Find cheap flights to Chicago

Fri 10/11
Fri 10/18
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When is the best time to fly to Chicago?

326 USD
266 USD
207 USD
148 USD
Price
148 - 291 USD

When is the best time to fly to Chicago?

From most locations, the cheapest flights to Chicago can be found during the month of February; however great deals can be found at other times.

When is the best time to book a flight to Chicago?

Most flyers found that booking flight tickets 55 days in advance of their planned departure date is, on average, the best time to get cheap flights to Chicago.

What is the cheapest day to depart on your flight to Chicago?

Most of our users find that booking their departure to Chicago on a Tuesday is the cheapest. Conversely, departing on a Sunday seems to be the most expensive.

What is the cheapest time of day to fly to Chicago?

Generally, when visiting Chicago, evening flights represent the best value. afternoon flights are likely to have higher prices.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
Spirit Airlines
Spirit Airlines
BOS
30 Oct
Boston Logan Intl airport
2h 55m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
31 Oct
Chicago O'Hare Intl airport
2h 28m
BOS
Boston Logan Intl airport
65 USD
Spirit Airlines
Spirit Airlines
BOS
02 Nov
Boston Logan Intl airport
2h 55m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
04 Nov
Chicago O'Hare Intl airport
2h 28m
BOS
Boston Logan Intl airport
65 USD
Spirit Airlines
Spirit Airlines
DFW
13 Nov
Dallas/Ft Worth & other airports airport
2h 25m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
04 Dec
Chicago O'Hare Intl airport
2h 45m
DFW
Dallas/Ft Worth & other airports airport
65 USD
Spirit Airlines
Spirit Airlines
BWI
22 Oct
Baltimore/Washington airport
2h 13m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
23 Oct
Chicago O'Hare Intl airport
1h 53m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
02 Nov
Baltimore/Washington airport
2h 09m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
04 Nov
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
04 Dec
Baltimore/Washington airport
2h 10m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
09 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
73 USD
American Airlines
American Airlines
BWI
07 Feb
Baltimore/Washington airport
2h 16m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
11 Feb
Chicago O'Hare Intl airport
1h 47m
BWI
Baltimore/Washington airport
125 USD
Spirit Airlines
Spirit Airlines
BWI
02 Nov
Baltimore/Washington airport
2h 09m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
04 Nov
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
04 Dec
Baltimore/Washington airport
2h 10m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
09 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
08 Dec
Baltimore/Washington airport
2h 10m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
11 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
22 Oct
Baltimore/Washington airport
2h 13m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
23 Oct
Chicago O'Hare Intl airport
1h 53m
BWI
Baltimore/Washington airport
73 USD
Spirit Airlines
Spirit Airlines
LGA
22 Oct
New York LaGuardia airport
2h 30m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
30 Oct
Chicago O'Hare Intl airport
2h 12m
LGA
New York LaGuardia airport
82 USD

Which is the cheapest airline for flights to Chicago?

Here you can see a selection of the most popular and cheapest airlines for your flight to Chicago

Airports near Chicago

Below you will find all the airports in Chicago along with the distance from the city center
Chicago Midway
8 mi from city center
Chicago O'Hare Intl
15 mi from city center
Chicago Greater Rockford
78 mi from city center

Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Raleigh to Chicago Flights
Fastest flight time
2h 09m
Cheapest price
53 USD
Boston to Chicago Flights
Fastest flight time
2h 40m
Cheapest price
65 USD
Atlanta to Chicago Flights
Fastest flight time
1h 55m
Cheapest price
65 USD
Houston to Chicago Flights
Fastest flight time
2h 29m
Cheapest price
65 USD
Jacksonville to Chicago Flights
Fastest flight time
2h 30m
Cheapest price
66 USD
Minneapolis to Chicago Flights
Fastest flight time
1h 25m
Cheapest price
71 USD
Denver to Chicago Flights
Fastest flight time
2h 18m
Cheapest price
72 USD
Orlando to Chicago Flights
Fastest flight time
2h 58m
Cheapest price
72 USD
New Orleans to Chicago Flights
Fastest flight time
2h 29m
Cheapest price
72 USD
Baltimore to Chicago Flights
Fastest flight time
2h 09m
Cheapest price
73 USD
Dallas to Chicago Flights
Fastest flight time
2h 14m
Cheapest price
81 USD
Fort Myers to Chicago Flights
Fastest flight time
3h 06m
Cheapest price
81 USD
New York to Chicago Flights
Fastest flight time
2h 29m
Cheapest price
82 USD
Fort Lauderdale to Chicago Flights
Fastest flight time
3h 10m
Cheapest price
82 USD
Austin to Chicago Flights
Fastest flight time
2h 37m
Cheapest price
82 USD
Nashville to Chicago Flights
Fastest flight time
1h 43m
Cheapest price
93 USD
Tampa to Chicago Flights
Fastest flight time
2h 49m
Cheapest price
96 USD
Sacramento to Chicago Flights
Fastest flight time
3h 57m
Cheapest price
100 USD
Burbank to Chicago Flights
Fastest flight time
5h 58m
Cheapest price
109 USD
Miami to Chicago Flights
Fastest flight time
3h 15m
Cheapest price
110 USD
View more

Start planning your trip to Chicago