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When is the best time to fly to Chicago?

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+20.0%
Base
Price
12 124 - 17 81712 124 - 17 817 ZAR

When is the best time to fly to Chicago?

Travelling from most locations, it is best to book your flight to Chicago during the month of February for the best deal, although there are other times of the year which offer great deals as well.

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

In general, most flyers find the cheapest time to book a flight to Chicago is about 32 days prior.

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

From most locations, the cheapest day to fly to Chicago is Tuesday. Most users found that departing on a Friday was 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 midday departure times. afternoon 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
Turkish Airlines
Turkish Airlines
08 Oct
JNB
20:10
Johannesburg OR Tambo airport
30h 25m
1 Stop
19:35
+1
ORD
Chicago O'Hare Intl airport
Turkish Airlines
30 Oct
ORD
17:25
Chicago O'Hare Intl airport
29h 45m
1 Stop
6:10
+2
JNB
Johannesburg OR Tambo airport
12 411 ZAR
Turkish Airlines
Turkish Airlines
05 Feb
CPT
20:00
Cape Town Intl airport
31h 55m
1 Stop
19:55
+1
ORD
Chicago O'Hare Intl airport
Turkish Airlines
18 Feb
ORD
15:25
Chicago O'Hare Intl airport
31h 15m
1 Stop
6:40
+2
CPT
Cape Town Intl airport
13 339 ZAR
Qatar Airways
Qatar Airways
18 Oct
JNB
15:45
Johannesburg OR Tambo airport
31h 15m
1 Stop
16:00
+1
ORD
Chicago O'Hare Intl airport
Qatar Airways
21 Oct
ORD
13:50
Chicago O'Hare Intl airport
26h 45m
1 Stop
23:35
+1
JNB
Johannesburg OR Tambo airport
13 947 ZAR
Ethiopian Air
Ethiopian Air
15 Dec
JNB
10:20
Johannesburg OR Tambo airport
30h 35m
2 Stops
8:55
+1
ORD
Chicago O'Hare Intl airport
Ethiopian Air
11 Jan
ORD
3:30
Chicago O'Hare Intl airport
26h 25m
1 Stop
13:55
+1
JNB
Johannesburg OR Tambo airport
14 175 ZAR
Qatar Airways
Qatar Airways
13 Oct
JNB
15:45
Johannesburg OR Tambo airport
31h 15m
1 Stop
16:00
+1
ORD
Chicago O'Hare Intl airport
Qatar Airways
20 Oct
ORD
13:50
Chicago O'Hare Intl airport
26h 45m
1 Stop
23:35
+1
JNB
Johannesburg OR Tambo airport
14 175 ZAR
Qatar Airways
Qatar Airways
17 Oct
JNB
15:45
Johannesburg OR Tambo airport
31h 15m
1 Stop
16:00
+1
ORD
Chicago O'Hare Intl airport
Qatar Airways
23 Oct
ORD
13:50
Chicago O'Hare Intl airport
26h 45m
1 Stop
23:35
+1
JNB
Johannesburg OR Tambo airport
14 191 ZAR
KLM
KLM
21 Jan
CPT
2:30
Cape Town Intl airport
22h 15m
1 Stop
16:45
ORD
Chicago O'Hare Intl airport
KLM
03 Feb
ORD
10:40
Chicago O'Hare Intl airport
22h 00m
1 Stop
16:40
+1
CPT
Cape Town Intl airport
14 388 ZAR
Delta
Delta
17 Oct
JNB
21:55
Johannesburg OR Tambo airport
20h 57m
1 Stop
11:52
+1
MDW
Chicago Midway airport
Delta
23 Oct
MDW
5:31
Chicago Midway airport
24h 04m
1 Stop
12:35
+1
JNB
Johannesburg OR Tambo airport
14 252 ZAR
Delta
Delta
22 Jan
JNB
22:55
Johannesburg OR Tambo airport
25h 58m
1 Stop
16:53
+1
MDW
Chicago Midway airport
Delta
03 Feb
MDW
3:15
Chicago Midway airport
23h 05m
2 Stops
10:20
+1
JNB
Johannesburg OR Tambo airport
14 252 ZAR
Delta
Delta
04 Feb
CPT
2:30
Cape Town Intl airport
26h 17m
2 Stops
20:47
MDW
Chicago Midway airport
Delta
18 Feb
MDW
7:02
Chicago Midway airport
25h 38m
2 Stops
16:40
+1
CPT
Cape Town Intl airport
16 092 ZAR
Delta
Delta
21 Jan
CPT
2:30
Cape Town Intl airport
27h 09m
2 Stops
21:39
MDW
Chicago Midway airport
Delta
03 Feb
MDW
7:02
Chicago Midway airport
25h 38m
2 Stops
16:40
+1
CPT
Cape Town Intl airport
15 666 ZAR
KLM
KLM
22 Sep
JNB
1:10
Johannesburg OR Tambo airport
25h 59m
2 Stops
20:09
MDW
Chicago Midway airport
KLM
29 Sep
MDW
1:00
Chicago Midway airport
28h 35m
1 Stop
12:35
+1
JNB
Johannesburg OR Tambo airport
21 613 ZAR

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
Johannesburg to Chicago
Fastest flight time
27h 15m
Cheapest price
11 194 ZAR
Cape Town to Chicago
Fastest flight time
22h 15m
Cheapest price
14 601 ZAR
Durban to Chicago
Fastest flight time
49h 25m
Cheapest price
15 042 ZAR

Start planning your trip to Chicago