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 64% of people opting to fly with this airline when travelling to Costa Rica. Keep in mind that there are 4 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?

WestJet, United Airlines, and Air Canada 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 August 2026, there are 4 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$ 249 Cheap Flights from Winnipeg to Costa Rica in 2026

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

6h 20mdirect

7:50 a.m. - 2:15 p.m.LIR Liberia-YWG Winnipeg

6h 25mdirect

C$ 294WestJet

Fri, 13 Nov - Sat, 21 Nov

12:40 a.m. - 7:00 a.m.YWG Winnipeg-LIR Liberia

6h 20mdirect

7:50 a.m. - 2:15 p.m.LIR Liberia-YWG Winnipeg

6h 25mdirect

C$ 301WestJet

Fri, 4 Dec - Mon, 14 Dec

12:40 a.m. - 7:00 a.m.YWG Winnipeg-LIR Liberia

6h 20mdirect

7:50 a.m. - 2:15 p.m.LIR Liberia-YWG Winnipeg

6h 25mdirect

C$ 303WestJet

Fri, 4 Dec - Mon, 14 Dec

2:15 p.m. - 3:51 p.m.YWG Winnipeg-LIR Liberia

25h 36m2 stops Chicago O'Hare Intl Los Angeles Los Angeles

8:35 a.m. - 11:39 a.m.LIR Liberia-YWG Winnipeg

51h 04m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 523United Airlines

Fri, 29 Jan - Fri, 12 Feb

2:15 p.m. - 6:37 p.m.YWG Winnipeg-LIR Liberia

28h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:35 a.m. - 11:39 a.m.LIR Liberia-YWG Winnipeg

27h 04m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 527United Airlines

Fri, 15 Jan - Mon, 25 Jan

2:15 p.m. - 1:10 p.m.YWG Winnipeg-LIR Liberia

22h 55m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

4:53 p.m. - 11:39 a.m.LIR Liberia-YWG Winnipeg

18h 46m2 stops Los Angeles Los Angeles Chicago O'Hare Intl

C$ 527United Airlines

Mon, 18 Jan - Sat, 23 Jan

6:00 a.m. - 1:10 p.m.YWG Winnipeg-LIR Liberia

32h 10m2 stops Ottawa Toronto Pearson Intl

3:20 p.m. - 6:25 p.m.LIR Liberia-YWG Winnipeg

27h 05m2 stops Montreal Pierre Elliott Trudeau Intl Ottawa

C$ 555Air Canada

Sun, 25 Oct - Tue, 3 Nov

6:00 a.m. - 1:10 p.m.YWG Winnipeg-LIR Liberia

32h 10m2 stops Ottawa Toronto Pearson Intl

3:20 p.m. - 4:38 p.m.LIR Liberia-YWG Winnipeg

25h 18m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 555Air Canada

Sun, 25 Oct - Tue, 3 Nov

12:40 a.m. - 7:01 a.m.YWG Winnipeg-LIR Liberia

6h 21mdirect

3:10 p.m. - 9:15 a.m.LIR Liberia-YWG Winnipeg

18h 05m1 stop Toronto Pearson Intl

C$ 571Multiple Airlines

Fri, 4 Dec - Thu, 10 Dec

5:00 a.m. - 2:20 p.m.YWG Winnipeg-LIR Liberia

9h 20m1 stop Toronto Pearson Intl

3:10 p.m. - 9:15 a.m.LIR Liberia-YWG Winnipeg

18h 05m1 stop Toronto Pearson Intl

C$ 581Multiple Airlines

Mon, 7 Dec - Thu, 10 Dec

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United Airlines flights from Winnipeg to Costa Rica

Our best United Airlines deals on Winnipeg to Costa Rica flight tickets

United Airlines

3 Feb

YWG2:15 p.m.Winnipeg

28h 01m

2 stops

SJO6:16 p.m.San José Juan Santamaria Intl

17 Feb

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

26h 54m

2 stops

YWG11:39 a.m.Winnipeg

C$ 771

United Airlines

29 Nov

YWG8:40 a.m.Winnipeg

26h 45m

2 stops

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

3 Dec

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

30h 23m

2 stops

YWG8:48 p.m.Winnipeg

C$ 788

United Airlines

1 Feb

YWG2:15 p.m.Winnipeg

30h 24m

2 stops

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

7 Feb

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

22h 14m

1 stop

YWG11:39 a.m.Winnipeg

C$ 794

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets

Avianca

6 Oct

YWG8:15 a.m.Winnipeg

16h 25m

2 stops

SJO11:40 p.m.San José Juan Santamaria Intl

3 Nov

SJO5:05 a.m.San José Juan Santamaria Intl

16h 09m

2 stops

YWG9:14 p.m.Winnipeg

C$ 728

Avianca

30 Jan

YWG7:15 a.m.Winnipeg

16h 25m

2 stops

SJO11:40 p.m.San José Juan Santamaria Intl

8 Feb

SJO5:00 a.m.San José Juan Santamaria Intl

16h 24m

2 stops

YWG9:24 p.m.Winnipeg

C$ 731

Avianca

8 Nov

YWG7:15 a.m.Winnipeg

16h 25m

2 stops

SJO11:40 p.m.San José Juan Santamaria Intl

17 Nov

SJO5:00 a.m.San José Juan Santamaria Intl

16h 14m

2 stops

YWG9:14 p.m.Winnipeg

C$ 733

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 13/11

12:40 a.m.-7:00 a.m.

Nonstop6h 20m

Liberia

Sat 21/11

7:50 a.m.-2:15 p.m.

Nonstop6h 25m

C$ 294

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 4/12

12:40 a.m.-7:00 a.m.

Nonstop6h 20m

Liberia

Mon 14/12

7:50 a.m.-2:15 p.m.

Nonstop6h 25m

C$ 301

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 4/12

12:40 a.m.-7:00 a.m.

Nonstop6h 20m

Liberia

Mon 14/12

7:50 a.m.-2:15 p.m.

Nonstop6h 25m

C$ 303

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 29/1

2:15 p.m.-3:51 p.m.

2 stops25h 36m

Liberia

Fri 12/2

8:35 a.m.-11:39 a.m.

2 stops51h 04m

C$ 523

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 15/1

2:15 p.m.-6:37 p.m.

2 stops28h 22m

Liberia

Mon 25/1

8:35 a.m.-11:39 a.m.

2 stops27h 04m

C$ 527

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Mon 18/1

2:15 p.m.-1:10 p.m.

2 stops22h 55m

Liberia

Sat 23/1

4:53 p.m.-11:39 a.m.

2 stops18h 46m

C$ 527

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 25/10

6:00 a.m.-1:10 p.m.

2 stops32h 10m

Liberia

Tue 3/11

3:20 p.m.-6:25 p.m.

2 stops27h 05m

C$ 555

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Sun 25/10

6:00 a.m.-1:10 p.m.

2 stops32h 10m

Liberia

Tue 3/11

3:20 p.m.-4:38 p.m.

1 stop25h 18m

C$ 555

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Fri 4/12

12:40 a.m.-7:01 a.m.

Nonstop6h 21m

Liberia

Thu 10/12

3:10 p.m.-9:15 a.m.

1 stop18h 05m

C$ 571

WinnipegLiberia

YWG Winnipeg - LIR Liberia

YWGLIR

Winnipeg

Mon 7/12

5:00 a.m.-2:20 p.m.

1 stop9h 20m

Liberia

Thu 10/12

3:10 p.m.-9:15 a.m.

1 stop18h 05m

C$ 581

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 June. Flight prices, which tend to average around C$ 640, are often lower during this time because this is during the off-season. If you don’t want to visit Costa Rica in June, then you should wait until April to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 640.

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$ 768. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Costa Rica on Wednesday is C$ 1,219.

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$ 834 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$ 533 on momondo.

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

There is only 1 cabin class 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?

No. A direct flight is the cheapest option for a flight between Winnipeg to Costa Rica.

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$ 249
Fastest flight time	6h 20m
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$ 249. The best round-trip flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 294.

The fastest flight from Winnipeg to Costa Rica takes 6h 20m

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 August 2026, there are 4 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 84.44% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 8.89% and Boeing 737-800 (Scimitar Winglets) with 6.67%.

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$ 415	Free Cancellation	Rating 7.4 10,110 reviews	Search United Airlines flights
Porter Airlines	PriceFrom C$ 420	Free Cancellation	Rating 8.0 457 reviews	Search Porter Airlines flights
WestJet	PriceFrom C$ 439	Free Cancellation	Rating 7.2 3,434 reviews	Search WestJet flights
Air Canada	PriceFrom C$ 497	Free Cancellation	Rating 7.1 11,514 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$ 392

Flights to San Joséfrom C$ 500

Cheap flights from Winnipeg to Costa Rica from C$ 249

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 2/10. 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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United Airlines flights from Winnipeg to Costa Rica

Our best United Airlines 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