Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Costa Rica from C$ 338

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJO
3 Dec — 10 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Costa Rica

Keep the following information in mind while searching for Winnipeg to Costa Rica flight deals. Data was last updated 3 November 2025.

Round-trip from

C$ 607

One-way from

C$ 338

Popular in

December

Cheapest in

July

Average price

C$ 1,342

Good round-trip deal

C$ 1,092 or less
30/11-7/12
  • 30/11-7/12
  • 3 total stops
  • 55h 21m total
  • Winnipeg to Costa Rica
Search Deals
9/1
  • 9/1
  • 1 total stop
  • 20h 15m total
  • Winnipeg to Costa Rica
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 356 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 75 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Winnipeg to Costa Rica.
Search Deals

Find flight deals from Winnipeg to Costa Rica

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Costa Rica
Explore the most affordable flight options available from Winnipeg to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 November 2025.

Sun 30/117:30 a.m.YWG - SJO
2 stops26h 49mMultiple Airlines
Sun 7/121:31 p.m.SJO - YWG
1 stop28h 32mMultiple Airlines
Deal found 2/11C$ 607
Fri 5/124:25 p.m.YWG - LIR
2 stops45h 30mPorter Airlines
Thu 11/122:55 p.m.LIR - YWG
2 stops44h 18mPorter Airlines
Deal found 31/10C$ 608
Fri 5/127:05 p.m.YWG - LIR
1 stop19h 40mAir Canada
Thu 11/122:55 p.m.LIR - YWG
1 stop25h 40mAir Canada
Deal found 31/10C$ 628
Wed 31/128:40 a.m.YWG - LIR
2 stops26h 44mUnited Airlines
Fri 9/12:20 p.m.LIR - YWG
2 stops21h 37mUnited Airlines
Deal found 3/11C$ 744
Wed 17/122:20 p.m.YWG - LIR
1 stop24h 20mUnited Airlines
Sat 27/122:20 p.m.LIR - YWG
2 stops21h 37mUnited Airlines
Deal found 3/11C$ 806
Tue 30/122:20 p.m.YWG - LIR
2 stops21h 04mUnited Airlines
Thu 8/12:20 p.m.LIR - YWG
2 stops21h 37mUnited Airlines
Deal found 3/11C$ 815
Tue 18/118:40 a.m.YWG - SJO
2 stops28h 35mUnited Airlines
Tue 25/112:20 p.m.SJO - YWG
2 stops30h 36mUnited Airlines
Deal found 1/11C$ 827
Thu 18/128:40 a.m.YWG - SJO
2 stops37h 52mUnited Airlines
Thu 25/127:30 a.m.SJO - YWG
2 stops28h 27mUnited Airlines
Deal found 2/11C$ 845
Sun 30/118:40 a.m.YWG - SJO
2 stops26h 45mUnited Airlines
Sun 7/126:40 a.m.SJO - YWG
2 stops29h 17mUnited Airlines
Deal found 2/11C$ 848
Wed 31/1212:10 p.m.YWG - LIR
1 stop25h 45mPorter Airlines
Wed 7/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 3/11C$ 887
Sun 21/128:40 a.m.YWG - LIR
2 stops33h 57mUnited Airlines
Wed 24/123:50 p.m.LIR - YWG
2 stops29h 01mUnited Airlines
Deal found 2/11C$ 898
Tue 30/124:25 p.m.YWG - LIR
1 stop22h 35mPorter Airlines
Wed 7/14:00 p.m.LIR - YWG
1 stop19h 13mPorter Airlines
Deal found 3/11C$ 937

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 3 November 2025.
Use the filters below to find and compare flights from Winnipeg to Costa Rica that are best for you.

Fly from

Winnipeg

Fly to

Costa Rica

Route

Depart

Return

Price

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 5/12

4:25 p.m.-1:55 p.m.

2 stops45h 30m

Liberia

Thu 11/12

2:55 p.m.-11:13 a.m.

2 stops44h 18m

C$ 608

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 20/1

2:20 p.m.-6:37 p.m.

2 stops28h 17m

Liberia

Mon 2/2

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

2 stops21h 37m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 21/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Fri 30/1

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

2 stops21h 37m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 21/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Mon 2/2

8:35 a.m.-11:57 a.m.

2 stops27h 22m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sat 10/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Sun 18/1

8:35 a.m.-11:57 a.m.

2 stops27h 22m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Fri 23/1

2:20 p.m.-6:37 p.m.

2 stops28h 17m

Liberia

Sun 1/2

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

2 stops21h 37m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Sun 25/1

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

2 stops22h 50m

Liberia

Sun 1/2

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

2 stops21h 37m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Tue 20/1

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

2 stops22h 50m

Liberia

Wed 4/2

8:35 a.m.-11:57 a.m.

2 stops27h 22m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Wed 21/1

2:20 p.m.-12:55 p.m.

1 stop22h 35m

Liberia

Thu 5/2

2:01 p.m.-11:57 a.m.

1 stop21h 56m

C$ 647

WinnipegLiberia

YWG - LIR

YWGLIR

Winnipeg

Mon 9/2

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

2 stops22h 50m

Liberia

Fri 13/2

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

2 stops21h 37m

C$ 647

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 34 results
1
2
3
4

Best time to book a flight from Winnipeg to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Costa Rica

What is the cheapest month to book a flight from Winnipeg to Costa Rica?

Currently, June is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 403). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 678). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to CR?

Find hourly flight availability from Winnipeg to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 3 November 2025.

It’s optimal to fly from Winnipeg to Costa Rica at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Winnipeg to Costa Rica?

Use this chart to determine the cheapest time to fly round-trip from Winnipeg to Costa Rica. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Winnipeg to Costa Rica flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Costa Rica. Reviews last updated 3 November 2025.
Check out reviews from past customers who have flown with Porter Airlines,United Airlines, andWestJet from Winnipeg to Costa Rica to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Porter Airlines
8.0
Very good
384 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
United Airlines
7.4
Good
8,996 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
WestJet
7.2
Good
3,153 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Air Canada
7.1
Good
10,397 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.
Avianca
6.6
Okay
2,469 reviews
Porter Airlines
8.0
Very good
384 reviews
Check prices

Boarding

8.2

Food

7.6

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Costa Rica?

    Winnipeg (YWG) is the airport you will fly out of if you book a flight from Winnipeg to Costa Rica. It is only a 7.3 km journey to Winnipeg (YWG) from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Costa Rica?

    There are many flights that can get you from Winnipeg to Costa Rica in 22h 50m. Fly via Porter Airlines or United Airlines to get the fastest option. Winnipeg and Costa Rica are separated by a distance of 4498 km. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Winnipeg to Costa Rica one-way?

    One-way options have recently been found by users for as low as C$ 350 on United Airlines. Other airlines that offer cheap prices include WestJet from C$ 370 and Avianca from C$ 434 one-way.

  • Can I find deals for flights from Winnipeg to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Costa Rica.

  • Can I find deals for business class flights from Winnipeg to Costa Rica?

    Yes. Cheapflights offers flight deals from Winnipeg to Costa Rica by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Costa Rica?

    Currently, June is the cheapest month in which you can book a flight from Winnipeg to Costa Rica (average of C$ 403). Flying from Winnipeg to Costa Rica in July is currently the most expensive (average of C$ 678). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 5 airlines flying from Winnipeg to Costa Rica

Discover the top 5 airlines that operate flights from Winnipeg to Costa Rica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 3 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 392AverageC$ 744FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
United AirlinesCheapestC$ 472AverageC$ 775FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 599AverageC$ 970FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 1,019AverageC$ 1,451FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
AviancaCheapestC$ 1,249AverageC$ 1,609FlexibilityNo cancel feeOn-time71%
Search Avianca flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Costa Rica?

Deals for Winnipeg to Costa Rica flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Costa Rica?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Costa Rica from Winnipeg.

Can Cheapflights find flights from Winnipeg to Costa Rica with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Winnipeg to Costa Rica, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Winnipeg to Costa Rica become cheaper?

Yes, Cheapflights offers price alerts on Winnipeg to Costa Rica flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.