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Cheap flights from Winnipeg to Costa Rica from C$ 261

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 12/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Winnipeg to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:30 a.m. - 1:52 p.m.YWG-SJO
30h 22m1 stop
Multiple Airlines Logo
1:31 p.m. - 7:12 p.m.SJO-YWG
29h 41m2 stops
C$ 523Multiple Airlines
Find Deal
Fri, 5 Dec - Wed, 10 Dec
Multiple Airlines Logo
12:20 p.m. - 3:00 p.m.YWG-LIR
26h 40m2 stops
Multiple Airlines Logo
4:00 p.m. - 11:35 a.m.LIR-YWG
19h 35m2 stops
C$ 583Multiple Airlines
Find Deal
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
12:10 p.m. - 3:00 p.m.YWG-LIR
26h 50m2 stops
Multiple Airlines Logo
4:00 p.m. - 3:30 p.m.LIR-YWG
23h 30m2 stops
C$ 587Multiple Airlines
Find Deal
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
9:00 p.m. - 12:55 p.m.YWG-LIR
16h 55m2 stops
Multiple Airlines Logo
3:00 p.m. - 7:09 p.m.LIR-YWG
27h 09m2 stops
C$ 590Multiple Airlines
Find Deal
Mon, 23 Mar - Mon, 30 Mar
Multiple Airlines Logo
12:20 p.m. - 3:00 p.m.YWG-LIR
26h 40m2 stops
Multiple Airlines Logo
2:55 p.m. - 11:35 a.m.LIR-YWG
20h 40m1 stop
C$ 595Multiple Airlines
Find Deal
Fri, 2 Jan - Sat, 10 Jan
Multiple Airlines Logo
4:10 p.m. - 12:55 p.m.YWG-LIR
21h 45m2 stops
Multiple Airlines Logo
1:55 p.m. - 7:09 p.m.LIR-YWG
28h 14m1 stop
C$ 596Multiple Airlines
Find Deal
Mon, 23 Mar - Mon, 30 Mar
Porter Airlines Logo
4:25 p.m. - 3:00 p.m.YWG-LIR
22h 35m1 stop
Porter Airlines Logo
4:00 p.m. - 11:13 a.m.LIR-YWG
19h 13m1 stop
C$ 613Porter Airlines
Find Deal
Wed, 14 Jan - Wed, 21 Jan
WestJet Logo
8:05 p.m. - 1:23 p.m.YWG-LIR
18h 18m1 stop
WestJet Logo
2:20 p.m. - 11:32 a.m.LIR-YWG
20h 12m1 stop
C$ 627WestJet
Find Deal
Tue, 24 Mar - Tue, 31 Mar
United Airlines Logo
2:20 p.m. - 6:16 p.m.YWG-SJO
27h 56m2 stops
United Airlines Logo
1:05 p.m. - 11:39 a.m.SJO-YWG
21h 34m1 stop
C$ 673United Airlines
Find Deal
Tue, 3 Mar - Tue, 10 Mar
United Airlines Logo
2:15 p.m. - 5:16 p.m.YWG-SJO
28h 01m2 stops
United Airlines Logo
7:55 a.m. - 11:39 a.m.SJO-YWG
26h 44m2 stops
C$ 798United Airlines
Find Deal
Thu, 26 Mar - Mon, 6 Apr

Air Canada flights from Winnipeg to Costa Rica

Our best Air Canada deals on Winnipeg to Costa Rica flight tickets
Air Canada
14 Jan
YWG7:05 a.m.Winnipeg
17h 00m
1 stop
SJO12:05 a.m.San José Juan Santamaria Intl
21 Jan
SJO8:35 a.m.San José Juan Santamaria Intl
13h 09m
1 stop
YWG9:44 p.m.Winnipeg
C$ 988
Find similar
Air Canada
14 Jan
YWG7:05 a.m.Winnipeg
17h 00m
1 stop
SJO12:05 a.m.San José Juan Santamaria Intl
21 Jan
SJO8:35 a.m.San José Juan Santamaria Intl
15h 19m
1 stop
YWG11:54 p.m.Winnipeg
C$ 994
Find similar
Air Canada
17 Mar
YWG7:05 a.m.Winnipeg
16h 10m
2 stops
SJO10:15 p.m.San José Juan Santamaria Intl
18 Mar
SJO7:50 a.m.San José Juan Santamaria Intl
24h 59m
2 stops
YWG9:49 a.m.Winnipeg
C$ 1,012
Find similar

Air Transat flights from Winnipeg to Costa Rica

Our best Air Transat deals on Winnipeg to Costa Rica flight tickets
Air Transat
3 Mar
YWG12:10 p.m.Winnipeg
11h 25m
1 stop
SJO11:35 p.m.San José Juan Santamaria Intl
10 Mar
SJO11:55 p.m.San José Juan Santamaria Intl
14h 35m
1 stop
YWG3:30 p.m.Winnipeg
C$ 1,067
Find similar
Air Transat
3 Mar
YWG12:10 p.m.Winnipeg
11h 25m
1 stop
SJO11:35 p.m.San José Juan Santamaria Intl
10 Mar
SJO11:55 p.m.San José Juan Santamaria Intl
14h 35m
1 stop
YWG3:30 p.m.Winnipeg
C$ 1,134
Find similar
Air Transat
14 Feb
YWG12:10 p.m.Winnipeg
11h 25m
1 stop
SJO11:35 p.m.San José Juan Santamaria Intl
19 Feb
SJO12:55 a.m.San José Juan Santamaria Intl
14h 35m
1 stop
YWG3:30 p.m.Winnipeg
C$ 1,238
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 12 November 2025.
Use the filters below to find and compare flights from Winnipeg to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 5/12

7:30 a.m.-1:52 p.m.

1 stop30h 22m

San José Juan Santamaria Intl

Wed 10/12

1:31 p.m.-7:12 p.m.

2 stops29h 41m

C$ 523

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 14/1

12:20 p.m.-3:00 p.m.

2 stops26h 40m

Liberia

Wed 21/1

4:00 p.m.-11:35 a.m.

2 stops19h 35m

C$ 583

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 14/1

12:10 p.m.-3:00 p.m.

2 stops26h 50m

Liberia

Wed 21/1

4:00 p.m.-3:30 p.m.

2 stops23h 30m

C$ 587

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 23/3

9:00 p.m.-12:55 p.m.

2 stops16h 55m

Liberia

Mon 30/3

3:00 p.m.-7:09 p.m.

2 stops27h 09m

C$ 590

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 2/1

12:20 p.m.-3:00 p.m.

2 stops26h 40m

Liberia

Sat 10/1

2:55 p.m.-11:35 a.m.

1 stop20h 40m

C$ 594

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 23/3

4:10 p.m.-12:55 p.m.

2 stops21h 45m

Liberia

Mon 30/3

1:55 p.m.-7:09 p.m.

1 stop28h 14m

C$ 596

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 14/1

4:25 p.m.-3:00 p.m.

1 stop22h 35m

Liberia

Wed 21/1

4:00 p.m.-11:13 a.m.

1 stop19h 13m

C$ 613

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 24/3

8:05 p.m.-1:23 p.m.

1 stop18h 18m

Liberia

Tue 31/3

2:20 p.m.-11:32 a.m.

1 stop20h 12m

C$ 627

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 3/3

2:20 p.m.-6:16 p.m.

2 stops27h 56m

San José Juan Santamaria Intl

Tue 10/3

1:05 p.m.-11:39 a.m.

1 stop21h 34m

C$ 673

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 26/3

2:15 p.m.-5:16 p.m.

2 stops28h 01m

San José Juan Santamaria Intl

Mon 6/4

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

2 stops26h 44m

C$ 798

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Costa Rica from

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

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$ 634, 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 September to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 725.

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

Our data shows that Tuesday is the least expensive day to fly to Costa Rica. Tickets to fly out on this day can be as low as C$ 789. 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$ 1,198.

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

Our most recent data shows that the best time of day to fly to Costa Rica is in the afternoon. Flights from Winnipeg to Costa Rica during this time can be as low as C$ 740. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 1,097 on average. Flights to Costa Rica from Winnipeg in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

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$ 856 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$ 665 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?

You could potentially save up to 36% 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$ 1,092

Fastest flight time

6h 21m

Direct flights

Sat

Airports in Costa Rica

1 airport
The best flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 1,092
The fastest flight from Winnipeg to Costa Rica takes 6h 21m
Direct flights go from Winnipeg to Costa Rica on Saturday. There are no airlines offering direct flights.
There is 1 airport near Costa Rica: Liberia (LIR)
Search flight deals

  • 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?

  • 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?

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
Porter AirlinesPriceFrom C$ 392Free CancellationRating
8.0
389 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 472Free CancellationRating
7.4
9,015 reviews
Search United Airlines flights
WestJetPriceFrom C$ 599Free CancellationRating
7.2
3,159 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 1,019Free CancellationRating
7.1
10,444 reviews
Search Air Canada flights
AviancaPriceFrom C$ 1,250Free CancellationRating
6.6
2,475 reviews
Search Avianca 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

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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
Flights to Liberiafrom C$ 223
Flights to San Joséfrom C$ 372