Find cheap flights to Chicago

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When is the best time to fly to Chicago?

+120.0%
+80.0%
+40.0%
Base
Price
148 - 292 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 60 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
DFW
07 Nov
Dallas/Ft Worth & other airports airport
2h 25m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
09 Nov
Chicago O'Hare Intl airport
2h 35m
DFW
Dallas/Ft Worth & other airports airport
73 USD
Spirit Airlines
Spirit Airlines
BWI
03 Oct
Baltimore/Washington airport
2h 16m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
05 Oct
Chicago O'Hare Intl airport
1h 56m
BWI
Baltimore/Washington airport
80 USD
Spirit Airlines
Spirit Airlines
LGA
17 Oct
New York LaGuardia airport
2h 51m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
24 Oct
Chicago O'Hare Intl airport
2h 12m
LGA
New York LaGuardia airport
80 USD
Spirit Airlines
Spirit Airlines
LGA
12 Nov
New York LaGuardia airport
2h 51m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
13 Nov
Chicago O'Hare Intl airport
2h 12m
LGA
New York LaGuardia airport
80 USD
Spirit Airlines
Spirit Airlines
LGA
04 Dec
New York LaGuardia airport
2h 40m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
05 Dec
Chicago O'Hare Intl airport
2h 09m
LGA
New York LaGuardia airport
80 USD
Spirit Airlines
Spirit Airlines
DFW
24 Sep
Dallas/Ft Worth & other airports airport
2h 30m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
01 Oct
Chicago O'Hare Intl airport
2h 29m
DFW
Dallas/Ft Worth & other airports airport
83 USD
American Airlines
American Airlines
BWI
05 Dec
Baltimore/Washington airport
2h 19m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
07 Dec
Chicago O'Hare Intl airport
1h 50m
BWI
Baltimore/Washington airport
105 USD
Spirit Airlines
Spirit Airlines
BWI
03 Oct
Baltimore/Washington airport
2h 16m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
05 Oct
Chicago O'Hare Intl airport
1h 56m
BWI
Baltimore/Washington airport
80 USD
American Airlines
American Airlines
BWI
04 Nov
Baltimore/Washington airport
2h 23m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
07 Nov
Chicago O'Hare Intl airport
1h 50m
BWI
Baltimore/Washington airport
105 USD
American Airlines
American Airlines
BWI
01 Jan
Baltimore/Washington airport
2h 27m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
08 Jan
Chicago O'Hare Intl airport
1h 58m
BWI
Baltimore/Washington airport
101 USD
Spirit Airlines
Spirit Airlines
LGA
04 Dec
New York LaGuardia airport
2h 40m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
05 Dec
Chicago O'Hare Intl airport
2h 09m
LGA
New York LaGuardia airport
80 USD
Spirit Airlines
Spirit Airlines
DFW
24 Sep
Dallas/Ft Worth & other airports airport
2h 30m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
01 Oct
Chicago O'Hare Intl airport
2h 29m
DFW
Dallas/Ft Worth & other airports airport
83 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
New York to Chicago
Fastest flight time
2h 24m
Cheapest price
60 USD
Houston to Chicago
Fastest flight time
2h 29m
Cheapest price
65 USD
Raleigh to Chicago
Fastest flight time
2h 09m
Cheapest price
65 USD
Baltimore to Chicago
Fastest flight time
2h 02m
Cheapest price
70 USD
Denver to Chicago
Fastest flight time
2h 18m
Cheapest price
70 USD
Orlando to Chicago
Fastest flight time
2h 50m
Cheapest price
71 USD
Dallas to Chicago
Fastest flight time
2h 14m
Cheapest price
73 USD
Atlanta to Chicago
Fastest flight time
1h 59m
Cheapest price
75 USD
Minneapolis to Chicago
Fastest flight time
1h 19m
Cheapest price
77 USD
Austin to Chicago
Fastest flight time
2h 35m
Cheapest price
81 USD
Boston to Chicago
Fastest flight time
2h 40m
Cheapest price
83 USD
Tampa to Chicago
Fastest flight time
2h 45m
Cheapest price
97 USD
Miami to Chicago
Fastest flight time
3h 14m
Cheapest price
103 USD
Fort Myers to Chicago
Fastest flight time
3h 02m
Cheapest price
105 USD
Fort Lauderdale to Chicago
Fastest flight time
3h 08m
Cheapest price
109 USD
Cincinnati to Chicago
Fastest flight time
1h 13m
Cheapest price
111 USD
Burbank to Chicago
Fastest flight time
5h 42m
Cheapest price
112 USD
Sacramento to Chicago
Fastest flight time
3h 53m
Cheapest price
112 USD
Los Angeles to Chicago
Fastest flight time
3h 47m
Cheapest price
113 USD
Philadelphia to Chicago
Fastest flight time
2h 15m
Cheapest price
127 USD
View more

Start planning your trip to Chicago