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Friday, December 4th 2020

"I'm a travel junkie who's hooked on deals from YWG." - Chris Myden

Winnipeg to San Jose, Costa Rica - $447 CAD roundtrip including taxes

A toucan in Costa Rica.

There are currently some cheap flights from Winnipeg to San Jose, Costa Rica for $488 CAD roundtrip including taxes.

The flights are using a combination of WestJet and American Airlines.

The flights do have 2 stops, although the overall travel time is pretty decent (on certain dates).

Update: March 8

- These flights have dropped a little bit more, and they are now down to just $447 CAD roundtrip including taxes!

screenshot from the American Airlines website

Availability for travel

May 2016

How to find and book these flights

1. Find cheap date combinations with Google Flights

Google Flights search: Winnipeg to San Jose, Costa Rica - reasonable flight lengths

or if you want to try searching for flights of any length, there are more dates available, and you can try this search:

Google Flights search: Winnipeg to San Jose, Costa Rica - any flight length

2. Click the departure date box to open up the calendar view and explore other dates.

Here are some date combinations with decent travel times:

(for longer trips, you can try mixing and matching the departure and return dates from the list below)


May 9, 10, or 11 to May 17, 18, or 21
May 12 or 13 to May 21, 24, or 25
May 16, 17, 18, or 19 to May 24, 25, or 28
May 20, 21, or 22 to May 31
May 23, 24, or 25 to May 31

2. Click through from Google Flights to the American Airlines website for booking.

screenshot from American Airlines

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