Which airlines fly to Costa Rica?

WestJet, Air Canada and United Airlines are the top three most popular airlines that fly to Costa Rica from Winnipeg according to our data. WestJet is the first choice among our users, with 79% of people opting to fly with this airline when travelling to Costa Rica. Keep in mind that there are 3 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Winnipeg to Costa Rica?

United Airlines, Porter Airlines, and WestJet are the most popular carriers operating from Winnipeg to Costa Rica

When did momondo last update prices for flights from Winnipeg Airport to Costa Rica?

Prices for flights from Winnipeg Airport to Costa Rica refresh daily.

How many operators does momondo search for flights from Winnipeg Airport to Costa Rica?

As of October 2026, there are 3 operators available to choose from for flights from Winnipeg Airport to Costa Rica.

How old do you have to be to fly from Winnipeg Airport to Costa Rica?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Costa Rica.

What documentation or ID do you need to fly to Costa Rica?

The travel and health documents required for your trip to Costa Rica can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Costa Rica. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 355 Cheap Flights from Winnipeg to Costa Rica in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Costa Rica

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:40 a.m. - 6:00 a.m.YWG Winnipeg-LIR Liberia

6h 20mdirect

3:10 p.m. - 8:50 p.m.LIR Liberia-YWG Winnipeg

28h 40m1 stop Toronto Pearson Intl

C$ 449WestJet

Fri, 30 Oct - Wed, 18 Nov

12:40 a.m. - 6:00 a.m.YWG Winnipeg-LIR Liberia

6h 20mdirect

7:40 a.m. - 5:25 p.m.LIR Liberia-YWG Winnipeg

32h 45m1 stop Calgary

C$ 497WestJet

Fri, 30 Oct - Fri, 20 Nov

7:00 a.m. - 5:37 p.m.YWG Winnipeg-LIR Liberia

35h 37m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

4:56 p.m. - 7:41 p.m.LIR Liberia-YWG Winnipeg

25h 45m2 stops Los Angeles Chicago O'Hare Intl

C$ 506United Airlines

Sat, 30 Jan - Sat, 13 Feb

7:00 a.m. - 11:56 a.m.YWG Winnipeg-LIR Liberia

29h 56m1 stop Chicago O'Hare Intl

4:56 p.m. - 7:41 p.m.LIR Liberia-YWG Winnipeg

25h 45m2 stops Los Angeles Chicago O'Hare Intl

C$ 506United Airlines

Sat, 30 Jan - Sat, 13 Feb

7:55 p.m. - 12:38 p.m.YWG Winnipeg-LIR Liberia

17h 43m1 stop Toronto Pearson Intl

7:40 a.m. - 10:55 p.m.LIR Liberia-YWG Winnipeg

14h 15m1 stop Calgary

C$ 605Multiple Airlines

Sun, 1 Nov - Thu, 5 Nov

7:55 p.m. - 12:38 p.m.YWG Winnipeg-LIR Liberia

17h 43m1 stop Toronto Pearson Intl

7:40 a.m. - 8:45 p.m.LIR Liberia-YWG Winnipeg

12h 05m1 stop Calgary

C$ 608Multiple Airlines

Sun, 1 Nov - Wed, 4 Nov

4:05 p.m. - 1:10 p.m.YWG Winnipeg-LIR Liberia

22h 05m1 stop Toronto Pearson Intl

3:10 p.m. - 4:09 p.m.LIR Liberia-YWG Winnipeg

23h 59m1 stop Toronto Pearson Intl

C$ 670Air Canada

Sun, 6 Dec - Tue, 8 Dec

7:55 p.m. - 1:10 p.m.YWG Winnipeg-LIR Liberia

18h 15m1 stop Toronto Pearson Intl

3:20 p.m. - 8:25 p.m.LIR Liberia-YWG Winnipeg

52h 05m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 674Air Canada

Sun, 1 Nov - Thu, 5 Nov

7:00 a.m. - 5:16 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

35h 16m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m1 stop Chicago O'Hare Intl

C$ 765United Airlines

Sun, 31 Jan - Wed, 3 Mar

7:00 a.m. - 3:58 p.m.YWG Winnipeg-LIR Liberia

9h 58m1 stop Toronto Pearson Intl

6:00 p.m. - 11:45 a.m.LIR Liberia-YWG Winnipeg

16h 45m1 stop Toronto Pearson Intl

C$ 858Porter Airlines

Mon, 11 Jan - Mon, 25 Jan

Cheap last-minute flights

Enter your travel dates to find the best prices.

7:00 a.m. - 12:10 p.m.YWG Winnipeg-LIR Liberia

30h 10m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:20 p.m. - 12:37 p.m.LIR Liberia-YWG Winnipeg

22h 17m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 1,205United Airlines

Tue, 6 Oct - Wed, 14 Oct

8:45 a.m. - 12:10 p.m.YWG Winnipeg-LIR Liberia

52h 25m2 stops Denver Intl Houston George Bush Intcntl

1:20 p.m. - 8:57 p.m.LIR Liberia-YWG Winnipeg

30h 37m2 stops Houston George Bush Intcntl Denver Intl

C$ 1,748United Airlines

Fri, 9 Oct - Fri, 16 Oct

6:05 p.m. - 12:30 p.m.YWG Winnipeg-LIR Liberia

19h 25m1 stop Toronto Pearson Intl

1:30 p.m. - 12:55 a.m.LIR Liberia-YWG Winnipeg

10h 25m1 stop Toronto Pearson Intl

C$ 1,809Multiple Airlines

Tue, 6 Oct - Wed, 14 Oct

5:10 p.m. - 12:30 p.m.YWG Winnipeg-LIR Liberia

20h 20m1 stop Toronto Pearson Intl

1:30 p.m. - 12:00 p.m.LIR Liberia-YWG Winnipeg

21h 30m2 stops Toronto Pearson Intl Edmonton

C$ 1,815Multiple Airlines

Tue, 6 Oct - Wed, 14 Oct

5:25 p.m. - 8:24 p.m.YWG Winnipeg-LIR Liberia

27h 59m2 stops Vancouver Intl Los Angeles

7:15 a.m. - 8:20 p.m.LIR Liberia-YWG Winnipeg

12h 05m1 stop Calgary

C$ 1,845Multiple Airlines

Fri, 9 Oct - Fri, 16 Oct

9:05 p.m. - 12:30 p.m.YWG Winnipeg-LIR Liberia

16h 25m2 stops Calgary Toronto Pearson Intl

1:30 p.m. - 2:05 p.m.LIR Liberia-YWG Winnipeg

23h 35m3 stops Toronto Pearson Intl Ottawa Calgary

C$ 2,177Multiple Airlines

Tue, 6 Oct - Wed, 14 Oct

9:05 p.m. - 11:30 a.m.YWG Winnipeg-LIR Liberia

39h 25m3 stops Calgary Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

1:15 p.m. - 12:15 p.m.LIR Liberia-YWG Winnipeg

22h 00m2 stops Toronto Pearson Intl Calgary

C$ 2,220Multiple Airlines

Fri, 9 Oct - Fri, 16 Oct

5:25 p.m. - 11:30 a.m.YWG Winnipeg-LIR Liberia

43h 05m3 stops Vancouver Intl Calgary Montreal Pierre Elliott Trudeau Intl

1:15 p.m. - 2:05 p.m.LIR Liberia-YWG Winnipeg

23h 50m3 stops Toronto Pearson Intl Ottawa Calgary

C$ 2,695Multiple Airlines

Fri, 9 Oct - Fri, 16 Oct

2:00 p.m. - 12:10 p.m.YWG Winnipeg-LIR Liberia

23h 10m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:20 p.m. - 6:12 p.m.LIR Liberia-YWG Winnipeg

27h 52m3 stops Houston George Bush Intcntl Denver Intl Toronto Pearson Intl

C$ 3,177United Airlines

Tue, 6 Oct - Wed, 14 Oct

2:00 p.m. - 12:10 p.m.YWG Winnipeg-LIR Liberia

23h 10m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:20 p.m. - 6:12 p.m.LIR Liberia-YWG Winnipeg

27h 52m3 stops Houston George Bush Intcntl Denver Intl Toronto Pearson Intl

C$ 3,180United Airlines

Tue, 6 Oct - Wed, 14 Oct

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Air Canada flights from Winnipeg to Costa Rica

Our best Air Canada deals on Winnipeg to Costa Rica flight tickets

Air Canada

29 Nov

YWG8:05 a.m.Winnipeg

15h 45m

1 stop

SJO10:50 p.m.San José Juan Santamaria Intl

3 Dec

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

33h 40m

2 stops

YWG7:25 p.m.Winnipeg

C$ 943

Air Canada

7 Nov

YWG6:55 p.m.Winnipeg

27h 35m

1 stop

SJO9:30 p.m.San José Juan Santamaria Intl

16 Nov

SJO9:20 a.m.San José Juan Santamaria Intl

31h 18m

1 stop

YWG5:38 p.m.Winnipeg

C$ 984

Air Canada

29 Nov

YWG9:05 a.m.Winnipeg

14h 45m

1 stop

SJO10:50 p.m.San José Juan Santamaria Intl

3 Dec

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

15h 59m

1 stop

YWG1:44 a.m.Winnipeg

C$ 989

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets

Avianca

29 Jan

YWG7:55 p.m.Winnipeg

22h 55m

2 stops

SJO5:50 p.m.San José Juan Santamaria Intl

3 Mar

SJO5:10 a.m.San José Juan Santamaria Intl

17h 07m

2 stops

YWG11:17 p.m.Winnipeg

C$ 955

Avianca

25 Dec

YWG9:05 a.m.Winnipeg

14h 35m

2 stops

SJO10:40 p.m.San José Juan Santamaria Intl

2 Feb

SJO5:10 a.m.San José Juan Santamaria Intl

17h 14m

2 stops

YWG11:24 p.m.Winnipeg

C$ 959

Avianca

6 Jan

YWG7:15 a.m.Winnipeg

28h 30m

3 stops

SJO10:45 a.m.San José Juan Santamaria Intl

9 Feb

SJO12:40 p.m.San José Juan Santamaria Intl

32h 44m

3 stops

YWG10:24 p.m.Winnipeg

C$ 960

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 30/10

12:40 a.m.-6:00 a.m.

Nonstop6h 20m

Liberia

Wed 18/11

3:10 p.m.-8:50 p.m.

1 stop28h 40m

C$ 449

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 30/10

12:40 a.m.-6:00 a.m.

Nonstop6h 20m

Liberia

Fri 20/11

7:40 a.m.-5:25 p.m.

1 stop32h 45m

C$ 497

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sat 30/1

7:00 a.m.-5:37 p.m.

2 stops35h 37m

Liberia

Sat 13/2

4:56 p.m.-7:41 p.m.

2 stops25h 45m

C$ 506

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sat 30/1

7:00 a.m.-11:56 a.m.

1 stop29h 56m

Liberia

Sat 13/2

4:56 p.m.-7:41 p.m.

2 stops25h 45m

C$ 506

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 1/11

7:55 p.m.-12:38 p.m.

1 stop17h 43m

Liberia

Thu 5/11

7:40 a.m.-10:55 p.m.

1 stop14h 15m

C$ 605

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 1/11

7:55 p.m.-12:38 p.m.

1 stop17h 43m

Liberia

Wed 4/11

7:40 a.m.-8:45 p.m.

1 stop12h 05m

C$ 608

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 6/12

4:05 p.m.-1:10 p.m.

1 stop22h 05m

Liberia

Tue 8/12

3:10 p.m.-4:09 p.m.

1 stop23h 59m

C$ 670

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 1/11

7:55 p.m.-1:10 p.m.

1 stop18h 15m

Liberia

Thu 5/11

3:20 p.m.-8:25 p.m.

2 stops52h 05m

C$ 674

WinnipegSan José

YWG Winnipeg - SJO San José Juan Santamaria Intl

YWGSJO

Winnipeg

Sun 31/1

7:00 a.m.-5:16 p.m.

2 stops35h 16m

San José Juan Santamaria Intl

Wed 3/3

1:25 p.m.-7:41 p.m.

1 stop29h 16m

C$ 765

Quickest round-trip

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Mon 11/1

7:00 a.m.-3:58 p.m.

1 stop9h 58m

Liberia

Mon 25/1

6:00 p.m.-11:45 a.m.

1 stop16h 45m

C$ 858

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 Costa Rica

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 Costa Rica?

The cheapest month to fly to Costa Rica from Winnipeg is in September. Flight prices, which tend to average around C$ 587, are often lower during this time because this is during the off-season. If you don’t want to visit Costa Rica in September, then you should wait until June to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 662.

What is the cheapest day to depart on your flight to Costa Rica?

Our data shows that Monday is the least expensive day to fly to Costa Rica. Tickets to fly out on this day can be as low as C$ 737. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Costa Rica on Friday is C$ 1,221.

What is the cheapest Winnipeg to Costa Rica flight route?

Fly from Winnipeg to Liberia for the best Winnipeg - Costa Rica flight prices

How far in advance should I book a flight from Winnipeg to Costa Rica?

You are more likely to see cheaper flights to Costa Rica from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around C$ 800 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Winnipeg for as low as C$ 551 on momondo.

What cabin class options are available on Winnipeg to Costa Rica flights?

There are 2 cabin classes available to choose from on Winnipeg to Costa Rica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Winnipeg to Costa Rica flights?

You could potentially save up to 3% on your flight if you consider stops on a Winnipeg to Costa Rica flight.

Cheap Winnipeg to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Costa Rica

Best price found	C$ 355
Fastest flight time	9h 40m
Direct flights	Mon and Sat
Airports in Costa Rica	40 airports

The best one-way flight to Costa Rica from Winnipeg in the past 72 hours is C$ 355. The best round-trip flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 449.

The fastest flight from Winnipeg to Costa Rica takes 9h 40m

Direct flights go from Winnipeg to Costa Rica on Monday and Saturday. There are no airlines offering direct flights.

There are 40 airports in Costa Rica. From Winnipeg there are direct flights to Liberia (LIR).

Search flight deals

Frequently asked questions about flying from Winnipeg to Costa Rica

When did momondo last update prices for flights from Winnipeg Airport to Costa Rica?
Prices for flights from Winnipeg Airport to Costa Rica refresh daily.
How many operators does momondo search for flights from Winnipeg Airport to Costa Rica?
As of October 2026, there are 3 operators available to choose from for flights from Winnipeg Airport to Costa Rica.
How old do you have to be to fly from Winnipeg Airport to Costa Rica?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Costa Rica.
What documentation or ID do you need to fly to Costa Rica?
The travel and health documents required for your trip to Costa Rica can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Costa Rica. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Winnipeg to Costa Rica?
Based on momondo bookings for flights between Winnipeg and Costa Rica, the leading plane model is Boeing 737 MAX 8, making up 93.41% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 3.30% and Boeing 737-800 (Scimitar Winglets) with 3.30%.

Best airlines flying from Winnipeg to Costa Rica

Compare and see reviews for airlines that fly from Winnipeg to Costa Rica with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 345	Free Cancellation	Rating 7.4 10,283 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 414	Free Cancellation	Rating 7.2 3,450 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 515	Free Cancellation	Rating 7.1 11,716 reviews	Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Costa Rica?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Winnipeg to Costa Rica for you.

Can I find flights from Winnipeg to Costa Rica with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Costa Rica from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Costa Rica?

momondo provides multiple filters to help you find the best flight to Costa Rica 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 Costa Rica right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Winnipeg to Costa Rica flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Costa Rica 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.

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Complete your trip

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Popular Cities in Costa Rica

Flights to Liberiafrom C$ 338

Flights to San Joséfrom C$ 500

Cheap flights from Winnipeg to Costa Rica from C$ 355

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 Costa Rica departing on 13/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Winnipeg to Costa Rica

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Air Canada flights from Winnipeg to Costa Rica

Our best Air Canada deals on Winnipeg to Costa Rica flight tickets

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets

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

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Winnipeg to Costa Rica

What is the cheapest month to fly to Costa Rica?

What is the cheapest day to depart on your flight to Costa Rica?

What is the cheapest Winnipeg to Costa Rica flight route?

How far in advance should I book a flight from Winnipeg to Costa Rica?

What cabin class options are available on Winnipeg to Costa Rica flights?

Can stopping save me money on Winnipeg to Costa Rica flights?

What is the cheapest airline that flies from Winnipeg to Costa Rica?

Which airlines fly to Costa Rica?

Cheap Winnipeg to Costa Rica flight deals and tips

Best price found

Fastest flight time

Direct flights

Airports in Costa Rica

Frequently asked questions about flying from Winnipeg to Costa Rica

Best airlines flying from Winnipeg to Costa Rica

Compare and see reviews for airlines that fly from Winnipeg to Costa Rica with momondo

Why use momondo?

An easier way to manage your Costa Rica 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

Popular Cities in Costa Rica

Popular flights according to clicks in the last 7 days on momondo

Winnipeg flight routes

According to popular flight searches on momondo this year

Costa Rica flight routes

According to popular flight searches on momondo this year

Fly your favourite airline to Costa Rica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Costa Rica

List of cabin classes available on flights landing in Costa Rica. Availability may vary depending on flight origin and airline.

Complete your trip to Costa Rica

Explore popular destinations other users love

According to popular flight searches on momondo this year