Which airports can I use when flying from Winnipeg to San José?

Flights from Winnipeg to San José usually depart from Winnipeg (YWG) and arrive at San José Juan Santamaria Intl (SJO).

Which cabin classes can I book on flights from Winnipeg to San José?

Two cabin classes are available on flights from Winnipeg to San José: • Economy Class • Business Class

Which airports do connecting flights from Winnipeg to San José pass through?

Connecting flights from Winnipeg to San José most commonly pass through: • Toronto Pearson Intl (YYZ) – 97% of one-stop connections • Montreal Pierre Elliott Trudeau Intl (YUL) – 3% of one-stop connections

Can I save money by using flexible dates for flights from Winnipeg to San José?

Yes. Flexible dates can save you up to 39% on flights from Winnipeg to San José. Monday is the cheapest departure day at C$ 878 round-trip on average, while Friday is the most expensive at C$ 1,418, a difference of C$ 540. KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.

Which popular places can I visit in San José?

Some of the most popular sights in San José are Estadio Nacional de Costa Rica, Parque Nacional, and Parque Metropolitano La Sabana. These are among the most viewed places in San José on KAYAK.

How long does a flight from Winnipeg to San José take?

A direct flight from Winnipeg to San José takes 00m, covering 7,394 km.

Do I need a passport to fly from Winnipeg to San José?

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Have flight prices from Winnipeg to San José changed much recently?

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 785 to C$ 5,457. That means the highest observed fare was about 7x higher than the lowest one.

How are flight prices from Winnipeg to San José looking right now?

One-way fares from Winnipeg to San José are currently in line with typical prices for this route. Average one-way fares are about C$ 450.

How much time can I save by choosing a different layover airport when travelling from Winnipeg to San José?

Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 11h 39m, compared with 13h 11m via Montreal Pierre Elliott Trudeau Intl (YUL).

What is the time difference between Winnipeg and San José?

San José is 1 hour behind Winnipeg (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?

San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around C$ 2 for economy cars. Top options include: • Priceless • Avis • Budget • Routes Car & Truck Rentals • Payless

How much should I expect to pay for a Winnipeg to San José flight?

Round-trip flights from Winnipeg to San José range from C$ 936 to C$ 1,371, with an average of C$ 1,120 over the past 12 months. Anything below C$ 936 counts as a good deal.

How much is a round-trip flight from Winnipeg to San José?

Round-trip flights from Winnipeg to San José typically range from C$ 936 to C$ 1,371. The lowest price found in the past 5 days was C$ 785, on United Airlines.

What's the cheapest day of the week to fly from Winnipeg to San José?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Winnipeg to San José. It’s 22% cheaper than the average day, while Friday is the most expensive, with prices 26% higher.

What is the cheapest month to fly from Winnipeg to San José?

•April is the cheapest month to fly from Winnipeg to San José at C$ 841 round-trip. •December (C$ 1,845) and March (C$ 1,754) are the most expensive months. •The price difference between flying in the cheapest and most expensive months is 119% on average. This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Which airline is the cheapest to fly from Winnipeg to San José?

United Airlines (C$ 785) and Air Canada (C$ 943) are the cheapest airlines to fly round-trip from Winnipeg to San José according to KAYAK data over the last 5 days.

What’s the most popular layover airport when flying from Winnipeg to San José?

Toronto Pearson Intl (YYZ) is the most popular layover for the Winnipeg to San José route. 97% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via YYZ.

What is the cheapest layover airport when flying from Winnipeg to San José?

Flights via Toronto Pearson Intl (YYZ) offer the most affordable fares, with an average round-trip price of C$ 1,259. Based on KAYAK data over the past 3 months.

When flying from Winnipeg to San José, which airport offers the shortest layover?

Toronto Pearson Intl (YYZ) had the shortest average connection time for Winnipeg to San José layovers at 7h 46m over the past three months.

C$ 379 CHEAP FLIGHTS from Winnipeg to San José (YWG - SJO)

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Cheapest round-trip

C$ 785

Typical prices: C$ 936-C$ 1,371

United Airlines

Thu 1/2Sat 17/2

YWG - SJO • 2 stops

Cheapest one-way flights

C$ 379

Typical prices: C$ 408-C$ 553

Multiple Airlines

Thu 6/12

YWG - SJO • 1 stop

Direct flights

Not available

There are currently no direct flights between Winnipeg and San José. You'll need to take a connecting flight to reach the destination.

Insights

When to travel

April

Cheapest • 25% price drop

December

Most popular

Good to know

Top layover airports

Toronto Pearson Intl (YYZ)

Cheapest • Avg C$ 1,259 (round-trip)

Montreal Pierre Elliott Trudeau Intl (YUL)

Shortest trip • 13h 11m (one-way)

Insights

Start a new search

KAYAK searches hundreds of sites at once to find you the best travel deals.

We hope you enjoy your trip to San José!

Flight Deals

Cheap Flights from Winnipeg to San José (YWG-SJO)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Winnipeg to San José

Mon, 1 Feb - Wed, 17 Feb

7:00 a.m. - 12:22 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

12:35 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

30h 06m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 785United Airlines

19 hours ago

Mon, 1 Feb - Wed, 17 Feb

7:00 a.m. - 12:22 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 22m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

28h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 785United Airlines

1 day ago

Tue, 1 Dec - Wed, 10 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

28h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 789United Airlines

3+ days ago

Wed, 2 Dec - Tue, 9 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

28h 16m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 789United Airlines

3+ days ago

Tue, 1 Dec - Tue, 9 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m1 stop Chicago O'Hare Intl

C$ 789United Airlines

3+ days ago

Wed, 2 Dec - Tue, 9 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m1 stop Chicago O'Hare Intl

C$ 789United Airlines

3+ days ago

Wed, 2 Dec - Wed, 10 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 7:41 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 16m1 stop Chicago O'Hare Intl

C$ 789United Airlines

3+ days ago

Tue, 1 Dec - Thu, 11 Mar

2:15 p.m. - 7:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 24m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 9:55 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

31h 30m2 stops Chicago O'Hare Intl Denver Intl

C$ 789United Airlines

3+ days ago

Mon, 30 Nov - Sun, 6 Dec

8:15 a.m. - 9:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

14h 15m1 stop Toronto Pearson Intl

5:35 a.m. - 12:00 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

29h 25m2 stops Guatemala City La Aurora Montreal Pierre Elliott Trudeau Intl

C$ 943Air Canada

15 hours ago

Tue, 17 Nov - Tue, 8 Dec

7:00 a.m. - 9:30 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

15h 30m2 stops Ottawa Toronto Pearson Intl

8:45 a.m. - 1:44 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

15h 59m1 stop Toronto Pearson Intl

C$ 945Air Canada

3+ days ago

Recent last minute flight deals from Winnipeg to San José

Wed, 14 Oct - Wed, 21 Oct

2:00 p.m. - 12:21 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

23h 21m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

7:55 a.m. - 8:57 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

36h 02m2 stops Houston George Bush Intcntl Denver Intl

C$ 898United Airlines

2 days ago

Thu, 15 Oct - Sat, 24 Oct

2:00 p.m. - 7:37 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

30h 37m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:25 p.m. - 12:23 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

45h 58m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

C$ 1,009United Airlines

3+ days ago

Thu, 15 Oct - Sat, 24 Oct

6:15 a.m. - 5:10 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

35h 55m2 stops Toronto Pearson Intl Liberia

4:20 p.m. - 7:55 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

26h 35m1 stop Cancun

C$ 1,362Multiple Airlines

3+ days ago

Wed, 14 Oct - Wed, 21 Oct

7:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

27h 50m1 stop Toronto Pearson Intl

7:10 a.m. - 6:12 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

10h 02m1 stop Toronto Pearson Intl

C$ 1,369Air Canada

2 days ago

Wed, 14 Oct - Wed, 21 Oct

7:10 p.m. - 10:00 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

27h 50m1 stop Toronto Pearson Intl

7:10 a.m. - 8:00 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

11h 50m2 stops Toronto Pearson Intl Ottawa

C$ 1,418Air Canada

2 days ago

Wed, 14 Oct - Wed, 21 Oct

6:15 a.m. - 8:50 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

27h 35m3 stops Toronto Pearson Intl San Salvador El Salvador Intl Bogotá El Dorado

4:00 p.m. - 8:15 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

27h 15m3 stops Bogotá El Dorado Toronto Pearson Intl Calgary

C$ 1,489Multiple Airlines

2 days ago

Wed, 14 Oct - Wed, 21 Oct

6:15 a.m. - 8:50 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

27h 35m3 stops Toronto Pearson Intl San Salvador El Salvador Intl Bogotá El Dorado

4:00 p.m. - 2:25 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

21h 25m2 stops Bogotá El Dorado Toronto Pearson Intl

C$ 1,489Multiple Airlines

2 days ago

Thu, 15 Oct - Sat, 24 Oct

7:10 p.m. - 11:45 a.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

41h 35m3 stops Toronto Pearson Intl San Salvador El Salvador Intl Panama City Tocumen Intl

12:40 p.m. - 10:24 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

44h 44m3 stops Panama City Tocumen Intl San Salvador El Salvador Intl Toronto Pearson Intl

C$ 1,678Avianca

3+ days ago

Thu, 15 Oct - Sat, 24 Oct

5:10 p.m. - 9:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

29h 29m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Cancun

7:45 p.m. - 9:57 p.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

25h 12m2 stops San Salvador El Salvador Intl Toronto Pearson Intl

C$ 1,922Multiple Airlines

3+ days ago

Thu, 15 Oct - Sat, 24 Oct

5:10 p.m. - 9:39 p.m.YWG Winnipeg-SJO San José Juan Santamaria Intl

29h 29m3 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl Cancun

9:40 a.m. - 9:15 a.m.SJO San José Juan Santamaria Intl-YWG Winnipeg

22h 35m3 stops San Salvador El Salvador Intl Cancun Toronto Pearson Intl

C$ 1,952Multiple Airlines

3+ days ago

Booking Insights

Price, demand, and travel trends for Winnipeg to San José flights

Use KAYAK data on prices, travel dates, airlines, and seasonal trends to compare options and book flights with more confidence.

Prices

Airlines

Layovers

How much is a round-trip flight from Winnipeg to San José? This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to San José departing in february.
What's the cheapest day of the week to fly from Winnipeg to San José?: Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Winnipeg to San José. It’s 22% cheaper than the average day, while Friday is the most expensive, with prices 26% higher.
What is the cheapest month to fly from Winnipeg to San José? KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Winnipeg to San José, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.: •April is the cheapest month to fly from Winnipeg to San José at C$ 841 round-trip.
•December (C$ 1,845) and March (C$ 1,754) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 119% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Low season	May
High season	December
Cheapest flight	C$ 379

Beat the crowds with an average 87% drop in traveller numbers.

The most popular month to fly with an average 33% increase in traveller numbers.

One-way flight from Winnipeg to San José

When to book flights from Winnipeg to San José

Are your dates flexible? Find out the best times to travel from Winnipeg to San José based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Which cabin classes can I book on flights from Winnipeg to San José?
Two cabin classes are available on flights from Winnipeg to San José:

• Economy Class
• Business Class
How long does a flight from Winnipeg to San José take?
A direct flight from Winnipeg to San José takes 00m, covering 7,394 km.
Do I need a passport to fly from Winnipeg to San José?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
How much should I expect to pay for a Winnipeg to San José flight?
Round-trip flights from Winnipeg to San José range from C$ 936 to C$ 1,371, with an average of C$ 1,120 over the past 12 months. Anything below C$ 936 counts as a good deal.
Have flight prices from Winnipeg to San José changed much recently?
Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about C$ 785 to C$ 5,457. That means the highest observed fare was about 7x higher than the lowest one.
How are flight prices from Winnipeg to San José looking right now?
One-way fares from Winnipeg to San José are currently in line with typical prices for this route. Average one-way fares are about C$ 450.
What car rental options are available at San José Juan Santamaria Intl Airport (SJO)?
San José Juan Santamaria Intl Airport (SJO) hosts 5 major car rental companies, with daily rates starting from around C$ 2 for economy cars. Top options include:

• Priceless
• Avis
• Budget
• Routes Car & Truck Rentals
• Payless
Which airports can I use when flying from Winnipeg to San José?
Flights from Winnipeg to San José usually depart from Winnipeg (YWG) and arrive at San José Juan Santamaria Intl (SJO).
Which airports do connecting flights from Winnipeg to San José pass through?
Connecting flights from Winnipeg to San José most commonly pass through:

• Toronto Pearson Intl (YYZ) – 97% of one-stop connections
• Montreal Pierre Elliott Trudeau Intl (YUL) – 3% of one-stop connections
Can I save money by using flexible dates for flights from Winnipeg to San José?
Yes. Flexible dates can save you up to 39% on flights from Winnipeg to San José. Monday is the cheapest departure day at C$ 878 round-trip on average, while Friday is the most expensive at C$ 1,418, a difference of C$ 540.

KAYAK's flexible dates feature shows options up to three days before and after your selected dates, making it easier to compare nearby fares.
How much time can I save by choosing a different layover airport when travelling from Winnipeg to San José?
Flying via Toronto Pearson Intl (YYZ) gives the shortest average 1-stop total travel time at 11h 39m, compared with 13h 11m via Montreal Pierre Elliott Trudeau Intl (YUL).
What is the time difference between Winnipeg and San José?
San José is 1 hour behind Winnipeg (Central Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.
Which popular places can I visit in San José?
Some of the most popular sights in San José are Estadio Nacional de Costa Rica, Parque Nacional, and Parque Metropolitano La Sabana. These are among the most viewed places in San José on KAYAK.

If your dates are flexible, aim for a Monday departure and avoid flying on Friday. On this route, Monday flights average C$ 878, about C$ 540 less than Friday fares (38% savings) based on the last 12 months.
If you can choose when to travel, plan your Winnipeg to San José trip for April. Fares historically average C$ 841 round-trip in that month – typically C$ 1,004 less than the most expensive month, which is December (based on the last 12 months).

More options for your flight from Winnipeg to San José

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Complete your trip to San José with a hotel stay or car rental

Car rentals in San José

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Vacations in San José

YWG - SJO

C$ 379 Find Cheap Flights from Winnipeg to San José – Compare and Save

Everything you should know

Cheap Flights from Winnipeg to San José (YWG-SJO)

Recent round-trip flight deals from Winnipeg to San José

Recent one-way flight deals from Winnipeg to San José

Recent last minute flight deals from Winnipeg to San José

Price, demand, and travel trends for Winnipeg to San José flights

How much is a round-trip flight from Winnipeg to San José?

What's the cheapest day of the week to fly from Winnipeg to San José?

What is the cheapest month to fly from Winnipeg to San José?

Which airline is the cheapest to fly from Winnipeg to San José?

What’s the most popular layover airport when flying from Winnipeg to San José?

What is the cheapest layover airport when flying from Winnipeg to San José?

When flying from Winnipeg to San José, which airport offers the shortest layover?

Key details for Winnipeg to San José flights

Low season

High season

Cheapest flight

When to book flights from Winnipeg to San José

Your Winnipeg to San José flight questions, answered

Your guide to booking Winnipeg to San José flights

More options for your flight from Winnipeg to San José

Complete your trip to San José with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Winnipeg to San José

Find direct flights to and from Winnipeg and San José

Flights from domestic origins to San José

Flights to other popular destinations

Find deals for your return flight