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When is the best time to fly to Chicago?

780€
640€
500€
354€
Price
354€ - 725€

When is the best time to fly to Chicago?

Most travellers find the cheapest return airfare to Chicago when booking during the month of November.

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

From most locations, to find the best deals on airfare, our data shows that users booking 60 days before flying found the cheapest flight 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 Thursday 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?

Our data shows that the cheapest Chicago flights are usually those with afternoon departure times. midday flights are often costlier.


Chicago flight deals found on momondo

Check out some of the best fares to Chicago found recently by users on momondo
Quickest
Cheapest
Icelandair
Icelandair
26 Feb
11:30
DUB
Dublin airport
11h 50m
1 Stop
ORD
17:20
Chicago O'Hare Intl airport
Icelandair
05 Mar
12:30
ORD
Chicago O'Hare Intl airport
9h 50m
1 Stop
DUB
04:20
+1
Dublin airport
285€
KLM
KLM
11 Mar
05:55
DUB
Dublin airport
14h 40m
1 Stop
ORD
15:35
Chicago O'Hare Intl airport
KLM
18 Mar
08:12
ORD
Chicago O'Hare Intl airport
13h 58m
2 Stops
DUB
03:10
+1
Dublin airport
313€
Lufthansa
Lufthansa
26 Feb
10:45
DUB
Dublin airport
14h 10m
1 Stop
ORD
18:55
Chicago O'Hare Intl airport
Lufthansa
06 Mar
01:40
ORD
Chicago O'Hare Intl airport
18h 50m
1 Stop
DUB
02:30
+1
Dublin airport
316€
KLM
KLM
23 Feb
05:55
DUB
Dublin airport
14h 50m
1 Stop
ORD
14:45
Chicago O'Hare Intl airport
KLM
01 Mar
10:40
ORD
Chicago O'Hare Intl airport
14h 00m
1 Stop
DUB
06:40
+1
Dublin airport
318€
Delta
Delta
28 Feb
05:55
DUB
Dublin airport
14h 50m
1 Stop
ORD
14:45
Chicago O'Hare Intl airport
Delta
09 Mar
09:31
ORD
Chicago O'Hare Intl airport
17h 49m
2 Stops
DUB
08:20
+1
Dublin airport
319€
British Airways
British Airways
03 Mar
10:40
DUB
Dublin airport
13h 06m
1 Stop
ORD
17:46
Chicago O'Hare Intl airport
British Airways
24 Mar
13:10
ORD
Chicago O'Hare Intl airport
10h 35m
1 Stop
DUB
04:45
+1
Dublin airport
321€
Icelandair
Icelandair
24 Apr
13:15
DUB
Dublin airport
12h 05m
1 Stop
ORD
19:20
Chicago O'Hare Intl airport
Icelandair
29 Apr
14:30
ORD
Chicago O'Hare Intl airport
9h 25m
1 Stop
DUB
05:55
+1
Dublin airport
352€
Icelandair
Icelandair
26 Feb
11:30
DUB
Dublin airport
11h 50m
1 Stop
ORD
17:20
Chicago O'Hare Intl airport
Icelandair
05 Mar
12:30
ORD
Chicago O'Hare Intl airport
9h 50m
1 Stop
DUB
04:20
+1
Dublin airport
285€
British Airways
British Airways
03 Mar
10:40
DUB
Dublin airport
13h 06m
1 Stop
ORD
17:46
Chicago O'Hare Intl airport
British Airways
24 Mar
13:10
ORD
Chicago O'Hare Intl airport
10h 35m
1 Stop
DUB
04:45
+1
Dublin airport
321€
United Airlines
United Airlines
25 Jun
13:15
DUB
Dublin airport
8h 35m
ORD
15:50
Chicago O'Hare Intl airport
United Airlines
28 Jun
17:50
ORD
Chicago O'Hare Intl airport
17h 35m
1 Stop
DUB
17:25
+1
Dublin airport
519€
Air France
Air France
08 Mar
11:00
DUB
Dublin airport
16h 33m
2 Stops
MDW
22:33
Chicago Midway airport
Air France
03 Apr
10:59
MDW
Chicago Midway airport
12h 01m
1 Stop
DUB
05:00
+1
Dublin airport
623€
KLM
KLM
11 Mar
05:55
DUB
Dublin airport
14h 40m
1 Stop
ORD
15:35
Chicago O'Hare Intl airport
KLM
18 Mar
08:12
ORD
Chicago O'Hare Intl airport
13h 58m
2 Stops
DUB
03:10
+1
Dublin airport
313€

Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the city centre
Chicago Midway
13 km from city centre
Chicago O'Hare Intl
24 km from city centre
Chicago Greater Rockford
126 km from city centre

Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Dublin to Chicago Flights
Fastest flight time
8h 15m
Cheapest price
285€
Shannon to Chicago Flights
Fastest flight time
13h 55m
Cheapest price
436€
Cork to Chicago Flights
Fastest flight time
16h 45m
Cheapest price
448€
Milltown (Kerry) to Chicago Flights
Fastest flight time
16h 06m
Cheapest price
451€
View more

Start planning your trip to Chicago