Cheap flights from Winnipeg to Costa Rica from C$ 300

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 5/6. 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
12:00 p.m. - 12:25 p.m.
YWG
-
LIR
25h 25m
2 stops
WestJet Logo
1:15 p.m. - 11:10 a.m.
LIR
-
YWG
20h 55m
2 stops
C$ 460WestJet
Tue, 1 Sep - Wed, 30 Sep
WestJet Logo
7:10 p.m. - 12:25 p.m.
YWG
-
LIR
18h 15m
2 stops
WestJet Logo
1:15 p.m. - 2:25 p.m.
LIR
-
YWG
24h 10m
1 stop
C$ 469WestJet
Tue, 1 Sep - Wed, 30 Sep
WestJet Logo
6:05 p.m. - 12:25 p.m.
YWG
-
LIR
19h 20m
1 stop
WestJet Logo
1:15 p.m. - 2:25 p.m.
LIR
-
YWG
24h 10m
1 stop
C$ 479WestJet
Tue, 1 Sep - Wed, 30 Sep
WestJet Logo
9:05 p.m. - 12:25 p.m.
YWG
-
LIR
16h 20m
2 stops
WestJet Logo
1:15 p.m. - 12:55 a.m.
LIR
-
YWG
10h 40m
1 stop
C$ 562WestJet
Mon, 10 Aug - Wed, 19 Aug
WestJet Logo
6:05 p.m. - 12:25 p.m.
YWG
-
LIR
19h 20m
1 stop
WestJet Logo
1:15 p.m. - 12:55 a.m.
LIR
-
YWG
10h 40m
1 stop
C$ 569WestJet
Mon, 10 Aug - Fri, 21 Aug
WestJet Logo
8:00 a.m. - 12:25 p.m.
YWG
-
LIR
29h 25m
2 stops
WestJet Logo
1:15 p.m. - 2:15 p.m.
LIR
-
YWG
48h 00m
2 stops
C$ 575WestJet
Thu, 13 Aug - Wed, 19 Aug
Air Canada Logo
4:05 p.m. - 8:35 p.m.
YWG
-
SJO
29h 30m
1 stop
Air Canada Logo
7:15 a.m. - 8:01 p.m.
SJO
-
YWG
35h 46m
2 stops
C$ 774Air Canada
Sat, 13 Jun - Mon, 22 Jun
Air Canada Logo
5:10 p.m. - 8:35 p.m.
YWG
-
SJO
28h 25m
2 stops
Air Canada Logo
7:15 a.m. - 8:01 p.m.
SJO
-
YWG
35h 46m
2 stops
C$ 785Air Canada
Sat, 13 Jun - Mon, 22 Jun
Avianca Logo
12:20 p.m. - 11:40 p.m.
YWG
-
SJO
12h 20m
2 stops
Avianca Logo
5:05 a.m. - 11:15 a.m.
SJO
-
YWG
29h 10m
2 stops
C$ 837Avianca
Tue, 11 Aug - Tue, 18 Aug
United Airlines Logo
7:00 a.m. - 12:21 p.m.
YWG
-
SJO
30h 21m
2 stops
United Airlines Logo
1:25 p.m. - 8:48 p.m.
SJO
-
YWG
30h 23m
2 stops
C$ 855United Airlines
Mon, 31 Aug - Tue, 8 Sep

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
35h 46m
2 stops
YWG8:01 p.m.Winnipeg
C$ 774
Air Canada
13 Jun
YWG5:10 p.m.Winnipeg
28h 25m
2 stops
SJO8:35 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$ 785
Air Canada
7 Aug
YWG12:20 p.m.Winnipeg
12h 20m
2 stops
SJO11:40 p.m.San José Juan Santamaria Intl
24 Aug
SJO5:05 a.m.San José Juan Santamaria Intl
29h 10m
2 stops
YWG11:15 a.m.Winnipeg
C$ 811

Avianca flights from Winnipeg to Costa Rica

Our best Avianca deals on Winnipeg to Costa Rica flight tickets
Avianca
11 Aug
YWG12:20 p.m.Winnipeg
12h 20m
2 stops
SJO11:40 p.m.San José Juan Santamaria Intl
18 Aug
SJO5:05 a.m.San José Juan Santamaria Intl
29h 10m
2 stops
YWG11:15 a.m.Winnipeg
C$ 837
Avianca
31 Aug
YWG8:15 a.m.Winnipeg
14h 45m
1 stop
SJO10:00 p.m.San José Juan Santamaria Intl
9 Sep
SJO5:05 a.m.San José Juan Santamaria Intl
17h 02m
2 stops
YWG11:07 p.m.Winnipeg
C$ 882
Avianca
1 Sep
YWG12:20 p.m.Winnipeg
12h 20m
2 stops
SJO11:40 p.m.San José Juan Santamaria Intl
9 Sep
SJO5:05 a.m.San José Juan Santamaria Intl
17h 02m
2 stops
YWG11:07 p.m.Winnipeg
C$ 885

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 23 April 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

Tue 1/9

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

2 stops25h 25m

Liberia

Wed 30/9

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

2 stops20h 55m

C$ 460

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 1/9

7:10 p.m.-12:25 p.m.

2 stops18h 15m

Liberia

Wed 30/9

1:15 p.m.-2:25 p.m.

1 stop24h 10m

C$ 469

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 1/9

6:05 p.m.-12:25 p.m.

1 stop19h 20m

Liberia

Wed 30/9

1:15 p.m.-2:25 p.m.

1 stop24h 10m

C$ 479
Quickest round-trip

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 10/8

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

2 stops16h 20m

Liberia

Wed 19/8

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

1 stop10h 40m

C$ 562

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 10/8

6:05 p.m.-12:25 p.m.

1 stop19h 20m

Liberia

Fri 21/8

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

1 stop10h 40m

C$ 569

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Thu 13/8

8:00 a.m.-12:25 p.m.

2 stops29h 25m

Liberia

Wed 19/8

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

2 stops48h 00m

C$ 575

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.-8:01 p.m.

2 stops35h 46m

C$ 774

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 13/6

5:10 p.m.-8:35 p.m.

2 stops28h 25m

San José Juan Santamaria Intl

Mon 22/6

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

2 stops35h 46m

C$ 785

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 11/8

12:20 p.m.-11:40 p.m.

2 stops12h 20m

San José Juan Santamaria Intl

Tue 18/8

5:05 a.m.-11:15 a.m.

2 stops29h 10m

C$ 837

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 31/8

7:00 a.m.-12:21 p.m.

2 stops30h 21m

San José Juan Santamaria Intl

Tue 8/9

1:25 p.m.-8:48 p.m.

2 stops30h 23m

C$ 855

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$ 616, 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$ 653.

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$ 774. 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$ 1,603.

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$ 852 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$ 531 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$ 1,605

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$ 1,605
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.

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
3,324 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 413Free CancellationRating
7.4
9,635 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 417Free CancellationRating
8.0
435 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 545Free CancellationRating
7.1
10,957 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

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Sat 23/5
Sat 30/5

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