Find cheap flights to Chicago

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When is the best time to fly to Chicago?

$2,390
$2,090
$1,790
$1,491
Price
$1,491 - $2,301

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?

From most locations, booking your flights to Chicago around 13 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 Monday. Try to avoid departing on a Saturday, 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 morning flights are the most cost-effective. evening 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
Qantas Airways
Qantas Airways
05 May
18:05
AKL
Auckland Intl airport
32h 02m
2 Stops
ORD
09:07
+1
Chicago O'Hare Intl airport
Qantas Airways
20 May
16:50
ORD
Chicago O'Hare Intl airport
23h 05m
1 Stop
AKL
08:55
+2
Auckland Intl airport
$1,322
Qantas Airways
Qantas Airways
24 Mar
19:05
AKL
Auckland Intl airport
41h 59m
2 Stops
ORD
19:04
+1
Chicago O'Hare Intl airport
Qantas Airways
22 Apr
16:50
ORD
Chicago O'Hare Intl airport
23h 05m
1 Stop
AKL
08:55
+2
Auckland Intl airport
$1,655
China Eastern
China Eastern
28 Jun
09:00
AKL
Auckland Intl airport
32h 40m
1 Stop
ORD
00:40
+1
Chicago O'Hare Intl airport
China Eastern
24 Jul
09:50
ORD
Chicago O'Hare Intl airport
32h 20m
1 Stop
AKL
11:10
+2
Auckland Intl airport
$1,668
Delta
Delta
04 Mar
19:20
CHC
Christchurch airport
31h 48m
3 Stops
ORD
08:08
+1
Chicago O'Hare Intl airport
Delta
11 Mar
03:17
ORD
Chicago O'Hare Intl airport
36h 43m
3 Stops
CHC
10:00
+2
Christchurch airport
$1,674
Qantas Airways
Qantas Airways
23 Jun
20:35
AKL
Auckland Intl airport
38h 18m
2 Stops
ORD
17:53
+1
Chicago O'Hare Intl airport
Qantas Airways
30 Jun
13:35
ORD
Chicago O'Hare Intl airport
29h 05m
2 Stops
AKL
11:40
+2
Auckland Intl airport
$1,688
Delta
Delta
06 Jun
18:20
AKL
Auckland Intl airport
32h 15m
3 Stops
ORD
09:35
+1
Chicago O'Hare Intl airport
Delta
14 Jun
09:48
ORD
Chicago O'Hare Intl airport
31h 17m
3 Stops
AKL
10:05
+2
Auckland Intl airport
$1,711
Air New Zealand
Air New Zealand
02 Mar
08:35
AKL
Auckland Intl airport
22h 27m
1 Stop
ORD
12:02
Chicago O'Hare Intl airport
Air New Zealand
04 Mar
13:15
ORD
Chicago O'Hare Intl airport
16h 30m
AKL
00:45
+2
Auckland Intl airport
$1,799
Air New Zealand
Air New Zealand
04 Mar
09:10
AKL
Auckland Intl airport
14h 55m
ORD
05:05
Chicago O'Hare Intl airport
Air New Zealand
05 Mar
05:45
ORD
Chicago O'Hare Intl airport
26h 10m
1 Stop
AKL
02:55
+2
Auckland Intl airport
$1,870
Air New Zealand
Air New Zealand
27 Feb
08:35
AKL
Auckland Intl airport
33h 59m
1 Stop
ORD
23:34
Chicago O'Hare Intl airport
Air New Zealand
28 Feb
13:15
ORD
Chicago O'Hare Intl airport
16h 30m
AKL
00:45
+2
Auckland Intl airport
$1,826
Qantas Airways
Qantas Airways
05 May
18:05
AKL
Auckland Intl airport
32h 02m
2 Stops
ORD
09:07
+1
Chicago O'Hare Intl airport
Qantas Airways
20 May
16:50
ORD
Chicago O'Hare Intl airport
23h 05m
1 Stop
AKL
08:55
+2
Auckland Intl airport
$1,322
Air New Zealand
Air New Zealand
26 Feb
08:35
AKL
Auckland Intl airport
31h 33m
1 Stop
ORD
21:08
Chicago O'Hare Intl airport
Air New Zealand
27 Feb
05:25
ORD
Chicago O'Hare Intl airport
26h 30m
1 Stop
AKL
02:55
+2
Auckland Intl airport
$1,834
Qantas Airways
Qantas Airways
16 May
18:20
CHC
Christchurch airport
27h 20m
1 Stop
ORD
04:40
+1
Chicago O'Hare Intl airport
Qantas Airways
04 Jun
08:20
ORD
Chicago O'Hare Intl airport
32h 40m
2 Stops
CHC
10:00
+2
Christchurch airport
$1,715

Which airlines operate flights to Chicago?


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
San Francisco to Chicago Flights
Fastest flight time
7h 20m
Cheapest price
$869
Auckland to Chicago Flights
Fastest flight time
14h 55m
Cheapest price
$1,322
Wellington to Chicago Flights
Fastest flight time
38h 50m
Cheapest price
$1,656
Christchurch to Chicago Flights
Fastest flight time
27h 20m
Cheapest price
$1,677
View more

Start planning your trip to Chicago