Compare airlines and travel sites in one search No booking fees from us
FlightConnect
Search flights
  1. Home
  2. Flights
  3. Flights from Winnipeg
  4. Winnipeg to San Jose
Connecting route · Canada → Costa Rica

Flights from Winnipeg to San Jose

There are no direct flights from Winnipeg to San Jose. The easiest way is one stop via Toronto or Montreal, about 9h 06m door to door.

No direct flights · 6 connection options From 9h 06m
YWGSJOYYZ

Winnipeg to San Jose at a glance

Fastest journey9h 06mEstimated
Nonstop flightsNoneConnect via Toronto or Montreal

Best ways to fly from Winnipeg to San Jose

Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.

1
YWG Toronto (YYZ) SJO
Leg 1: Air Canada, Flair Airlines, Porter Airlines · Leg 2: Air Canada, Air Transat
One airline, one ticket ~9h 06m
Search
2
YWG Montreal (YUL) SJO
Leg 1: Air Canada, Air Canada Rouge · Leg 2: Air Canada, Air Transat
One airline, one ticket ~9h 51m
Search
3
YWG Cancun (CUN) SJO
Leg 1: Air Canada Rouge, WestJet · Leg 2: Volaris, Volaris Costa Rica
Self-transfer likely ~9h 15m
Search
4
YWG Chicago (ORD) SJO
Leg 1: SkyWest · Leg 2: American Airlines, Avianca Costa Rica, United Airlines
Self-transfer likely ~9h 23m
Search
5
YWG Orlando (MCO) SJO
Leg 1: WestJet · Leg 2: Frontier Airlines, Southwest Airlines, Volaris Costa Rica
Self-transfer likely ~9h 31m
Search
6
YWG Liberia (LIR) SJO
Leg 1: WestJet · Leg 2: SANSA
Self-transfer likely ~9h 20m
Search

Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.

Good to know

Distance
4,604 km2,859 miles
Journey time
9h 06mestimate
Time difference
NoneSan Jose vs Winnipeg
Currency in San Jose
USD
Airports
YWG → SJO

Flights from Winnipeg to San Jose: questions answered

Are there direct flights from Winnipeg to San Jose?
No. There is no nonstop service, so you will connect, most easily in Toronto, Montreal and Cancun. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Winnipeg to San Jose?
With one connection the journey usually takes around 9h 06m, depending on the layover. The straight-line distance is 4,604 km.
Where do you change planes between Winnipeg and San Jose?
The best connecting points are Toronto (YYZ), Montreal (YUL), Cancun (CUN) and Chicago (ORD). Air Canada flies both legs via Toronto, so you can book it as one ticket.
Which airports serve Winnipeg and San Jose?
Winnipeg: Winnipeg / James Armstrong Richardson International Airport (YWG). San Jose: Juan Santamaría International Airport (SJO).

More flights from Winnipeg

The Toronto skyline and CN Tower at duskNonstopTorontoNonstopOne-way fromCA$84Explore the stunning Vancouver skyline with a picturesque waterfront. Perfect for travel and cityscape enthusiasts.NonstopVancouverNonstopOne-way fromCA$141Stunning nighttime view of Calgary's skyline with reflection and bridge lights.NonstopCalgaryNonstopOne-way fromCA$188Castle Square and the Royal Castle in Warsaw Old Town1+ stopWarsawWith a connectionOne-way fromCA$560Explore Tampa's stunning evening skyline reflected on the calm river.1+ stopTampaWith a connectionOne-way fromCA$260Beautiful view of Safdarjung's Tomb and garden, showcasing Mughal architecture under a clear blue sky.1+ stopNew DelhiWith a connectionOne-way fromCA$976