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 54% 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?

United Airlines and Air Canada are the most popular carriers operating from Winnipeg to Costa Rica

How many flights depart from Winnipeg to Costa Rica on average per week?

As of April 2026, there are 1 flights per week flying from Winnipeg to Costa Rica. The most common day of the week flights depart is Sat, with 100% of flights taking off on this day.

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 April 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$ 356 Cheap Flights from Winnipeg to Costa Rica in 2026

1 adult

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Find the cheapest flights from Winnipeg to Costa Rica

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:45 a.m. - 12:10 p.m.

YWG

LIR

28h 25m

2 stops

3:27 p.m. - 10:33 p.m.

LIR

YWG

30h 06m

2 stops

C$ 826United Airlines

Mon, 15 Jun - Fri, 19 Jun

8:45 a.m. - 9:50 a.m.

YWG

LIR

26h 05m

2 stops

3:27 p.m. - 10:33 p.m.

LIR

YWG

30h 06m

2 stops

C$ 828United Airlines

Mon, 15 Jun - Fri, 19 Jun

10:30 p.m. - 12:25 p.m.

YWG

LIR

38h 55m

2 stops

1:15 p.m. - 12:55 a.m.

LIR

YWG

10h 40m

1 stop

C$ 850WestJet

Sun, 12 Jul - Tue, 21 Jul

8:45 a.m. - 2:25 p.m.

YWG

LIR

30h 40m

2 stops

3:27 p.m. - 11:52 a.m.

LIR

YWG

43h 25m

2 stops

C$ 855United Airlines

Sun, 10 May - Sun, 17 May

8:45 a.m. - 3:19 p.m.

YWG

LIR

31h 34m

1 stop

3:27 p.m. - 11:52 a.m.

LIR

YWG

43h 25m

2 stops

C$ 857United Airlines

Sun, 10 May - Sun, 17 May

10:30 p.m. - 12:25 p.m.

YWG

LIR

38h 55m

2 stops

1:15 p.m. - 2:05 p.m.

LIR

YWG

23h 50m

2 stops

C$ 898WestJet

Sun, 12 Jul - Tue, 21 Jul

7:10 p.m. - 10:00 p.m.

YWG

SJO

27h 50m

1 stop

1:25 p.m. - 9:45 a.m.

SJO

YWG

19h 20m

2 stops

C$ 1,015Multiple Airlines

Sun, 16 Aug - Sat, 29 Aug

9:25 a.m. - 11:40 p.m.

YWG

SJO

15h 15m

2 stops

5:05 a.m. - 7:25 p.m.

SJO

YWG

13h 20m

2 stops

C$ 1,044Multiple Airlines

Wed, 2 Sep - Fri, 18 Sep

4:05 p.m. - 8:35 p.m.

YWG

SJO

29h 30m

1 stop

7:15 a.m. - 10:05 a.m.

SJO

YWG

25h 50m

1 stop

C$ 1,045Air Canada

Sat, 13 Jun - Mon, 22 Jun

5:10 a.m. - 10:00 p.m.

YWG

SJO

17h 50m

1 stop

7:15 a.m. - 8:01 p.m.

SJO

YWG

35h 46m

2 stops

C$ 1,055Air Canada

Sat, 13 Jun - Mon, 22 Jun

Air Canada flights from Winnipeg to Costa Rica

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

Air Canada

13 Jun

YWG4:05 p.m.Winnipeg

29h 30m

1 stop

SJO8:35 p.m.San José Juan Santamaria Intl

22 Jun

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

25h 50m

1 stop

YWG10:05 a.m.Winnipeg

C$ 1,045

Air Canada

13 Jun

YWG5:10 a.m.Winnipeg

17h 50m

1 stop

SJO10:00 p.m.San José Juan Santamaria Intl

22 Jun

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

35h 46m

2 stops

YWG8:01 p.m.Winnipeg

C$ 1,055

Air Canada

25 May

YWG5:10 a.m.Winnipeg

17h 50m

1 stop

SJO10:00 p.m.San José Juan Santamaria Intl

29 May

SJO7:10 a.m.San José Juan Santamaria Intl

35h 37m

2 stops

YWG7:47 p.m.Winnipeg

C$ 1,058

United Airlines flights from Winnipeg to Costa Rica

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

United Airlines

14 Apr

YWG8:45 a.m.Winnipeg

31h 34m

1 stop

LIR3:19 p.m.Liberia

18 Apr

LIR1:03 p.m.Liberia

21h 49m

1 stop

YWG11:52 a.m.Winnipeg

C$ 586

United Airlines

14 Apr

YWG8:45 a.m.Winnipeg

28h 25m

2 stops

LIR12:10 p.m.Liberia

18 Apr

LIR1:03 p.m.Liberia

21h 49m

1 stop

YWG11:52 a.m.Winnipeg

C$ 587

United Airlines

14 Apr

YWG8:45 a.m.Winnipeg

31h 34m

1 stop

LIR3:19 p.m.Liberia

18 Apr

LIR1:03 p.m.Liberia

21h 49m

1 stop

YWG11:52 a.m.Winnipeg

C$ 666

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 15/6

8:45 a.m.-12:10 p.m.

2 stops28h 25m

Liberia

Fri 19/6

3:27 p.m.-10:33 p.m.

2 stops30h 06m

C$ 826

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 15/6

8:45 a.m.-9:50 a.m.

2 stops26h 05m

Liberia

Fri 19/6

3:27 p.m.-10:33 p.m.

2 stops30h 06m

C$ 828

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 12/7

10:30 p.m.-12:25 p.m.

2 stops38h 55m

Liberia

Tue 21/7

1:15 p.m.-12:55 a.m.

1 stop10h 40m

C$ 850

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 10/5

8:45 a.m.-2:25 p.m.

2 stops30h 40m

Liberia

Sun 17/5

3:27 p.m.-11:52 a.m.

2 stops43h 25m

C$ 855

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 10/5

8:45 a.m.-3:19 p.m.

1 stop31h 34m

Liberia

Sun 17/5

3:27 p.m.-11:52 a.m.

2 stops43h 25m

C$ 857

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 12/7

10:30 p.m.-12:25 p.m.

2 stops38h 55m

Liberia

Tue 21/7

1:15 p.m.-2:05 p.m.

2 stops23h 50m

C$ 898

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sun 16/8

7:10 p.m.-10:00 p.m.

1 stop27h 50m

San José Juan Santamaria Intl

Sat 29/8

1:25 p.m.-9:45 a.m.

2 stops19h 20m

C$ 1,015

Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 2/9

9:25 a.m.-11:40 p.m.

2 stops15h 15m

San José Juan Santamaria Intl

Fri 18/9

5:05 a.m.-7:25 p.m.

2 stops13h 20m

C$ 1,044

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 13/6

4:05 p.m.-8:35 p.m.

1 stop29h 30m

San José Juan Santamaria Intl

Mon 22/6

7:15 a.m.-10:05 a.m.

1 stop25h 50m

C$ 1,045

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 13/6

5:10 a.m.-10:00 p.m.

1 stop17h 50m

San José Juan Santamaria Intl

Mon 22/6

7:15 a.m.-8:01 p.m.

2 stops35h 46m

C$ 1,055

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

Other information

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Winnipeg is in May. Flight prices, which tend to average around C$ 623, are often lower during this time because this is during the off-season. If you don’t want to visit Costa Rica in May, then you should wait until April to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 660.

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

Our data shows that Sunday is the least expensive day to fly to Costa Rica. Tickets to fly out on this day can be as low as C$ 783. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Costa Rica on Saturday is C$ 1,322.

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 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$ 866 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$ 534 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$ 1,622
Fastest flight time	14h 54m
Direct flights	None

The best flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 1,622

The fastest flight from Winnipeg to Costa Rica takes 14h 54m

There are no direct flights from Winnipeg to Costa Rica. Popular non-direct route for this connection is Winnipeg Airport - Liberia Airport.

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 April 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 71.43% of the total bookings. Other popular models include Boeing 737-800 (Scimitar Winglets) with 27.14% and Boeing 737-800 Passenger/BBJ2 (winglets) with 1.43%.

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
WestJet	PriceFrom C$ 416	Free Cancellation	Rating 7.2 3,320 reviews	Search WestJet flights
United Airlines	PriceFrom C$ 417	Free Cancellation	Rating 7.4 9,579 reviews	Search United Airlines flights
Porter Airlines	PriceFrom C$ 422	Free Cancellation	Rating 8.0 434 reviews	Search Porter Airlines flights
Air Canada	PriceFrom C$ 551	Free Cancellation	Rating 7.1 10,916 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$ 342

Flights to San Joséfrom C$ 497

Cheap flights from Winnipeg to Costa Rica from C$ 356

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 3/6. 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 Costa Rica

Our best Air Canada 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 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?

How many flights depart from Winnipeg to Costa Rica on average per week?

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

Fastest flight time

Direct flights

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

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According to popular flight searches on momondo this year