Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Winnipeg to San José from C$ 402

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 San José departing on 11/5. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Winnipeg to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:00 p.m. - 10:11 a.m.
YWG
-
SJO
21h 11m
2 stops
United Airlines Logo
11:13 a.m. - 8:57 p.m.
SJO
-
YWG
32h 44m
2 stops
C$ 735United Airlines
Sat, 11 Apr - Mon, 27 Apr
United Airlines Logo
2:00 p.m. - 12:21 p.m.
YWG
-
SJO
23h 21m
2 stops
United Airlines Logo
6:00 a.m. - 8:57 p.m.
SJO
-
YWG
37h 57m
2 stops
C$ 790United Airlines
Sat, 25 Apr - Sat, 2 May
United Airlines Logo
2:00 p.m. - 12:21 p.m.
YWG
-
SJO
23h 21m
2 stops
United Airlines Logo
11:13 a.m. - 11:52 a.m.
SJO
-
YWG
23h 39m
2 stops
C$ 796United Airlines
Sat, 18 Apr - Sat, 25 Apr
United Airlines Logo
8:45 a.m. - 12:21 p.m.
YWG
-
SJO
28h 36m
2 stops
United Airlines Logo
7:55 a.m. - 11:52 a.m.
SJO
-
YWG
26h 57m
2 stops
C$ 840United Airlines
Fri, 15 May - Fri, 22 May
United Airlines Logo
2:00 p.m. - 12:21 p.m.
YWG
-
SJO
23h 21m
2 stops
United Airlines Logo
1:25 p.m. - 11:52 a.m.
SJO
-
YWG
21h 27m
2 stops
C$ 842United Airlines
Tue, 2 Jun - Fri, 5 Jun
United Airlines Logo
7:00 a.m. - 10:11 a.m.
YWG
-
SJO
28h 11m
2 stops
United Airlines Logo
12:30 a.m. - 8:57 p.m.
SJO
-
YWG
19h 27m
2 stops
C$ 843United Airlines
Tue, 2 Jun - Thu, 4 Jun
United Airlines Logo
8:45 a.m. - 12:21 p.m.
YWG
-
SJO
28h 36m
2 stops
United Airlines Logo
7:55 a.m. - 11:52 a.m.
SJO
-
YWG
26h 57m
2 stops
C$ 844United Airlines
Mon, 11 May - Mon, 18 May
Air Canada Logo
4:05 p.m. - 8:35 p.m.
YWG
-
SJO
29h 30m
1 stop
Air Canada Logo
7:15 a.m. - 10:05 a.m.
SJO
-
YWG
25h 50m
1 stop
C$ 882Air Canada
Sat, 13 Jun - Mon, 22 Jun
Air Canada Logo
7:20 p.m. - 8:35 p.m.
YWG
-
SJO
26h 15m
2 stops
Air Canada Logo
7:15 a.m. - 10:05 a.m.
SJO
-
YWG
25h 50m
1 stop
C$ 893Air Canada
Sat, 13 Jun - Mon, 22 Jun
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$ 902Air Canada
Tue, 2 Jun - Fri, 5 Jun

United Airlines flights from Winnipeg to San José

Our best United Airlines deals on Winnipeg to San José flight tickets
United Airlines
11 Apr
YWG2:00 p.m.Winnipeg
21h 11m
2 stops
SJO10:11 a.m.San José Juan Santamaria Intl
27 Apr
SJO11:13 a.m.San José Juan Santamaria Intl
32h 44m
2 stops
YWG8:57 p.m.Winnipeg
C$ 735
United Airlines
1 Apr
YWG2:00 p.m.Winnipeg
21h 11m
2 stops
SJO10:11 a.m.San José Juan Santamaria Intl
8 Apr
SJO11:13 a.m.San José Juan Santamaria Intl
32h 44m
2 stops
YWG8:57 p.m.Winnipeg
C$ 736
United Airlines
25 Apr
YWG2:00 p.m.Winnipeg
23h 21m
2 stops
SJO12:21 p.m.San José Juan Santamaria Intl
2 May
SJO6:00 a.m.San José Juan Santamaria Intl
37h 57m
2 stops
YWG8:57 p.m.Winnipeg
C$ 790

Air Canada flights from Winnipeg to San José

Our best Air Canada deals on Winnipeg to San José 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
25h 50m
1 stop
YWG10:05 a.m.Winnipeg
C$ 882
Air Canada
13 Jun
YWG7:20 p.m.Winnipeg
26h 15m
2 stops
SJO8:35 p.m.San José Juan Santamaria Intl
22 Jun
SJO7:15 a.m.San José Juan Santamaria Intl
25h 50m
1 stop
YWG10:05 a.m.Winnipeg
C$ 893
Air Canada
2 Jun
YWG2:00 p.m.Winnipeg
9h 00m
1 stop
SJO10:00 p.m.San José Juan Santamaria Intl
5 Jun
SJO7:10 a.m.San José Juan Santamaria Intl
25h 59m
2 stops
YWG10:09 a.m.Winnipeg
C$ 902

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to San José 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 March 2026.
Use the filters below to find and compare flights from Winnipeg to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 11/4

2:00 p.m.-10:11 a.m.

2 stops21h 11m

San José Juan Santamaria Intl

Mon 27/4

11:13 a.m.-8:57 p.m.

2 stops32h 44m

C$ 735

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 25/4

2:00 p.m.-12:21 p.m.

2 stops23h 21m

San José Juan Santamaria Intl

Sat 2/5

6:00 a.m.-8:57 p.m.

2 stops37h 57m

C$ 790

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 18/4

2:00 p.m.-12:21 p.m.

2 stops23h 21m

San José Juan Santamaria Intl

Sat 25/4

11:13 a.m.-11:52 a.m.

2 stops23h 39m

C$ 796

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Fri 15/5

8:45 a.m.-12:21 p.m.

2 stops28h 36m

San José Juan Santamaria Intl

Fri 22/5

7:55 a.m.-11:52 a.m.

2 stops26h 57m

C$ 840

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 2/6

2:00 p.m.-12:21 p.m.

2 stops23h 21m

San José Juan Santamaria Intl

Fri 5/6

1:25 p.m.-11:52 a.m.

2 stops21h 27m

C$ 842

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 2/6

7:00 a.m.-10:11 a.m.

2 stops28h 11m

San José Juan Santamaria Intl

Thu 4/6

12:30 a.m.-8:57 p.m.

2 stops19h 27m

C$ 843

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Mon 11/5

8:45 a.m.-12:21 p.m.

2 stops28h 36m

San José Juan Santamaria Intl

Mon 18/5

7:55 a.m.-11:52 a.m.

2 stops26h 57m

C$ 844

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.-10:05 a.m.

1 stop25h 50m

C$ 882

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Sat 13/6

7:20 p.m.-8:35 p.m.

2 stops26h 15m

San José Juan Santamaria Intl

Mon 22/6

7:15 a.m.-10:05 a.m.

1 stop25h 50m

C$ 893
Quickest round-trip

WinnipegSan José

YWG - SJO

YWGSJO

Winnipeg

Tue 2/6

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

1 stop9h 00m

San José Juan Santamaria Intl

Fri 5/6

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

2 stops25h 59m

C$ 902

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

See travel insights to San José from

How to get the cheapest flight ticket from Winnipeg to San José

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 typical price of a round-trip flight between Winnipeg and San José?

What is the cheapest month to fly to San José?

In general, July is the cheapest month to fly from Winnipeg to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 804. If you aren’t able to travel during the month of July, then book flights to San José from Winnipeg during September instead. Flights to San José in September, while not as cheap as those in July, still average around C$ 850.

When to book flights from Winnipeg to San José

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to San José according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to San José (YWG to SJO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to San José

Fastest flight time

21h 11m

Direct flights

None
The fastest flight from Winnipeg to San José takes 21h 11m
There are no direct flights from Winnipeg to San José. There are no popular flight routes from Winnipeg to San José.
Search flight deals

  • How far is Winnipeg to San José Juan Santamaria Intl by plane?

    There are 4599.7 km between Winnipeg and San José Juan Santamaria Intl. 21h 11m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?

    Prices for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport are updated daily.

  • How many operators does momondo search for flights from Winnipeg Airport to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Winnipeg Airport to San José Juan Santamaria Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The required travel and health documents for your San José Juan Santamaria Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Winnipeg to San José?

Best airlines flying from Winnipeg to San José

Compare and see reviews for airlines that fly from Winnipeg to San José with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 676Free CancellationRating
7.4
9,525 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 1,041Free CancellationRating
7.1
10,866 reviews
Search Air Canada flights

Travelling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Jacó
Manuel Antonio
Monteverde
Dominical
Heredia
Santa Elena
Alajuela
San Gerardo de Dota

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to San José?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Winnipeg to San José. momondo saves you time and could save you money on your trip.

Can I find flights from Winnipeg to San José with flexible booking policies on momondo?

Yes. All flights to San José from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Winnipeg to San José?

momondo provides multiple filters to help you find the best flight to San José 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 San José right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Winnipeg to San José flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your San José trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 30/4
Thu 7/5
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Costa Rica

Airports servicing Costa Rica

Liberia Airport