Cheap flights from Chicago, IL to Winnipeg, Canada
Flights starting at $129. Choose between WestJet, Frontier Airlines, or Flair Airlines to find the best price.
Make your travel wishlist, we'll do the rest
Hidden deals
Kiwi-Code uncovers prices airlines don't want you to see.
Effortless booking
Use our flexible filters to tailor your search.
Travel hacking
Look out for the travel hack star icon for even cheaper fares.
Tips to know when travelling to Winnipeg
Search by stops
- Nonstop
- Up to 1 stop
- Up to 2 stops
Search by carrier
Search by price
Search by departure date
Receive exclusive deals by email
By subscribing you agree to receive offers according to the conditions described in our Privacy Policy.
Travelers usually depart from O Hare International, Chicago Midway International, or Chicago Rockford International when they travel from Chicago to Winnipeg. The most popular airlines for this route are WestJet, Frontier Airlines, Flair Airlines, Spirit Airlines, and Porter Airlines. Chicago and Winnipeg have 226 direct flights per week.
Weekly direct flights
Discover the top airlines offering direct flights from Chicago to Winnipeg in the next month. You’ll find the number of daily direct flights per airline in the table.
Weekly direct flights for Sun 14.04 - Sat 20.04
Airline | Sun 14.04 | Mon 15.04 | Tue 16.04 | Wed 17.04 | Thu 18.04 | Fri 19.04 | Sat 20.04 |
---|---|---|---|---|---|---|---|
--- | --- | --- | --- | --- | --- | --- |
Weekly direct flights for Sun 21.04 - Sat 27.04
Airline | Sun 21.04 | Mon 22.04 | Tue 23.04 | Wed 24.04 | Thu 25.04 | Fri 26.04 | Sat 27.04 |
---|---|---|---|---|---|---|---|
--- | --- | --- | --- | --- | --- | --- |
Weekly direct flights for Sun 28.04 - Sat 04.05
Airline | Sun 28.04 | Mon 29.04 | Tue 30.04 | Wed 01.05 | Thu 02.05 | Fri 03.05 | Sat 04.05 |
---|---|---|---|---|---|---|---|
--- | --- | --- | --- | --- | --- | --- |
Weekly direct flights for Sun 05.05 - Sat 11.05
Airline | Sun 05.05 | Mon 06.05 | Tue 07.05 | Wed 08.05 | Thu 09.05 | Fri 10.05 | Sat 11.05 |
---|---|---|---|---|---|---|---|
--- | --- | --- | --- | --- | --- | --- |
Check-in for a flight from Chicago to Winnipeg
Name | Carrier code | IATA Code | Passport needed during booking | Online check-in available |
---|---|---|---|---|
WestJet | WJA | WS | No | Opens 24 days before flight Closes 1 hours before flight |
Frontier Airlines | FFT | F9 | No | Opens 24 days before flight Closes 1 hours before flight |
Flair Airlines | FLE | F8 | Yes | Opens 24 days before flight Closes 1 hours before flight |
Spirit Airlines | NKS | NK | No | Opens 24 days before flight Closes 1 hours before flight |
Porter Airlines | POE | PD | Yes | 0 0 |
Weather in Winnipeg
Average Weather
Month | Average monthly max temperature | Average monthly min temperature |
January | -10°C | -19°C |
February | -9°C | -18°C |
March | -1°C | -9°C |
April | 7°C | -1°C |
May | 17°C | 6°C |
June | 22°C | 12°C |
July | 25°C | 15°C |
August | 25°C | 14°C |
September | 20°C | 10°C |
October | 10°C | 3°C |
November | 0°C | -6°C |
December | -8°C | -15°C |
14 day forecast
Frequently asked questions
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
Explore alternative trips
Flights from Chicago
- Flights from Chicago to Las Vegas
- Flights from Chicago to Guadalajara
- Flights from Chicago to Denver
- Flights from Chicago to Orlando
- Flights from Chicago to Phoenix
- Flights from Chicago to Mexico City
- Flights from Chicago to Paris
- Flights from Chicago to Barcelona
- Flights from Chicago to Tampa
- Flights from Chicago to Miami
- Flights from Chicago to London
- Flights from Chicago to Rome
- Flights from Chicago to Los Angeles
- Flights from Chicago to Madrid
- Flights from Chicago to Fort Myers
- Flights from Chicago to Athens
- Flights from Chicago to San Francisco
- Flights from Chicago to New York
- Flights from Chicago to Austin
- Flights from Chicago to Atlanta
Flights to Winnipeg
- Flights from Toronto to Winnipeg
- Flights from Calgary to Winnipeg
- Flights from Edmonton to Winnipeg
- Flights from Fort Lauderdale to Winnipeg
- Flights from Las Vegas to Winnipeg
- Flights from Los Angeles to Winnipeg
- Flights from Orlando to Winnipeg
- Flights from Lisbon to Winnipeg
- Flights from Washington, D.C. to Winnipeg
- Flights from San Francisco to Winnipeg
- Flights from Hamilton to Winnipeg
- Flights from Dallas to Winnipeg
- Flights from Tampa to Winnipeg
- Flights from Quito to Winnipeg
- Flights from Lahore to Winnipeg
- Flights from Pittsburgh to Winnipeg
- Flights from Fresno to Winnipeg
- Flights from Mashhad to Winnipeg
- Flights from Miami to Winnipeg
- Flights from Kelowna to Winnipeg
Popular routes
- Flights from New York to Mexico City
- Flights from Kalispell to Amsterdam
- Flights from Fort Myers to Quepos
- Flights from El Paso to Mount Kilimanjaro
- Flights from Chicago to Mexico City
- Flights from Santa Ana to São Luís
- Flights from Denver to N Djamena
- Flights from Chicago to Orlando
- Flights from Peoria to Kansas City
- Flights from Dayton to Milwaukee
- Flights from Raleigh to Bamako
- Flights from Omaha to Roanoke
- Flights from Roanoke to Omaha
The nearest countries with flights to Winnipeg
Here is a list of countries people are flying fromOther destination countries from Chicago
Here is a list of countries people are flying toAirports near Chicago
- O Hare International
- Chicago Midway International
- General Mitchell International
- Gerald R. Ford International
- Dane County Regional
- General Wayne A. Downing Peoria International
- Chicago Rockford International
- Fort Wayne International
- South Bend International
- Muskegon County