Cheap flights from Winnipeg to Costa Rica from C$ 444

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 11/7. 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.
WestJet Logo
2:55 p.m. - 12:25 p.m.
YWG
-
LIR
22h 30m
2 stops
WestJet Logo
1:15 p.m. - 3:20 p.m.
LIR
-
YWG
25h 05m
2 stops
C$ 469WestJet
Sat, 17 Oct - Sat, 24 Oct
WestJet Logo
4:55 p.m. - 12:25 p.m.
YWG
-
LIR
20h 30m
2 stops
WestJet Logo
1:15 p.m. - 11:35 a.m.
LIR
-
YWG
21h 20m
1 stop
C$ 476WestJet
Sat, 17 Oct - Sat, 24 Oct
WestJet Logo
7:10 p.m. - 6:25 a.m.
YWG
-
LIR
12h 15m
1 stop
WestJet Logo
1:15 p.m. - 11:35 a.m.
LIR
-
YWG
21h 20m
1 stop
C$ 669WestJet
Sat, 17 Oct - Sat, 24 Oct
Multiple Airlines Logo
4:25 p.m. - 12:30 p.m.
YWG
-
LIR
21h 05m
1 stop
Multiple Airlines Logo
1:15 p.m. - 9:45 a.m.
LIR
-
YWG
19h 30m
1 stop
C$ 724Multiple Airlines
Tue, 16 Jun - Sun, 21 Jun
Multiple Airlines Logo
4:25 p.m. - 12:30 p.m.
YWG
-
LIR
21h 05m
1 stop
Multiple Airlines Logo
1:15 p.m. - 9:45 a.m.
LIR
-
YWG
19h 30m
1 stop
C$ 725Multiple Airlines
Tue, 16 Jun - Tue, 23 Jun
Multiple Airlines Logo
8:45 a.m. - 9:50 a.m.
YWG
-
LIR
26h 05m
2 stops
Multiple Airlines Logo
11:49 a.m. - 11:52 a.m.
LIR
-
YWG
23h 03m
2 stops
C$ 742Multiple Airlines
Wed, 17 Jun - Wed, 24 Jun
Air Canada Logo
4:05 p.m. - 8:20 p.m.
YWG
-
SJO
29h 15m
1 stop
Air Canada Logo
7:15 a.m. - 11:07 p.m.
SJO
-
YWG
14h 52m
2 stops
C$ 750Air Canada
Sat, 5 Sep - Sat, 12 Sep
WestJet Logo
10:30 p.m. - 12:25 p.m.
YWG
-
LIR
38h 55m
2 stops
WestJet Logo
1:15 p.m. - 11:10 a.m.
LIR
-
YWG
20h 55m
2 stops
C$ 753WestJet
Thu, 18 Jun - Tue, 23 Jun
Air Canada Logo
7:55 a.m. - 10:00 p.m.
YWG
-
SJO
15h 05m
2 stops
Air Canada Logo
7:15 a.m. - 11:07 p.m.
SJO
-
YWG
14h 52m
2 stops
C$ 761Air Canada
Sat, 5 Sep - Sat, 12 Sep
United Airlines Logo
7:00 a.m. - 7:37 p.m.
YWG
-
SJO
13h 37m
2 stops
United Airlines Logo
7:55 a.m. - 11:39 a.m.
SJO
-
YWG
26h 44m
2 stops
C$ 808United Airlines
Tue, 22 Sep - Sat, 26 Sep

United Airlines flights from Winnipeg to Costa Rica

Our best United Airlines deals on Winnipeg to Costa Rica flight tickets
United Airlines
2 Jun
YWG7:00 a.m.Winnipeg
33h 19m
2 stops
LIR3:19 p.m.Liberia
9 Jun
LIR3:27 p.m.Liberia
30h 11m
2 stops
YWG10:38 p.m.Winnipeg
C$ 643
United Airlines
22 Sep
YWG7:00 a.m.Winnipeg
13h 37m
2 stops
SJO7:37 p.m.San José Juan Santamaria Intl
26 Sep
SJO7:55 a.m.San José Juan Santamaria Intl
26h 44m
2 stops
YWG11:39 a.m.Winnipeg
C$ 808
United Airlines
3 Jul
YWG8:45 a.m.Winnipeg
14h 54m
2 stops
SJO10:39 p.m.San José Juan Santamaria Intl
16 Jul
SJO12:30 a.m.San José Juan Santamaria Intl
21h 08m
2 stops
YWG10:38 p.m.Winnipeg
C$ 858

Air Canada flights from Winnipeg to Costa Rica

Our best Air Canada deals on Winnipeg to Costa Rica flight tickets
Air Canada
5 Sep
YWG4:05 p.m.Winnipeg
29h 15m
1 stop
SJO8:20 p.m.San José Juan Santamaria Intl
12 Sep
SJO7:15 a.m.San José Juan Santamaria Intl
14h 52m
2 stops
YWG11:07 p.m.Winnipeg
C$ 750
Air Canada
5 Sep
YWG7:55 a.m.Winnipeg
15h 05m
2 stops
SJO10:00 p.m.San José Juan Santamaria Intl
12 Sep
SJO7:15 a.m.San José Juan Santamaria Intl
14h 52m
2 stops
YWG11:07 p.m.Winnipeg
C$ 761
Air Canada
8 Nov
YWG7:30 a.m.Winnipeg
14h 35m
1 stop
SJO10:05 p.m.San José Juan Santamaria Intl
17 Nov
SJO8:35 a.m.San José Juan Santamaria Intl
14h 04m
1 stop
YWG10:39 p.m.Winnipeg
C$ 779

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 31 May 2026.
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

Cheapest round-trip

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 17/10

2:55 p.m.-12:25 p.m.

2 stops22h 30m

Liberia

Sat 24/10

1:15 p.m.-3:20 p.m.

2 stops25h 05m

C$ 469

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 17/10

4:55 p.m.-12:25 p.m.

2 stops20h 30m

Liberia

Sat 24/10

1:15 p.m.-11:35 a.m.

1 stop21h 20m

C$ 476

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 17/10

7:10 p.m.-6:25 a.m.

1 stop12h 15m

Liberia

Sat 24/10

1:15 p.m.-11:35 a.m.

1 stop21h 20m

C$ 669

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 16/6

4:25 p.m.-12:30 p.m.

1 stop21h 05m

Liberia

Sun 21/6

1:15 p.m.-9:45 a.m.

1 stop19h 30m

C$ 724

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 16/6

4:25 p.m.-12:30 p.m.

1 stop21h 05m

Liberia

Tue 23/6

1:15 p.m.-9:45 a.m.

1 stop19h 30m

C$ 725

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 17/6

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

2 stops26h 05m

Liberia

Wed 24/6

11:49 a.m.-11:52 a.m.

2 stops23h 03m

C$ 742

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 5/9

4:05 p.m.-8:20 p.m.

1 stop29h 15m

San José Juan Santamaria Intl

Sat 12/9

7:15 a.m.-11:07 p.m.

2 stops14h 52m

C$ 750

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 18/6

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

2 stops38h 55m

Liberia

Tue 23/6

1:15 p.m.-11:10 a.m.

2 stops20h 55m

C$ 753
Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 5/9

7:55 a.m.-10:00 p.m.

2 stops15h 05m

San José Juan Santamaria Intl

Sat 12/9

7:15 a.m.-11:07 p.m.

2 stops14h 52m

C$ 761

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 22/9

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

2 stops13h 37m

San José Juan Santamaria Intl

Sat 26/9

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

2 stops26h 44m

C$ 808

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 February. Flight prices, which tend to average around C$ 334, are often lower during this time because this is during the off-season. If you don’t want to visit Costa Rica in February, then you should wait until April to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 364.

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$ 780. 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$ 1,214.

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$ 836 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$ 530 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$ 1,142

Fastest flight time

13h 37m

Direct flights

Sat

Airports in Costa Rica

40 airports
The best flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 1,142
The fastest flight from Winnipeg to Costa Rica takes 13h 37m
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).

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?

  • 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
WestJetPriceFrom C$ 415Free CancellationRating
7.2
3,350 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 416Free CancellationRating
7.4
9,768 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 421Free CancellationRating
8.0
440 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 498Free CancellationRating
7.1
11,107 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.

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1 adult
Tue 30/6
Tue 7/7

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