Flights from Chicago

Flights tailored to your budget

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Cheap flight offers from Chicago

Find cheap flight tickets and last-minute flight deals from Chicago

DELTA
Wed, 08-05 (CHI) Chicago -> (MSP) Minneapolis/Saint Paul
Direct
DELTA
Wed, 08-12 (MSP) Minneapolis/Saint Paul -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$224
Frontier Airlines
Thu, 07-16 (CHI) Chicago -> (DFW) Dallas
Direct
Frontier Airlines
Tue, 07-21 (DFW) Dallas -> (CHI) Chicago
Direct

Price found 2 days ago
from Can$242
Porter Airlines
Mon, 06-15 (CHI) Chicago -> (YTO) Toronto
Direct
Porter Airlines
Thu, 06-25 (YTO) Toronto -> (CHI) Chicago
Direct

Price found 4 days ago
from Can$245
Southwest Airlines
Tue, 07-28 (CHI) Chicago -> (MIA) Miami
Direct
Southwest Airlines
Thu, 08-13 (MIA) Miami -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$276
Southwest Airlines
Fri, 08-07 (CHI) Chicago -> (SJU) San Juan
Direct
Southwest Airlines
Sat, 08-15 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 7 days ago
from Can$308
United
Mon, 06-15 (CHI) Chicago -> (YTO) Toronto
Direct
United
Fri, 06-19 (YTO) Toronto -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$339
Southwest Airlines
Wed, 08-26 (CHI) Chicago -> (LAS) Las Vegas
Direct
Southwest Airlines
Sat, 08-29 (LAS) Las Vegas -> (CHI) Chicago
Direct

Price found 15 days ago
from Can$345
Southwest Airlines
Thu, 10-01 (CHI) Chicago -> (LAS) Las Vegas
Direct
Southwest Airlines
Mon, 10-05 (LAS) Las Vegas -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$361
American Airlines
Sat, 09-26 (CHI) Chicago -> (MIA) Miami
Direct

Price found Yesterday
from Can$124
DELTA
Fri, 07-03 (CHI) Chicago -> (AUS) Austin, TX
Direct

Price found 10 days ago
from Can$127
DELTA
Thu, 07-02 (CHI) Chicago -> (AUS) Austin, TX
Direct

Price found 10 days ago
from Can$145
United
Tue, 06-16 (CHI) Chicago -> (MCI) Kansas City
Direct

Price found 2 days ago
from Can$156
United
Thu, 06-11 (CHI) Chicago -> (YTO) Toronto
Direct

Price found Yesterday
from Can$185
American Airlines
Tue, 08-18 (CHI) Chicago -> (MIA) Miami
Direct

Price found 15 days ago
from Can$185
Alaska Airlines
Fri, 07-03 (CHI) Chicago -> (LAS) Las Vegas
Direct

Price found 10 days ago
from Can$185
DELTA
Fri, 09-25 (CHI) Chicago -> (NYC) New York City
Direct

Price found 14 days ago
from Can$190
DELTA
Wed, 08-05 (CHI) Chicago -> (MSP) Minneapolis/Saint Paul
Direct
DELTA
Wed, 08-12 (MSP) Minneapolis/Saint Paul -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$224
Frontier Airlines
Thu, 07-16 (CHI) Chicago -> (DFW) Dallas
Direct
Frontier Airlines
Tue, 07-21 (DFW) Dallas -> (CHI) Chicago
Direct

Price found 2 days ago
from Can$242
Porter Airlines
Mon, 06-15 (CHI) Chicago -> (YTO) Toronto
Direct
Porter Airlines
Thu, 06-25 (YTO) Toronto -> (CHI) Chicago
Direct

Price found 4 days ago
from Can$245
Southwest Airlines
Tue, 07-28 (CHI) Chicago -> (MIA) Miami
Direct
Southwest Airlines
Thu, 08-13 (MIA) Miami -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$276
Southwest Airlines
Fri, 08-07 (CHI) Chicago -> (SJU) San Juan
Direct
Southwest Airlines
Sat, 08-15 (SJU) San Juan -> (CHI) Chicago
Direct

Price found 7 days ago
from Can$308
United
Mon, 06-15 (CHI) Chicago -> (YTO) Toronto
Direct
United
Fri, 06-19 (YTO) Toronto -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$339
Southwest Airlines
Wed, 08-26 (CHI) Chicago -> (LAS) Las Vegas
Direct
Southwest Airlines
Sat, 08-29 (LAS) Las Vegas -> (CHI) Chicago
Direct

Price found 15 days ago
from Can$345
Southwest Airlines
Thu, 10-01 (CHI) Chicago -> (LAS) Las Vegas
Direct
Southwest Airlines
Mon, 10-05 (LAS) Las Vegas -> (CHI) Chicago
Direct

Price found 14 days ago
from Can$361

Info about flights from Chicago

Some useful information about flights from Chicago to plan your next trip

Best price last 15 days Can$245
Average flight duration 2h 29m
Cheapest month January
Average number of flights per week 35
Most frequent airlines Air Canada, United, WestJet
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

The best flight deals from Chicago

Find the cheapest flights from Chicago with the search engine of Jetcost. Book your flight ticket from Chicago in seconds: Jetcost compares for you thousands of offers from travel agencies and scheduled and low cost airlines. In just a few clicks you will have the best flight deals from Chicago.

Flight prices from Chicago

The price of flights from Chicago may be influenced by route, seasonality, weekends and any national holidays.

The cheapest flight found in the last 15 days from Chicago in Canada is available at Can$193.

The airports in Chicago

Chicago has 3 airports: Midway, O'Hare, Rockford. Choosing one of the other airports could be even more convenient: with Jetcost you can compare offers for all available airports in Chicago to see which one is the most convenient for your trip.

Flights from Chicago

Filter your flight search from Chicago as you like

Find the flight that best suits your needs more easily with Jetcost: change your search at any time with the available filters. Choose whether to see offers for flights from Chicago that do not include stopovers or compare only flights from one or more airlines. With Jetcost you have a wide choice of criteria to find the ideal flight at the best price! All in just a few clicks and in real time, without having to repeat the flight search.

Other popular destinations

If you are looking for a flight from United States, you might also be interested in other popular destinations (which might be even cheaper): the most searched cities in United States by our users are: Boston, Miami, New York City, Seattle, Washington.

Frequently Asked Questions

Frequently asked questions about flights from Chicago

How much does an airline ticket from Chicago cost?

The lowest price recorded in the last 15 days for a flight from Chicago to an airport in Canada is Can$193.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular departure cities in United States?

The most popular departure cities according to our users' searches are: Boston, Miami, New York City, Seattle, Washington.