How long is the flight from San José to Winnipeg?

Airlines like United Airlines, Air Canada, and Avianca fly from San José to Winnipeg in about 14h 59m. The time it takes to get you to your destination can typically vary by up to 15h 33m. Airlines will cover a distance of 4595 km. Both multi-stop and direct flights can be found to your destination and back.

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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

When flying from San José to Winnipeg, 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 San José to Winnipeg that include hotel bookings?

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

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

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

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

Yes. Cheapflights offers flight deals from San José to Winnipeg 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$ 461+ Cheap Flights from San José to Winnipeg

Cheap flight deals from San José to Winnipeg

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from San José to Winnipeg
Explore the most affordable flight options available from San José to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Tue 10/112:25 p.m. -

2 stops30h 32m

Tue 24/112:15 p.m. -

2 stops45h 10m

Deal found 11/9C$ 883

Tue 10/111:16 p.m. -

1 stop29h 39m

Tue 24/115:00 a.m. -

2 stops29h 20m

Deal found 11/9C$ 946

Tue 10/118:45 a.m. -

1 stop14h 59m

Tue 24/1111:20 a.m. -

1 stop11h 10m

Deal found 11/9C$ 1,064

Thu 24/95:05 a.m. -

2 stops17h 22m

Sat 3/108:15 a.m. -

2 stops16h 25m

Deal found 10/9C$ 1,079

Tue 22/95:05 a.m. -

2 stops17h 22m

Thu 1/108:15 a.m. -

2 stops16h 25m

Deal found 9/9C$ 1,118

Thu 17/97:55 a.m. -

2 stops36h 02m

Mon 28/92:00 p.m. -

2 stops23h 21m

Deal found 9/9C$ 1,226

Find flight deals from San José to Winnipeg

Round-trip from	C$ 883
One-way from	C$ 461
Popular in	August
Cheapest in	October
Average price	C$ 2,016

United Airlines
10/11-24/11
4 total stops
75h 42m total
San José to Winnipeg

Search Deals

United Airlines
24/2-31/12
2 total stops
28h 16m total
San José to Winnipeg

Search Deals

Highest demand for flights based on searches. 25% potential increase in price (C$ 681 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 5% potential price decrease (C$ 103 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 San José to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Wed 24/2

1:25 p.m.-6:41 p.m.

1 stop29h 16m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 529

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Mon 22/2

12:35 p.m.-6:41 p.m.

2 stops30h 06m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 529

Quickest round-trip

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Sun 28/2

11:55 p.m.-10:45 a.m.

1 stop10h 50m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 565

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Sat 27/2

2:25 p.m.-6:41 p.m.

2 stops28h 16m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 759

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Thu 25/2

8:45 a.m.-6:41 p.m.

3 stops33h 56m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 759

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Tue 10/11

2:25 p.m.-8:57 p.m.

2 stops30h 32m

Winnipeg

Tue 24/11

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

2 stops45h 10m

C$ 883

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Sat 27/2

8:45 a.m.-9:24 p.m.

1 stop12h 39m

Winnipeg

Wed 31/12

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

Nonstop0h 00m

C$ 1,036

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Tue 10/11

8:45 a.m.-11:44 p.m.

1 stop14h 59m

Winnipeg

Tue 24/11

11:20 a.m.-10:30 p.m.

1 stop11h 10m

C$ 1,064

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Thu 24/9

5:05 a.m.-11:27 p.m.

2 stops17h 22m

Winnipeg

Sat 3/10

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

2 stops16h 25m

C$ 1,079

San JoséWinnipeg

SJO San José Juan Santamaria Intl - YWG Winnipeg

SJOYWG

San José Juan Santamaria Intl

Tue 22/9

5:05 a.m.-11:27 p.m.

2 stops17h 22m

Winnipeg

Thu 1/10

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

2 stops16h 25m

C$ 1,118

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Sorted by cheapest first

Best time to book a flight from San José to Winnipeg

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

SJO-YWG

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.

Related info for your journey

How long is the flight from San José to Winnipeg?
Airlines like United Airlines, Air Canada, and Avianca fly from San José to Winnipeg in about 14h 59m. The time it takes to get you to your destination can typically vary by up to 15h 33m. Airlines will cover a distance of 4595 km. Both multi-stop and direct flights can be found to your destination and back.
Can I find deals for flights from San José to Winnipeg that include hotel bookings?
Yes. In addition to deals on San José to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from San José to Winnipeg?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Winnipeg.
Can I find deals for business class flights from San José to Winnipeg?
Yes. Cheapflights offers flight deals from San José to Winnipeg 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

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

Cheapflights makes it easy to find San José to Winnipeg flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Winnipeg from San José.

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

Need flexible booking options for your flight to Winnipeg from San José? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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Cheap flights from San José to Winnipeg from C$ 461

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 24/2. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from San José to Winnipeg

Cheapest flights from San José to WinnipegExplore the most affordable flight options available from San José to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Explore the most affordable flight options available from San José to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Best flights from San José to WinnipegDiscover carefully curated flight deals from San José to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Discover carefully curated flight deals from San José to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Last-minute flights from San José to WinnipegDiscover last-minute flight deals from San José to Winnipeg. Data last updated 12 September 2026 and is based on user searches.

Discover last-minute flight deals from San José to Winnipeg. Data last updated 12 September 2026 and is based on user searches.

One-way flights from San José to WinnipegSearch for one-way flight options from San José to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.

Search for one-way flight options from San José to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.

Find flight deals from San José to Winnipeg

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Best time to book a flight from San José to Winnipeg

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

Related info for your journey

How long is the flight from San José to Winnipeg?

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

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

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

Travelling to a place near Winnipeg?

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Complete your trip

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

Direct flights to Manitoba

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

Search flights from San José to Winnipeg by cabin class

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

San José and Winnipeg flights

Browse other San José and Winnipeg flight options. Last updated on 12 September 2026.

Other flights from San José

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Other flights to Winnipeg

Explore flights to Winnipeg departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 12 September 2026.

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

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

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

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

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Cheapest flights from San José to Winnipeg
Explore the most affordable flight options available from San José to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2026.

Best flights from San José to Winnipeg
Discover carefully curated flight deals from San José to Winnipeg that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 12 September 2026.

Last-minute flights from San José to Winnipeg
Discover last-minute flight deals from San José to Winnipeg. Data last updated 12 September 2026 and is based on user searches.

One-way flights from San José to Winnipeg
Search for one-way flight options from San José to Winnipeg. Find affordable one-way fares based on user searches. Data last updated 12 September 2026.