Question 1

How long does it take to travel from Winnipeg to Chicago?

Accepted Answer

A one-way nonstop (direct) flight between Winnipeg and Chicago takes around 2.5 hours.

Question 2

What is the flight distance between Winnipeg and Chicago?

Accepted Answer

The flight distance between Winnipeg and Chicago is 1139 km.

Question 3

What airlines offer nonstop (direct) flights between Winnipeg and Chicago?

Accepted Answer

Several carriers operate flights between Winnipeg and Chicago. Airlines offering nonstop (direct) flights include United Airlines, Air Canada.

Question 4

What are the most popular routes to and from Winnipeg?

Accepted Answer

Travelers frequently search for route combinations, such as Winnipeg and Toronto, Vancouver, Calgary, Edmonton, Ottawa, Montreal, Kelowna, Orlando, Halifax, Warsaw, Los Angeles, Saskatoon, San Salvador, Cancún, Abbotsford, New York, Kraków, Las Vegas, Victoria, Dallas.

Question 5

What are the most popular routes to and from Chicago?

Accepted Answer

Travelers frequently search for route combinations, such as Chicago and Toronto, Vancouver, Calgary, Montreal, Edmonton, Ottawa, Halifax, Kelowna, Miami, Guadalajara, Barcelona, New York, Zürich, Chengdu, Chihuahua, Phoenix, St. Louis, Tunis, Saskatoon, Copenhagen.

Question 6

What airports are near Winnipeg?

Accepted Answer

The main airport in Winnipeg is Winnipeg James Armstrong Richardson International. It is also served by Winnipeg James Armstrong Richardson International, Brandon Municipal, Grand Forks International, Kenora, Thief River Falls Regional.

Question 7

What airports are near Chicago?

Accepted Answer

The main airport in Chicago is O Hare International. It is also served by Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Quad City International, Muskegon County, University of Illinois Willard, Central Illinois Regional.

Question 8

Which airlines fly between Winnipeg and Chicago?

Accepted Answer

Currently, you can fly between Winnipeg and Chicago with WestJet, Air Canada, Frontier Airlines, Porter Airlines, Flair Airlines.

Question 9

When’s the best time to travel between Winnipeg and Chicago?

Accepted Answer

If you don’t have specific dates for your trip between Winnipeg and Chicago, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Question 10

What flights operate between Winnipeg and Chicago?

Accepted Answer

Traveling between Winnipeg and Chicago, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

Question 11

How many airports are there near Winnipeg?

Accepted Answer

There are a number of airports in and around Winnipeg. The main one is Winnipeg James Armstrong Richardson International and other nearby airports include Winnipeg James Armstrong Richardson International, Brandon Municipal, Grand Forks International, Kenora, Thief River Falls Regional

Question 12

How many airports are there near Chicago?

Accepted Answer

There are a number of airports in and around Chicago. The main one is O Hare International and other nearby airports include Gerald R. Ford International, General Mitchell International, South Bend International, Dane County Regional, General Wayne A. Downing Peoria International, Fort Wayne International, Quad City International, Muskegon County, University of Illinois Willard, Central Illinois Regional.

Question 13

What time do nonstop (direct) flights between Winnipeg and Chicago depart?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Winnipeg, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 14

What time do nonstop (direct) flights between Winnipeg and Chicago arrive?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Question 15

What time do flights between Winnipeg and Chicago depart?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred departure time when you search on our website or mobile app. Choose the time of day you wish to depart from Winnipeg, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 16

What time do flights between Winnipeg and Chicago arrive?

Accepted Answer

This depends on the airline’s flight schedule. You can easily select your preferred arrival time when you search on our website or mobile app. Choose the time of day you wish to arrive at Chicago, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Cheapest one-way trip	CA$235
Cheapest nonstop round-trip	CA$763
Cheapest round-trip	CA$434
Average round-trip	CA$726
Includes rare itinerary	Travel hack

Airline	Sun 25.05	Mon 26.05	Tue 27.05	Wed 28.05	Thu 29.05	Fri 30.05	Sat 31.05
Air Canada	2	2	2	2	2	2	2
United Airlines	2	2	2	2	---	2	---
Weekly flights: 24 total	Daily flights: 3.43 average	Most flights: Sunday 2 flights

Airline	Sun 01.06	Mon 02.06	Tue 03.06	Wed 04.06	Thu 05.06	Fri 06.06	Sat 07.06
Air Canada	---	1	---	2	2	2	1
United Airlines	2	1	2	---	---	2	1
Weekly flights: 16 total	Daily flights: 2.29 average	Most flights: Wednesday 2 flights

Airline	Sun 08.06	Mon 09.06	Tue 10.06	Wed 11.06	Thu 12.06	Fri 13.06	Sat 14.06
Air Canada	---	2	---	2	1	2	2
United Airlines	2	---	2	---	2	---	---
Weekly flights: 15 total	Daily flights: 2.14 average	Most flights: Monday 2 flights

Airline	Sun 15.06	Mon 16.06	Tue 17.06	Wed 18.06	Thu 19.06	Fri 20.06	Sat 21.06
Air Canada	1	2	2	2	2	2	2
United Airlines	1	2	2	2	2	2	2
Weekly flights: 26 total	Daily flights: 3.71 average	Most flights: Monday 2 flights

Cheap flights from Winnipeg to Chicago from CA$235

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Name	Carrier code	IATA Code	Passport needed during booking
WestJet	WJA	WS	No
Air Canada	ACA	AC	Yes
Frontier Airlines	FFT	F9	No
Porter Airlines	POE	PD	No
Flair Airlines	FLE	F8	Yes

Month	Average monthly max temperature	Average monthly min temperature
January	-1°C	-6°C
February	0°C	-5°C
March	6°C	0°C
April	11°C	4°C
May	17°C	10°C
June	22°C	16°C
July	25°C	20°C
August	25°C	19°C
September	22°C	16°C
October	15°C	10°C
November	8°C	3°C
December	2°C	-1°C