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When is the best time to fly to Chicago?

328 USD
268 USD
209 USD
149 USD
Price
148 - 292 USD

When is the best time to fly to Chicago?

Most travelers find the cheapest round-trip airfare to Chicago when booking during the month of February.

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

From most locations, booking your flights to Chicago around 60 days prior to your departure date finds the best deals.

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

On average, the cheapest flights to Chicago are found when departing on a Tuesday. Try to avoid departing on a Sunday, as this is usually the most expensive day.

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

In general, when looking for the cheapest flight to Chicago, our data indicates that evening flights are the most cost-effective. afternoon flights tend to be the most expensive.


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
BWI
05 Dec
Baltimore/Washington airport
2h 10m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
06 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
75 USD
Spirit Airlines
Spirit Airlines
BWI
26 Feb
Baltimore/Washington airport
2h 15m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
29 Feb
Chicago O'Hare Intl airport
1h 53m
BWI
Baltimore/Washington airport
75 USD
Spirit Airlines
Spirit Airlines
LGA
14 Nov
New York LaGuardia airport
2h 42m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
19 Nov
Chicago O'Hare Intl airport
2h 10m
LGA
New York LaGuardia airport
79 USD
United Airlines
United Airlines
BOS
10 Nov
Boston Logan Intl airport
2h 49m
ORD
Chicago O'Hare Intl airport
United Airlines
ORD
13 Nov
Chicago O'Hare Intl airport
2h 28m
BOS
Boston Logan Intl airport
90 USD
Spirit Airlines
Spirit Airlines
DFW
18 Dec
Dallas/Fort Worth airport
2h 23m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
25 Dec
Chicago O'Hare Intl airport
2h 38m
DFW
Dallas/Fort Worth airport
99 USD
Spirit Airlines
Spirit Airlines
DFW
14 Nov
Dallas/Fort Worth airport
2h 19m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
21 Nov
Chicago O'Hare Intl airport
2h 36m
DFW
Dallas/Fort Worth airport
101 USD
Spirit Airlines
Spirit Airlines
BWI
05 Dec
Baltimore/Washington airport
2h 10m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
06 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
75 USD
Spirit Airlines
Spirit Airlines
BWI
26 Feb
Baltimore/Washington airport
2h 15m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
29 Feb
Chicago O'Hare Intl airport
1h 53m
BWI
Baltimore/Washington airport
75 USD
American Airlines
American Airlines
BWI
11 Dec
Baltimore/Washington airport
2h 22m
ORD
Chicago O'Hare Intl airport
American Airlines
ORD
15 Dec
Chicago O'Hare Intl airport
1h 54m
BWI
Baltimore/Washington airport
130 USD
Spirit Airlines
Spirit Airlines
LGA
14 Nov
New York LaGuardia airport
2h 42m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
19 Nov
Chicago O'Hare Intl airport
2h 10m
LGA
New York LaGuardia airport
79 USD
Spirit Airlines
Spirit Airlines
LGA
14 Nov
New York LaGuardia airport
2h 42m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
19 Nov
Chicago O'Hare Intl airport
2h 10m
LGA
New York LaGuardia airport
109 USD
Spirit Airlines
Spirit Airlines
DFW
14 Nov
Dallas/Fort Worth airport
2h 19m
ORD
Chicago O'Hare Intl airport
Spirit Airlines
ORD
21 Nov
Chicago O'Hare Intl airport
2h 36m
DFW
Dallas/Fort Worth airport
101 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
Tampa to Chicago Flights
Fastest flight time
2h 50m
Cheapest price
52 USD
Las Vegas to Chicago Flights
Fastest flight time
3h 21m
Cheapest price
52 USD
Raleigh to Chicago Flights
Fastest flight time
2h 09m
Cheapest price
53 USD
Denver to Chicago Flights
Fastest flight time
2h 18m
Cheapest price
65 USD
Jacksonville to Chicago Flights
Fastest flight time
2h 30m
Cheapest price
65 USD
New Orleans to Chicago Flights
Fastest flight time
2h 29m
Cheapest price
65 USD
Minneapolis to Chicago Flights
Fastest flight time
1h 19m
Cheapest price
67 USD
Fort Myers to Chicago Flights
Fastest flight time
3h 06m
Cheapest price
68 USD
Phoenix to Chicago Flights
Fastest flight time
3h 18m
Cheapest price
71 USD
Orlando to Chicago Flights
Fastest flight time
2h 49m
Cheapest price
72 USD
Dallas to Chicago Flights
Fastest flight time
2h 14m
Cheapest price
75 USD
Boston to Chicago Flights
Fastest flight time
2h 41m
Cheapest price
75 USD
Houston to Chicago Flights
Fastest flight time
2h 29m
Cheapest price
75 USD
Baltimore to Chicago Flights
Fastest flight time
2h 02m
Cheapest price
75 USD
Atlanta to Chicago Flights
Fastest flight time
1h 57m
Cheapest price
75 USD
Fort Lauderdale to Chicago Flights
Fastest flight time
3h 04m
Cheapest price
75 USD
Austin to Chicago Flights
Fastest flight time
2h 37m
Cheapest price
82 USD
New York to Chicago Flights
Fastest flight time
2h 27m
Cheapest price
90 USD
Miami to Chicago Flights
Fastest flight time
3h 15m
Cheapest price
90 USD
San Diego to Chicago Flights
Fastest flight time
3h 55m
Cheapest price
94 USD
View more

Start planning your trip to Chicago