Question 1

What are the most popular routes to and from Chicago?

Accepted Answer

Travelers frequently search for route combinations, such as Chicago and London, Manchester, Athens, Dublin, New York, Las Vegas, Vilnius, Los Angeles, Denver, Orlando, Minneapolis, Barcelona, Austin, Edinburgh, San Francisco, Paris, Nashville, Atlanta, Glasgow, Riga.

Question 2

What are the most popular routes to and from Winnipeg?

Accepted Answer

Travelers frequently search for route combinations, such as Winnipeg and Toronto, Edmonton, Calgary, Abbotsford, Vancouver, Kelowna, Las Vegas, Hamilton, Amsterdam, Phoenix, Los Angeles, Brussels, Mexico City, Orlando, Halifax, Athens, Lima, Rome, Paris, London.

Question 3

Which airports are there in Chicago?

Accepted Answer

Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.

Question 4

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, Dane County Regional, South Bend International, General Wayne A. Downing Peoria International, Quad City International, Fort Wayne International, Central Illinois Regional, Muskegon County, Decatur.

Question 5

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, Grand Forks International, Thief River Falls Regional, Brandon Municipal, Kenora.

Question 6

Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Winnipeg?

Accepted Answer

Yes, it's possible to combine different modes of transport between Chicago and Winnipeg thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Chicago and Winnipeg can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.

Question 7

What is Virtual Interlining and how do I use it?

Accepted Answer

Virtual Interlining provides a revolutionary way of traveling. You can combine different modes of transport like flights, trains, and buses into one itinerary. And this often saves money. Thanks to the world's largest carrier database, the Kiwi.com search function enables anyone to mix and match different modes of transport easily.

Question 8

Which airlines fly between Chicago and Winnipeg?

Accepted Answer

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

Question 9

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

Accepted Answer

If you don’t have specific dates for your trip between Chicago and Winnipeg, 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 Chicago and Winnipeg?

Accepted Answer

Traveling between Chicago and Winnipeg, 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 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, Dane County Regional, South Bend International, General Wayne A. Downing Peoria International, Quad City International, Fort Wayne International, Central Illinois Regional, Muskegon County, Decatur

Question 12

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, Grand Forks International, Thief River Falls Regional, Brandon Municipal, Kenora.

Question 13

What time do nonstop (direct) flights between Chicago and Winnipeg 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 Chicago, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 14

What time do nonstop (direct) flights between Chicago and Winnipeg 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 Winnipeg, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Question 15

What time do flights between Chicago and Winnipeg 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 Chicago, such as morning, afternoon, evening, or night, or select the exact hours for departure.

Question 16

What time do flights between Chicago and Winnipeg 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 Winnipeg, such as morning, afternoon, evening, or night, or select the exact hours for arrival.

Cheapest one-way trip	£102
Cheapest round-trip	£268
Average round-trip	£321
Includes rare itinerary	Travel hack
Most popular airline	WestJet

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

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

Cheap flights from Chicago, IL to Winnipeg, Canada

Flights starting at £102. Choose between WestJet, Frontier Airlines, or Flair Airlines to find the best price.

Tips to know when travelling to Winnipeg

Cheapest one-way trip

Cheapest round-trip

Average round-trip

Includes rare itinerary

Most popular airline

Search by stops

Search by carrier

Search by price

Search by departure date

One-way trips

Round trips

Weekly direct flights

Weekly direct flights for Mon 22.04 - Sun 28.04

Weekly direct flights for Mon 29.04 - Sun 05.05

Weekly direct flights for Mon 06.05 - Sun 12.05

Weekly direct flights for Mon 13.05 - Sun 19.05

Check-in for a flight from Chicago to Winnipeg

Weather in Winnipeg

Average Weather

14 day forecast

Frequently asked questions

Explore alternative trips

Flights from Chicago

Flights to Winnipeg

Popular routes

The nearest countries with flights to Winnipeg

Other destination countries from Chicago

Airports near Chicago

Airports near Winnipeg

Kiwi.com: the best free travel app for Android and iPhone

Company

Platform

Help & support

Features

Discover