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

United Airlines 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 October 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$ 397 Cheap Flights from Winnipeg to San José in 2026/27

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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8:00 a.m. - 11:15 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

28h 15m1 stop Chicago O'Hare Intl

1:15 a.m. - 8:28 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

18h 13m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 808United Airlines

Wed, 6 Jan - Tue, 19 Jan

9:40 a.m. - 5:16 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

32h 36m2 stops Denver Intl Houston George Bush Intcntl

8:45 a.m. - 8:28 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

34h 43m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 808United Airlines

Wed, 6 Jan - Wed, 20 Jan

8:00 a.m. - 12:22 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

29h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:45 a.m. - 8:28 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

34h 43m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 808United Airlines

Tue, 5 Jan - Tue, 26 Jan

9:40 a.m. - 11:15 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

26h 35m2 stops Denver Intl Chicago O'Hare Intl

8:45 a.m. - 8:28 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

34h 43m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 810United Airlines

Wed, 6 Jan - Wed, 27 Jan

8:00 a.m. - 11:15 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

28h 15m1 stop Chicago O'Hare Intl

2:25 p.m. - 8:28 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 03m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 810United Airlines

Wed, 6 Jan - Wed, 27 Jan

8:40 a.m. - 12:21 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

28h 41m2 stops Denver Intl Houston George Bush Intcntl

7:55 a.m. - 11:39 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

26h 44m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 820United Airlines

Sat, 10 Apr - Tue, 20 Apr

9:40 a.m. - 11:15 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

26h 35m2 stops Denver Intl Chicago O'Hare Intl

2:25 p.m. - 8:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 832United Airlines

Tue, 2 Mar - Tue, 9 Mar

8:00 a.m. - 11:15 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

28h 15m1 stop Chicago O'Hare Intl

2:25 p.m. - 8:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 832United Airlines

Tue, 2 Mar - Tue, 9 Mar

9:05 a.m. - 10:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

14h 45m1 stop Montreal Pierre Elliott Trudeau Intl

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

34h 40m2 stops Toronto Pearson Intl Ottawa

C$ 919Air Canada

Sun, 29 Nov - Thu, 3 Dec

9:05 a.m. - 10:50 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

14h 45m1 stop Montreal Pierre Elliott Trudeau Intl

8:45 a.m. - 1:44 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 59m1 stop Toronto Pearson Intl

C$ 919Air Canada

Sun, 29 Nov - Thu, 3 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

7:00 a.m. - 7:37 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

37h 37m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 8:57 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

54h 32m2 stops Houston George Bush Intcntl Denver Intl

C$ 1,208United Airlines

Sat, 17 Oct - Sat, 24 Oct

5:25 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

29h 35m1 stop Toronto Pearson Intl

7:15 a.m. - 11:20 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

27h 05m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,365Air Canada

Sun, 18 Oct - Sat, 24 Oct

4:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 50m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

7:15 a.m. - 11:20 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

27h 05m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 1,369Air Canada

Sun, 18 Oct - Sat, 24 Oct

12:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

10h 50m1 stop Toronto Pearson Intl

7:45 a.m. - 9:14 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

12h 29m1 stop Toronto Pearson Intl

C$ 1,372Air Canada

Sat, 17 Oct - Sun, 25 Oct

7:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

27h 50m1 stop Toronto Pearson Intl

7:45 a.m. - 9:14 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

12h 29m1 stop Toronto Pearson Intl

C$ 1,372Air Canada

Sun, 18 Oct - Sun, 25 Oct

12:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

10h 50m1 stop Toronto Pearson Intl

7:15 a.m. - 10:24 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

50h 09m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 1,376Air Canada

Sat, 17 Oct - Sat, 24 Oct

12:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

10h 50m1 stop Toronto Pearson Intl

7:45 a.m. - 10:05 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

25h 20m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

C$ 1,376Air Canada

Sat, 17 Oct - Sun, 25 Oct

4:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 50m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

7:45 a.m. - 9:14 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

12h 29m1 stop Toronto Pearson Intl

C$ 1,376Air Canada

Sun, 18 Oct - Sun, 25 Oct

4:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 50m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

7:15 a.m. - 10:24 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

50h 09m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 1,380Air Canada

Sun, 18 Oct - Sat, 24 Oct

7:00 a.m. - 7:37 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

37h 37m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

11:35 a.m. - 12:23 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

23h 48m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 1,416United Airlines

Sat, 17 Oct - Sun, 25 Oct

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United Airlines flights from Winnipeg to San José

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

United Airlines

6 Jan

YWG8:00 a.m.Winnipeg

28h 15m

1 stop

SJO11:15 a.m.San José Juan Santamaria Intl

19 Jan

SJO1:15 a.m.San José Juan Santamaria Intl

18h 13m

2 stops

YWG8:28 p.m.Winnipeg

C$ 808

United Airlines

6 Jan

YWG9:40 a.m.Winnipeg

26h 35m

2 stops

SJO11:15 a.m.San José Juan Santamaria Intl

27 Jan

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

34h 43m

2 stops

YWG8:28 p.m.Winnipeg

C$ 810

United Airlines

10 Apr

YWG8:40 a.m.Winnipeg

28h 41m

2 stops

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

20 Apr

SJO7:55 a.m.San José Juan Santamaria Intl

26h 44m

2 stops

YWG11:39 a.m.Winnipeg

C$ 820

Copa Airlines flights from Winnipeg to San José

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

Copa Airlines

2 Mar

YWG8:00 a.m.Winnipeg

28h 15m

1 stop

SJO11:15 a.m.San José Juan Santamaria Intl

9 Mar

SJO1:25 p.m.San José Juan Santamaria Intl

30h 16m

1 stop

YWG8:41 p.m.Winnipeg

C$ 905

Copa Airlines

17 Oct

YWG5:00 a.m.Winnipeg

40h 20m

2 stops

SJO8:20 p.m.San José Juan Santamaria Intl

24 Oct

SJO7:15 a.m.San José Juan Santamaria Intl

39h 44m

2 stops

YWG11:59 p.m.Winnipeg

C$ 3,924

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 6/1

8:00 a.m.-11:15 a.m.

1 stop28h 15m

San José Juan Santamaria Intl

Tue 19/1

1:15 a.m.-8:28 p.m.

2 stops18h 13m

C$ 808

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 6/1

9:40 a.m.-5:16 p.m.

2 stops32h 36m

San José Juan Santamaria Intl

Wed 20/1

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

2 stops34h 43m

C$ 808

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 5/1

8:00 a.m.-12:22 p.m.

2 stops29h 22m

San José Juan Santamaria Intl

Tue 26/1

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

2 stops34h 43m

C$ 808

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 6/1

9:40 a.m.-11:15 a.m.

2 stops26h 35m

San José Juan Santamaria Intl

Wed 27/1

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

2 stops34h 43m

C$ 810

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Wed 6/1

8:00 a.m.-11:15 a.m.

1 stop28h 15m

San José Juan Santamaria Intl

Wed 27/1

2:25 p.m.-8:28 p.m.

2 stops29h 03m

C$ 810

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sat 10/4

8:40 a.m.-12:21 p.m.

2 stops28h 41m

San José Juan Santamaria Intl

Tue 20/4

7:55 a.m.-11:39 a.m.

2 stops26h 44m

C$ 820

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 2/3

9:40 a.m.-11:15 a.m.

2 stops26h 35m

San José Juan Santamaria Intl

Tue 9/3

2:25 p.m.-8:41 p.m.

2 stops29h 16m

C$ 832

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Tue 2/3

8:00 a.m.-11:15 a.m.

1 stop28h 15m

San José Juan Santamaria Intl

Tue 9/3

2:25 p.m.-8:41 p.m.

2 stops29h 16m

C$ 832

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

9:05 a.m.-10:50 p.m.

1 stop14h 45m

San José Juan Santamaria Intl

Thu 3/12

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

2 stops34h 40m

C$ 919

Quickest round-trip

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 29/11

9:05 a.m.-10:50 p.m.

1 stop14h 45m

San José Juan Santamaria Intl

Thu 3/12

8:45 a.m.-1:44 a.m.

1 stop15h 59m

C$ 919

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$ 803.

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

You could potentially save up to 19% 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$ 397
Fastest flight time	15h 25m
Direct flights	None

The best one-way flight to San José from Winnipeg in the past 72 hours is C$ 397. The best round-trip flight deal from Winnipeg to San José found on momondo in the last 72 hours is C$ 808.

The fastest flight from Winnipeg to San José takes 15h 25m

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 25m 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 October 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$ 844	Free Cancellation	Rating 7.1 11,774 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?

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$ 397

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 31/1. 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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United Airlines flights from Winnipeg to San José

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

Copa Airlines flights from Winnipeg to San José

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

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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.

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