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

Air Canada is the most popular carrier 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 are 2 operators 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$ 340 Cheap Flights from Winnipeg to San José in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to San José

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One-way

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Cheap round-trip flights

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12:45 p.m. - 10:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

9h 45m1 stop Toronto Pearson 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$ 712Air Canada

Mon, 1 Feb - Sun, 7 Feb

3:05 p.m. - 10:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

31h 25m1 stop Toronto Pearson Intl

8:45 a.m. - 12:24 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 39m1 stop Toronto Pearson Intl

C$ 712Air Canada

Mon, 1 Feb - Sun, 7 Feb

6:00 a.m. - 10:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

40h 30m2 stops Ottawa Toronto Pearson Intl

8:45 a.m. - 9:24 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

12h 39m1 stop Toronto Pearson Intl

C$ 712Air Canada

Mon, 1 Feb - Sun, 7 Feb

6:00 a.m. - 10:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

16h 30m2 stops Ottawa Toronto Pearson 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$ 712Air Canada

Mon, 1 Feb - Sun, 7 Feb

10:00 a.m. - 10:55 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

12h 55m1 stop Toronto Pearson Intl

11:55 p.m. - 11:05 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

11h 10m1 stop Toronto Pearson Intl

C$ 766Multiple Airlines

Sun, 6 Dec - Fri, 11 Dec

10:00 a.m. - 10:55 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

12h 55m1 stop Toronto Pearson Intl

11:55 p.m. - 11:05 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

11h 10m1 stop Toronto Pearson Intl

C$ 766Multiple Airlines

Mon, 7 Dec - Fri, 11 Dec

10:00 a.m. - 10:55 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

12h 55m1 stop Toronto Pearson Intl

11:55 p.m. - 11:05 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

11h 10m1 stop Toronto Pearson Intl

C$ 767Multiple Airlines

Mon, 7 Dec - Mon, 14 Dec

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

2:25 p.m. - 12:23 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

21h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 774United Airlines

Fri, 4 Dec - Tue, 15 Dec

8:45 a.m. - 12:21 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

28h 36m2 stops Denver Intl Houston George Bush Intcntl

1:25 p.m. - 12:52 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

23h 27m1 stop Chicago O'Hare Intl

C$ 774United Airlines

Tue, 6 Oct - Fri, 18 Dec

2:00 p.m. - 12:21 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

23h 21m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

12:35 p.m. - 12:52 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

24h 17m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 774United Airlines

Tue, 6 Oct - Fri, 18 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

12:20 p.m. - 11:40 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

12h 20m2 stops Toronto Pearson Intl San Salvador El Salvador Intl

5:05 a.m. - 11:27 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

17h 22m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 912Multiple Airlines

Thu, 3 Sep - Fri, 25 Sep

12:20 p.m. - 11:40 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

12h 20m2 stops Toronto Pearson Intl San Salvador El Salvador Intl

5:05 a.m. - 9:27 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 22m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 959Avianca

Thu, 3 Sep - Fri, 25 Sep

8:15 a.m. - 11:40 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

16h 25m2 stops Toronto Pearson Intl San Salvador El Salvador Intl

5:05 a.m. - 11:27 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

17h 22m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 970Avianca

Thu, 3 Sep - Fri, 25 Sep

6:05 p.m. - 1:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

44h 45m2 stops Toronto Pearson Intl Liberia

4:20 p.m. - 6:55 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

25h 35m1 stop Cancun

C$ 1,009Multiple Airlines

Thu, 3 Sep - Fri, 25 Sep

6:05 p.m. - 1:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

44h 45m2 stops Toronto Pearson Intl Liberia

4:20 p.m. - 6:55 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

25h 35m1 stop Cancun

C$ 1,017Multiple Airlines

Thu, 3 Sep - Fri, 25 Sep

7:00 a.m. - 12:21 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 21m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 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$ 1,019United Airlines

Wed, 2 Sep - Wed, 9 Sep

12:20 p.m. - 11:45 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

24h 25m3 stops Toronto Pearson Intl San Salvador El Salvador Intl Panama City Tocumen Intl

5:05 a.m. - 11:12 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 07m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 1,024Avianca

Thu, 3 Sep - Fri, 25 Sep

12:20 p.m. - 11:45 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

24h 25m3 stops Toronto Pearson Intl San Salvador El Salvador Intl Panama City Tocumen Intl

5:05 a.m. - 11:12 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 07m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 1,028Avianca

Thu, 3 Sep - Fri, 25 Sep

4:10 p.m. - 8:20 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

29h 10m1 stop Montreal Pierre Elliott Trudeau Intl

7:10 a.m. - 11:27 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 17m1 stop Toronto Pearson Intl

C$ 1,160Air Canada

Thu, 3 Sep - Fri, 25 Sep

7:55 a.m. - 8:20 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

13h 25m1 stop Montreal Pierre Elliott Trudeau Intl

7:10 a.m. - 11:17 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 07m1 stop Toronto Pearson Intl

C$ 1,685Air Canada

Wed, 2 Sep - Wed, 9 Sep

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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

16 Feb

YWG8:05 a.m.Winnipeg

15h 45m

1 stop

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

9 Mar

SJO5:35 a.m.San José Juan Santamaria Intl

18h 07m

2 stops

YWG11:42 p.m.Winnipeg

C$ 677

Air Canada

16 Feb

YWG6:00 a.m.Winnipeg

16h 30m

2 stops

SJO10:30 p.m.San José Juan Santamaria Intl

9 Mar

SJO5:35 a.m.San José Juan Santamaria Intl

18h 07m

2 stops

YWG11:42 p.m.Winnipeg

C$ 683

Air Canada

1 Feb

YWG3:05 p.m.Winnipeg

31h 25m

1 stop

SJO10:30 p.m.San José Juan Santamaria Intl

7 Feb

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

15h 39m

1 stop

YWG12:24 a.m.Winnipeg

C$ 712

United Airlines flights from Winnipeg to San José

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

United Airlines

6 Oct

YWG2:00 p.m.Winnipeg

23h 21m

2 stops

SJO12:21 p.m.San José Juan Santamaria Intl

18 Dec

SJO12:35 p.m.San José Juan Santamaria Intl

24h 17m

2 stops

YWG12:52 p.m.Winnipeg

C$ 774

United Airlines

22 Jan

YWG7:00 a.m.Winnipeg

23h 25m

2 stops

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

4 Feb

SJO2:25 p.m.San José Juan Santamaria Intl

32h 08m

2 stops

YWG10:33 p.m.Winnipeg

C$ 776

United Airlines

7 Dec

YWG8:30 a.m.Winnipeg

36h 09m

2 stops

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

10 Dec

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

27h 38m

2 stops

YWG12:23 p.m.Winnipeg

C$ 788

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 1/2

12:45 p.m.-10:30 p.m.

1 stop9h 45m

San José Juan Santamaria Intl

Sun 7/2

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

2 stops33h 40m

C$ 712

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 1/2

3:05 p.m.-10:30 p.m.

1 stop31h 25m

San José Juan Santamaria Intl

Sun 7/2

8:45 a.m.-12:24 a.m.

1 stop15h 39m

C$ 712

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 1/2

6:00 a.m.-10:30 p.m.

2 stops40h 30m

San José Juan Santamaria Intl

Sun 7/2

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

1 stop12h 39m

C$ 712

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 1/2

6:00 a.m.-10:30 p.m.

2 stops16h 30m

San José Juan Santamaria Intl

Sun 7/2

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

2 stops33h 40m

C$ 712

Quickest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 6/12

10:00 a.m.-10:55 p.m.

1 stop12h 55m

San José Juan Santamaria Intl

Fri 11/12

11:55 p.m.-11:05 a.m.

1 stop11h 10m

C$ 766

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 7/12

10:00 a.m.-10:55 p.m.

1 stop12h 55m

San José Juan Santamaria Intl

Fri 11/12

11:55 p.m.-11:05 a.m.

1 stop11h 10m

C$ 766

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Mon 7/12

10:00 a.m.-10:55 p.m.

1 stop12h 55m

San José Juan Santamaria Intl

Mon 14/12

11:55 p.m.-11:05 a.m.

1 stop11h 10m

C$ 767

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Fri 4/12

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

2 stops30h 24m

San José Juan Santamaria Intl

Tue 15/12

2:25 p.m.-12:23 p.m.

2 stops21h 58m

C$ 774

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 6/10

8:45 a.m.-12:21 p.m.

2 stops28h 36m

San José Juan Santamaria Intl

Fri 18/12

1:25 p.m.-12:52 p.m.

1 stop23h 27m

C$ 774

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 6/10

2:00 p.m.-12:21 p.m.

2 stops23h 21m

San José Juan Santamaria Intl

Fri 18/12

12:35 p.m.-12:52 p.m.

2 stops24h 17m

C$ 774

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$ 772.

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

You could potentially save up to 4% 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$ 340
Fastest flight time	21h 10m
Direct flights	None

The best one-way flight to San José from Winnipeg in the past 72 hours is C$ 340. The best round-trip flight deal from Winnipeg to San José found on momondo in the last 72 hours is C$ 712.

The fastest flight from Winnipeg to San José takes 21h 10m

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. 21h 10m 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 are 2 operators 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 83% of the total bookings. Other popular airlines include United Airlines with 17%.

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
United Airlines	PriceFrom C$ 674	Free Cancellation	Rating 7.4 10,151 reviews		Search United Airlines flights
Air Canada	PriceFrom C$ 823	Free Cancellation	Rating 7.1 11,566 reviews		Search Air Canada flights

Manuel Antonio

Jacó

Monteverde

Dominical

Santa Elena

Heredia

Alajuela

San Gerardo de Dota

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to San José. momondo saves you time and could save you money on your trip.

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?

Yes. momondo can track prices for Winnipeg to San José flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Winnipeg to San José from C$ 340

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 30/10. 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

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