116:40 a.m. -

2 stops38h 17m

Deal found 20/9C$ 836

Sun 8/116:55 p.m. -

1 stop27h 35m

Tue 17/118:45 a.m. -

1 stop10h 24m

Deal found 18/9C$ 839

Sat 5/127:05 p.m. -

1 stop27h 50m

Sun 13/1211:55 p.m. -

1 stop11h 10m

Deal found 17/9C$ 848

Find flight deals from Winnipeg to San José

Round-trip from	C$ 780
One-way from	C$ 399
Popular in	September
Cheapest in	April
Average price	C$ 2,097

Air Canada
29/11-3/12
3 total stops
49h 25m total
Winnipeg to San José

Search Deals

Porter Airlines
5/12-31/12
1 total stop
27h 50m total
Winnipeg to San José

Search Deals

Highest demand for flights based on searches. 4% potential increase in price (C$ 81 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 7% potential price decrease (C$ 120 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 5/12

7:05 p.m.-10:55 p.m.

1 stop27h 50m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 399

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 24/10

4:10 p.m.-10:50 p.m.

1 stop31h 40m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 403

Quickest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 5/12

6:55 p.m.-10:30 p.m.

1 stop27h 35m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 409

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 3/1

2:15 p.m.-10:32 p.m.

2 stops32h 17m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 426

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 2/11

8:40 a.m.-1:22 p.m.

2 stops28h 42m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 437

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 5/1

7:00 a.m.-6:16 p.m.

2 stops35h 16m

San José Juan Santamaria Intl

Wed 31/12

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

Nonstop0h 00m

C$ 465

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 8/11

2:15 p.m.-11:25 a.m.

2 stops21h 10m

San José Juan Santamaria Intl

Tue 17/11

8:45 a.m.-8:57 p.m.

2 stops36h 12m

C$ 805

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 24/1

7:00 a.m.-12:15 p.m.

1 stop29h 15m

San José Juan Santamaria Intl

Wed 27/1

2:25 p.m.-10:33 p.m.

2 stops32h 08m

C$ 813

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 13/1

7:00 a.m.-12:15 p.m.

1 stop29h 15m

San José Juan Santamaria Intl

Sun 17/1

6:40 a.m.-10:33 p.m.

2 stops39h 53m

C$ 825

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 8/11

6:55 p.m.-10:30 p.m.

1 stop27h 35m

San José Juan Santamaria Intl

Tue 17/11

8:45 a.m.-7:09 p.m.

1 stop10h 24m

C$ 839

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/9

Showing 1-10 of 13 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$ 1,127.

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

11,661 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

Our flight from Kelowna was 5 hours delayed. We missed our connection. We were able to get to a hotel by 3:00 a.m. but the breakfast cost us $40. The hotel was good. We were rescheduled for the flight the next night when it was canceled. There were no hotel vouchers available which didn't matter because there were no hotel rooms available. We decided to just drive which was not easy doing a one-way rental to the United States. Worst possible trip I've ever had

Air Canada

7.1

Good

11,661 reviews

Air Canada

7.1

Good

11,661 reviews

Check prices

Reviews

1 / 20

2.0

Mediocre

Sylvia,Aug 2026

YYZ - PHL

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 21h 10m. 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$ 833, was found to be the cheapest airline from Winnipeg to San José.. Users have found that Air Canada is 33% 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

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Dominical

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Top airline flying from Winnipeg to San José

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	CheapestC$ 833	AverageC$ 1,163	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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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.

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Cheap flights from Winnipeg to San José from C$ 399

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 5/12. 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 22 September 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 22 September 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 22 September 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 22 September 2026.

Last-minute flights from Winnipeg to San JoséDiscover last-minute flight deals from Winnipeg to San José. Data last updated 22 September 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to San José. Data last updated 22 September 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 22 September 2026.

Search for one-way flight options from Winnipeg to San José. Find affordable one-way fares based on user searches. Data last updated 22 September 2026.

Find flight deals from Winnipeg to San José

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One-way from

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Cheapest in

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Cheapflights Fare Finder

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$ 1,127.

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 22 September 2026.

Other flights from Winnipeg

Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on 22 September 2026.

Popular flight searches

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Other flights to San José

Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 22 September 2026.

Top airline flying from Winnipeg to San José

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

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

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 22 September 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 22 September 2026.

Last-minute flights from Winnipeg to San José
Discover last-minute flight deals from Winnipeg to San José. Data last updated 22 September 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 22 September 2026.