Cheap flights from Winnipeg to Costa Rica from C$ 252

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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:05 p.m. - 5:05 p.m.
YWG
-
LIR
45h 00m2 stops
Multiple Airlines Logo
4:20 p.m. - 11:35 a.m.
LIR
-
YWG
19h 15m1 stop
C$ 532Multiple Airlines
Thu, 15 Jan - Thu, 22 Jan
Multiple Airlines Logo
8:00 a.m. - 12:22 p.m.
YWG
-
SJO
28h 22m1 stop
Multiple Airlines Logo
12:35 p.m. - 3:09 p.m.
SJO
-
YWG
26h 34m2 stops
C$ 563Multiple Airlines
Mon, 23 Feb - Tue, 3 Mar
Multiple Airlines Logo
8:20 p.m. - 3:00 p.m.
YWG
-
LIR
18h 40m2 stops
Multiple Airlines Logo
4:15 p.m. - 7:35 p.m.
LIR
-
YWG
27h 20m2 stops
C$ 641Multiple Airlines
Sun, 11 Jan - Sun, 25 Jan
Multiple Airlines Logo
8:20 p.m. - 11:40 p.m.
YWG
-
SJO
27h 20m2 stops
Multiple Airlines Logo
12:45 p.m. - 2:09 p.m.
SJO
-
YWG
25h 24m1 stop
C$ 647Multiple Airlines
Sat, 28 Feb - Sat, 7 Mar
Multiple Airlines Logo
7:30 a.m. - 12:14 p.m.
YWG
-
SJO
28h 44m1 stop
Multiple Airlines Logo
7:50 p.m. - 7:35 p.m.
SJO
-
YWG
23h 45m2 stops
C$ 650Multiple Airlines
Fri, 9 Jan - Fri, 16 Jan
United Airlines Logo
2:20 p.m. - 6:16 p.m.
YWG
-
SJO
27h 56m2 stops
United Airlines Logo
1:20 p.m. - 11:57 a.m.
SJO
-
YWG
21h 37m2 stops
C$ 667United Airlines
Tue, 3 Mar - Tue, 10 Mar
United Airlines Logo
2:20 p.m. - 6:16 p.m.
YWG
-
SJO
27h 56m2 stops
United Airlines Logo
1:20 p.m. - 11:57 a.m.
SJO
-
YWG
21h 37m2 stops
C$ 669United Airlines
Tue, 3 Mar - Tue, 10 Mar
United Airlines Logo
2:20 p.m. - 1:10 p.m.
YWG
-
LIR
22h 50m2 stops
United Airlines Logo
2:20 p.m. - 11:57 a.m.
LIR
-
YWG
21h 37m2 stops
C$ 692United Airlines
Thu, 5 Feb - Mon, 9 Feb
United Airlines Logo
2:20 p.m. - 1:15 p.m.
YWG
-
SJO
22h 55m2 stops
United Airlines Logo
2:20 p.m. - 11:57 a.m.
SJO
-
YWG
21h 37m2 stops
C$ 692United Airlines
Thu, 19 Feb - Tue, 3 Mar
Porter Airlines Logo
4:25 p.m. - 3:00 p.m.
YWG
-
LIR
22h 35m1 stop
Porter Airlines Logo
4:15 p.m. - 11:13 a.m.
LIR
-
YWG
18h 58m1 stop
C$ 735Porter Airlines
Thu, 15 Jan - Thu, 22 Jan

United Airlines flights from Winnipeg to Costa Rica

Our best United Airlines deals on Winnipeg to Costa Rica flight tickets
United Airlines
3 Mar
YWG2:20 p.m.Winnipeg
27h 56m
2 stops
SJO6:16 p.m.San José Juan Santamaria Intl
10 Mar
SJO1:05 p.m.San José Juan Santamaria Intl
21h 52m
1 stop
YWG11:57 a.m.Winnipeg
United Airlines
19 Feb
YWG2:20 p.m.Winnipeg
22h 55m
2 stops
SJO1:15 p.m.San José Juan Santamaria Intl
3 Mar
SJO2:20 p.m.San José Juan Santamaria Intl
21h 37m
2 stops
YWG11:57 a.m.Winnipeg
United Airlines
22 Jan
YWG2:20 p.m.Winnipeg
22h 35m
1 stop
LIR12:55 p.m.Liberia
7 Feb
LIR2:20 p.m.Liberia
45h 37m
2 stops
YWG11:57 a.m.Winnipeg

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets
Avianca
19 Jan
YWG7:05 p.m.Winnipeg
18h 35m
2 stops
SJO1:40 p.m.San José Juan Santamaria Intl
23 Jan
SJO12:40 p.m.San José Juan Santamaria Intl
21h 09m
3 stops
YWG9:49 a.m.Winnipeg
Avianca
19 Jan
YWG7:05 p.m.Winnipeg
18h 35m
2 stops
SJO1:40 p.m.San José Juan Santamaria Intl
23 Jan
SJO12:40 p.m.San José Juan Santamaria Intl
21h 09m
3 stops
YWG9:49 a.m.Winnipeg
Avianca
3 Mar
YWG11:05 a.m.Winnipeg
24h 40m
3 stops
SJO11:45 a.m.San José Juan Santamaria Intl
10 Mar
SJO5:00 a.m.San José Juan Santamaria Intl
17h 54m
2 stops
YWG11:54 p.m.Winnipeg

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 11 December 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

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 15/1

8:05 p.m.-5:05 p.m.

2 stops45h 00m

Liberia

Thu 22/1

4:20 p.m.-11:35 a.m.

1 stop19h 15m

C$ 532

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 23/2

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

1 stop28h 22m

San José Juan Santamaria Intl

Tue 3/3

12:35 p.m.-3:09 p.m.

2 stops26h 34m

C$ 563

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 11/1

8:20 p.m.-3:00 p.m.

2 stops18h 40m

Liberia

Sun 25/1

4:15 p.m.-7:35 p.m.

2 stops27h 20m

C$ 641

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 28/2

8:20 p.m.-11:40 p.m.

2 stops27h 20m

San José Juan Santamaria Intl

Sat 7/3

12:45 p.m.-2:09 p.m.

1 stop25h 24m

C$ 647

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 9/1

7:30 a.m.-12:14 p.m.

1 stop28h 44m

San José Juan Santamaria Intl

Fri 16/1

7:50 p.m.-7:35 p.m.

2 stops23h 45m

C$ 650

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

1:20 p.m.-11:57 a.m.

2 stops21h 37m

C$ 667

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

1:20 p.m.-11:57 a.m.

2 stops21h 37m

C$ 669

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 5/2

2:20 p.m.-1:10 p.m.

2 stops22h 50m

Liberia

Mon 9/2

2:20 p.m.-11:57 a.m.

2 stops21h 37m

C$ 692

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Thu 19/2

2:20 p.m.-1:15 p.m.

2 stops22h 55m

San José Juan Santamaria Intl

Tue 3/3

2:20 p.m.-11:57 a.m.

2 stops21h 37m

C$ 692

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 15/1

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

1 stop22h 35m

Liberia

Thu 22/1

4:15 p.m.-11:13 a.m.

1 stop18h 58m

C$ 735

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$ 645, 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$ 713.

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$ 776. 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$ 1,178.

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$ 728. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 1,079 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$ 839 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$ 680 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 28% 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

Fastest flight time

9h 29m

Direct flights

Sat

Airports in Costa Rica

40 airports
The fastest flight from Winnipeg to Costa Rica takes 9h 29m
Direct flights go from Winnipeg to Costa Rica on Saturday. There are no airlines offering direct flights.
There are 40 airports in Costa Rica. From Winnipeg there are direct flights to Liberia (LIR).
  • 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$ 386Free CancellationRating
8.0
397 reviews
Search Porter Airlines flights
United AirlinesPriceFrom C$ 542Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 549Free CancellationRating
7.1
10,514 reviews
Search Air Canada flights
WestJetPriceFrom C$ 588Free CancellationRating
7.2
3,194 reviews
Search WestJet flights
AviancaPriceFrom C$ 1,229Free CancellationRating
6.6
2,480 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.

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1 adult
Sat 10/1
Sat 17/1

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