What is the cheapest airline that flies from Winnipeg to San José Juan Santamaria Intl?

Air Canada and United Airlines are the most popular carriers operating from Winnipeg to San José Juan Santamaria Intl

When did momondo last update prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?

Prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport are updated daily.

How many operators does momondo search for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?

As of September 2026, there is 1 operator available to choose from for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport.

How old do you have to be to fly from Winnipeg Airport to San José Juan Santamaria Intl Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to San José Juan Santamaria Intl Airport.

What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

The required travel and health documents for your San José Juan Santamaria Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

C$ 403 Cheap Flights from Winnipeg to San José in 2026/27

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6:00 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

17h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 6:25 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

33h 40m2 stops Toronto Pearson Intl Ottawa

C$ 780Air Canada

Sun, 29 Nov - Thu, 3 Dec

8:05 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

15h 45m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 6:25 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

33h 40m2 stops Toronto Pearson Intl Ottawa

C$ 780Air Canada

Sun, 29 Nov - Thu, 3 Dec

8:05 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

15h 45m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 7:09 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

10h 24m1 stop Toronto Pearson Intl

C$ 780Air Canada

Sun, 29 Nov - Thu, 3 Dec

6:00 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

17h 50m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 6:25 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

33h 40m2 stops Toronto Pearson Intl Ottawa

C$ 781Air Canada

Sun, 29 Nov - Thu, 3 Dec

8:05 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

15h 45m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 6:25 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

33h 40m2 stops Toronto Pearson Intl Ottawa

C$ 781Air Canada

Sun, 29 Nov - Thu, 3 Dec

8:05 a.m. - 11:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

15h 45m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 7:09 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

10h 24m1 stop Toronto Pearson Intl

C$ 781Air Canada

Sun, 29 Nov - Thu, 3 Dec

2:15 p.m. - 6:25 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

40h 10m2 stops Chicago O'Hare Intl Los Angeles

6:40 a.m. - 12:23 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

53h 43m2 stops Los Angeles Chicago O'Hare Intl

C$ 797United Airlines

Fri, 6 Nov - Sun, 15 Nov

2:15 p.m. - 8:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:45 a.m. - 12:23 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

27h 38m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 805United Airlines

Sun, 8 Nov - Tue, 17 Nov

7:00 a.m. - 1:22 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 p.m. - 10:33 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

32h 08m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 811United Airlines

Wed, 13 Jan - Fri, 22 Jan

7:00 a.m. - 1:22 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 p.m. - 10:33 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

32h 08m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 811United Airlines

Wed, 13 Jan - Wed, 20 Jan

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Air Canada flights from Winnipeg to San José

Our best Air Canada deals on Winnipeg to San José flight tickets

Air Canada

29 Nov

YWG8:05 a.m.Winnipeg

15h 45m

1 stop

SJO11:50 p.m.San José Juan Santamaria Intl

3 Dec

SJO8:45 a.m.San José Juan Santamaria Intl

33h 40m

2 stops

YWG6:25 p.m.Winnipeg

C$ 780

Air Canada

29 Nov

YWG8:05 a.m.Winnipeg

15h 45m

1 stop

SJO11:50 p.m.San José Juan Santamaria Intl

3 Dec

SJO8:45 a.m.San José Juan Santamaria Intl

33h 40m

2 stops

YWG6:25 p.m.Winnipeg

C$ 781

Air Canada

29 Nov

YWG8:05 a.m.Winnipeg

15h 45m

1 stop

SJO11:50 p.m.San José Juan Santamaria Intl

3 Dec

SJO8:45 a.m.San José Juan Santamaria Intl

33h 40m

2 stops

YWG6:25 p.m.Winnipeg

C$ 820

United Airlines flights from Winnipeg to San José

Our best United Airlines deals on Winnipeg to San José flight tickets

United Airlines

6 Nov

YWG2:15 p.m.Winnipeg

40h 10m

2 stops

SJO6:25 a.m.San José Juan Santamaria Intl

15 Nov

SJO6:40 a.m.San José Juan Santamaria Intl

53h 43m

2 stops

YWG12:23 p.m.Winnipeg

C$ 796

United Airlines

8 Nov

YWG2:15 p.m.Winnipeg

30h 24m

2 stops

SJO8:39 p.m.San José Juan Santamaria Intl

17 Nov

SJO8:45 a.m.San José Juan Santamaria Intl

27h 38m

2 stops

YWG12:23 p.m.Winnipeg

C$ 805

United Airlines

29 Nov

YWG8:40 a.m.Winnipeg

26h 45m

2 stops

SJO11:25 a.m.San José Juan Santamaria Intl

3 Dec

SJO8:45 a.m.San José Juan Santamaria Intl

36h 10m

2 stops

YWG8:55 p.m.Winnipeg

C$ 811

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

6:00 a.m.-11:50 p.m.

2 stops17h 50m

San José Juan Santamaria Intl

Thu 3/12

8:45 a.m.-6:25 p.m.

2 stops33h 40m

C$ 780

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

8:05 a.m.-11:50 p.m.

1 stop15h 45m

San José Juan Santamaria Intl

Thu 3/12

8:45 a.m.-6:25 p.m.

2 stops33h 40m

C$ 780

Quickest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

8:05 a.m.-11:50 p.m.

1 stop15h 45m

San José Juan Santamaria Intl

Thu 3/12

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

1 stop10h 24m

C$ 780

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

6:00 a.m.-11:50 p.m.

2 stops17h 50m

San José Juan Santamaria Intl

Thu 3/12

8:45 a.m.-6:25 p.m.

2 stops33h 40m

C$ 781

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

8:05 a.m.-11:50 p.m.

1 stop15h 45m

San José Juan Santamaria Intl

Thu 3/12

8:45 a.m.-6:25 p.m.

2 stops33h 40m

C$ 781

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

8:05 a.m.-11:50 p.m.

1 stop15h 45m

San José Juan Santamaria Intl

Thu 3/12

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

1 stop10h 24m

C$ 781

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Fri 6/11

2:15 p.m.-6:25 a.m.

2 stops40h 10m

San José Juan Santamaria Intl

Sun 15/11

6:40 a.m.-12:23 p.m.

2 stops53h 43m

C$ 796

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 8/11

2:15 p.m.-8:39 p.m.

2 stops30h 24m

San José Juan Santamaria Intl

Tue 17/11

8:45 a.m.-12:23 p.m.

2 stops27h 38m

C$ 805

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 13/1

7:00 a.m.-1:22 p.m.

2 stops30h 22m

San José Juan Santamaria Intl

Fri 22/1

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

2 stops32h 08m

C$ 811

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 13/1

7:00 a.m.-1:22 p.m.

2 stops30h 22m

San José Juan Santamaria Intl

Wed 20/1

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

2 stops32h 08m

C$ 811

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Winnipeg to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to San José?

In general, May is the cheapest month to fly from Winnipeg to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 0. If you aren’t able to travel during the month of May, then book flights to San José from Winnipeg during April instead. Flights to San José in April, while not as cheap as those in May, still average around C$ 781.

Can stopping save me money on Winnipeg to San José flights?

You could potentially save up to 18% on your flight if you consider stops on a Winnipeg to San José flight.

When to book flights from Winnipeg to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to San José according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Winnipeg to San José (YWG to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to San José

Best price found	C$ 403
Fastest flight time	15h 00m
Direct flights	None

The best one-way flight to San José from Winnipeg in the past 72 hours is C$ 403. The best round-trip flight deal from Winnipeg to San José found on momondo in the last 72 hours is C$ 780.

The fastest flight from Winnipeg to San José takes 15h 00m

There are no direct flights from Winnipeg to San José. There are no popular flight routes from Winnipeg to San José.

Search flight deals

Frequently asked questions about flying from Winnipeg to San José

How far is Winnipeg to San José Juan Santamaria Intl by plane?
There are 4599.7 km between Winnipeg and San José Juan Santamaria Intl. 15h 00m is a normal flight duration for this route.
When did momondo last update prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?
Prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport are updated daily.
How many operators does momondo search for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?
As of September 2026, there is 1 operator available to choose from for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport.
How old do you have to be to fly from Winnipeg Airport to San José Juan Santamaria Intl Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to San José Juan Santamaria Intl Airport.
What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?
The required travel and health documents for your San José Juan Santamaria Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular airline from Winnipeg to San José?
Based on momondo bookings for flights between Winnipeg and San José, the leading airline is Air Canada, making up 100% of the total bookings.

Best airlines flying from Winnipeg to San José

Compare and see reviews for airlines that fly from Winnipeg to San José with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 833	Free Cancellation	Rating 7.1 11,668 reviews		Search Air Canada flights

Manuel Antonio

Jacó

Monteverde

Dominical

Santa Elena

Alajuela

Heredia

San Gerardo de Dota

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Why should I use momondo to find a flight deal from Winnipeg to San José?

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Can I find flights from Winnipeg to San José with flexible booking policies on momondo?

Yes. All flights to San José from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Winnipeg to San José?

momondo provides multiple filters to help you find the best flight to San José from Winnipeg. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Winnipeg to San José right now. Can momondo alert me if prices change?

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Cheap flights from Winnipeg to San José from C$ 403

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to San José departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Air Canada flights from Winnipeg to San José

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United Airlines flights from Winnipeg to San José

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How to get the cheapest flight ticket from Winnipeg to San José

What is the cheapest month to fly to San José?

Can stopping save me money on Winnipeg to San José flights?

What is the cheapest airline that flies from Winnipeg to San José Juan Santamaria Intl?

When to book flights from Winnipeg to San José

Cheap Winnipeg to San José (YWG to SJO) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Winnipeg to San José

Best airlines flying from Winnipeg to San José

Compare and see reviews for airlines that fly from Winnipeg to San José with momondo

Travelling to a place near San José?

Why use momondo?

An easier way to manage your San José trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Costa Rica

Airports servicing Costa Rica

Fly your favourite airline to San José

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