Cheap flights from Winnipeg to Costa Rica from C$ 350

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 19/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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$ 461WestJet
Sat, 17 Oct - Sat, 24 Oct
WestJet Logo
12:50 p.m. - 12:25 p.m.
YWG
-
LIR
24h 35m
2 stops
WestJet Logo
1:15 p.m. - 9:45 a.m.
LIR
-
YWG
19h 30m
1 stop
C$ 466WestJet
Tue, 1 Sep - Sat, 12 Sep
WestJet Logo
10:10 a.m. - 12:25 p.m.
YWG
-
LIR
27h 15m
2 stops
WestJet Logo
1:15 p.m. - 2:15 p.m.
LIR
-
YWG
24h 00m
2 stops
C$ 467WestJet
Tue, 1 Sep - Sat, 12 Sep
WestJet Logo
12:00 p.m. - 12:25 p.m.
YWG
-
LIR
25h 25m
2 stops
WestJet Logo
1:15 p.m. - 2:15 p.m.
LIR
-
YWG
24h 00m
2 stops
C$ 470WestJet
Fri, 25 Sep - Wed, 21 Oct
WestJet Logo
9:05 p.m. - 12:25 p.m.
YWG
-
LIR
16h 20m
2 stops
WestJet Logo
1:15 p.m. - 5:15 p.m.
LIR
-
YWG
27h 00m
1 stop
C$ 472WestJet
Fri, 4 Sep - Wed, 9 Sep
WestJet Logo
4:25 p.m. - 12:25 p.m.
YWG
-
LIR
21h 00m
1 stop
WestJet Logo
1:15 p.m. - 7:15 p.m.
LIR
-
YWG
29h 00m
1 stop
C$ 474WestJet
Sat, 17 Oct - Sat, 24 Oct
Air Canada Logo
2:00 p.m. - 10:00 p.m.
YWG
-
SJO
9h 00m
1 stop
Air Canada Logo
7:10 a.m. - 10:09 a.m.
SJO
-
YWG
25h 59m
2 stops
C$ 750Air Canada
Mon, 1 Jun - Tue, 2 Jun
Air Canada Logo
5:10 a.m. - 11:40 p.m.
YWG
-
SJO
19h 30m
2 stops
Air Canada Logo
7:10 a.m. - 10:09 a.m.
SJO
-
YWG
25h 59m
2 stops
C$ 752Air Canada
Mon, 1 Jun - Tue, 2 Jun
United Airlines Logo
7:00 a.m. - 7:37 p.m.
YWG
-
SJO
13h 37m
2 stops
United Airlines Logo
1:25 p.m. - 10:24 p.m.
SJO
-
YWG
31h 59m
2 stops
C$ 753United Airlines
Wed, 23 Sep - Sun, 27 Sep
Air Canada Logo
5:10 a.m. - 11:40 p.m.
YWG
-
SJO
19h 30m
2 stops
Air Canada Logo
5:05 a.m. - 11:12 a.m.
SJO
-
YWG
29h 07m
2 stops
C$ 754Air Canada
Tue, 29 Sep - Fri, 2 Oct

Air Canada flights from Winnipeg to Costa Rica

Our best Air Canada deals on Winnipeg to Costa Rica flight tickets
Air Canada
24 Oct
YWG4:05 p.m.Winnipeg
31h 10m
1 stop
SJO10:15 p.m.San José Juan Santamaria Intl
9 Nov
SJO9:50 a.m.San José Juan Santamaria Intl
24h 26m
1 stop
YWG10:16 a.m.Winnipeg
C$ 782
Air Canada
24 Oct
YWG4:05 p.m.Winnipeg
31h 10m
1 stop
SJO10:15 p.m.San José Juan Santamaria Intl
10 Nov
SJO8:35 a.m.San José Juan Santamaria Intl
31h 24m
1 stop
YWG3:59 p.m.Winnipeg
C$ 789
Air Canada
15 Oct
YWG5:10 a.m.Winnipeg
19h 30m
2 stops
SJO11:40 p.m.San José Juan Santamaria Intl
22 Oct
SJO7:15 a.m.San José Juan Santamaria Intl
12h 59m
1 stop
YWG9:14 p.m.Winnipeg
C$ 791

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets
Avianca
28 Oct
YWG8:15 a.m.Winnipeg
13h 50m
2 stops
SJO9:05 p.m.San José Juan Santamaria Intl
11 Nov
SJO8:35 a.m.San José Juan Santamaria Intl
9h 54m
1 stop
YWG6:29 p.m.Winnipeg
C$ 938
Avianca
15 Oct
YWG12:20 p.m.Winnipeg
24h 25m
3 stops
SJO11:45 a.m.San José Juan Santamaria Intl
22 Oct
SJO5:05 a.m.San José Juan Santamaria Intl
17h 02m
2 stops
YWG11:07 p.m.Winnipeg
C$ 955
Avianca
2 Nov
YWG7:30 a.m.Winnipeg
28h 15m
3 stops
SJO11:45 a.m.San José Juan Santamaria Intl
9 Nov
SJO5:00 a.m.San José Juan Santamaria Intl
28h 44m
2 stops
YWG9:44 a.m.Winnipeg
C$ 957

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 8 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$ 461

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 1/9

12:50 p.m.-12:25 p.m.

2 stops24h 35m

Liberia

Sat 12/9

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

1 stop19h 30m

C$ 466

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 1/9

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

2 stops27h 15m

Liberia

Sat 12/9

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

2 stops24h 00m

C$ 467

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 25/9

12:00 p.m.-12:25 p.m.

2 stops25h 25m

Liberia

Wed 21/10

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

2 stops24h 00m

C$ 470

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 4/9

9:05 p.m.-12:25 p.m.

2 stops16h 20m

Liberia

Wed 9/9

1:15 p.m.-5:15 p.m.

1 stop27h 00m

C$ 472

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 17/10

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

1 stop21h 00m

Liberia

Sat 24/10

1:15 p.m.-7:15 p.m.

1 stop29h 00m

C$ 474
Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 1/6

2:00 p.m.-10:00 p.m.

1 stop9h 00m

San José Juan Santamaria Intl

Tue 2/6

7:10 a.m.-10:09 a.m.

2 stops25h 59m

C$ 750

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 1/6

5:10 a.m.-11:40 p.m.

2 stops19h 30m

San José Juan Santamaria Intl

Tue 2/6

7:10 a.m.-10:09 a.m.

2 stops25h 59m

C$ 752

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Wed 23/9

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

2 stops13h 37m

San José Juan Santamaria Intl

Sun 27/9

1:25 p.m.-10:24 p.m.

2 stops31h 59m

C$ 753

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 29/9

5:10 a.m.-11:40 p.m.

2 stops19h 30m

San José Juan Santamaria Intl

Fri 2/10

5:05 a.m.-11:12 a.m.

2 stops29h 07m

C$ 754

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 June. Flight prices, which tend to average around C$ 275, 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 February to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 331.

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$ 773. 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$ 1,602.

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$ 855 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.

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$ 1,626

Fastest flight time

10h 35m

Direct flights

None
The best flight deal from Winnipeg to Costa Rica found on momondo in the last 72 hours is C$ 1,626
The fastest flight from Winnipeg to Costa Rica takes 10h 35m
There are no direct flights from Winnipeg to Costa Rica. There are no popular flight routes from Winnipeg to Costa Rica.

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$ 411Free CancellationRating
7.2
3,332 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 412Free CancellationRating
7.4
9,693 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 417Free CancellationRating
8.0
437 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 545Free CancellationRating
7.1
11,003 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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