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When is the best time to fly to Chicago?

+105.0%
+70.0%
+35.0%
Base
Price
1,236 - 2,343 AUD

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 May 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?

On average, from most locations, when planning your trip to Chicago, try to book your flight in the region of 60 days in advance for the cheapest prices.

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 Friday 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, morning flights represent the best value. evening 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
China Eastern
China Eastern
SYD
31 Oct.
Sydney Kingsford Smith airport
31h 10m
1 Stop
ORD
Chicago O'Hare Intl airport
China Eastern
ORD
04 Nov.
Chicago O'Hare Intl airport
30h 45m
1 Stop
SYD
Sydney Kingsford Smith airport
1,077 AUD
Air New Zealand
Air New Zealand
BNE
25 Oct.
Brisbane airport
20h 40m
1 Stop
ORD
Chicago O'Hare Intl airport
Air New Zealand
ORD
08 Nov.
Chicago O'Hare Intl airport
22h 35m
1 Stop
BNE
Brisbane airport
1,085 AUD
China Eastern
China Eastern
SYD
26 Feb.
Sydney Kingsford Smith airport
54h 50m
3 Stops
ORD
Chicago O'Hare Intl airport
China Eastern
ORD
02 Mar.
Chicago O'Hare Intl airport
30h 45m
1 Stop
SYD
Sydney Kingsford Smith airport
1,151 AUD
China Eastern
China Eastern
SYD
01 Nov.
Sydney Kingsford Smith airport
41h 45m
1 Stop
ORD
Chicago O'Hare Intl airport
China Eastern
ORD
04 Nov.
Chicago O'Hare Intl airport
30h 45m
1 Stop
SYD
Sydney Kingsford Smith airport
1,171 AUD
United Airlines
United Airlines
MEL
07 Oct.
Melbourne & other airports airport
20h 04m
1 Stop
ORD
Chicago O'Hare Intl airport
United Airlines
ORD
06 Nov.
Chicago O'Hare Intl airport
24h 36m
1 Stop
MEL
Melbourne & other airports airport
1,180 AUD
Delta
Delta
MEL
23 Oct.
Melbourne & other airports airport
26h 15m
3 Stops
MDW
Chicago Midway airport
Delta
MDW
27 Oct.
Chicago Midway airport
28h 29m
2 Stops
MEL
Melbourne & other airports airport
1,225 AUD
Air New Zealand
Air New Zealand
BNE
25 Oct.
Brisbane airport
20h 40m
1 Stop
ORD
Chicago O'Hare Intl airport
Air New Zealand
ORD
08 Nov.
Chicago O'Hare Intl airport
22h 35m
1 Stop
BNE
Brisbane airport
1,085 AUD
United Airlines
United Airlines
MEL
07 Oct.
Melbourne & other airports airport
20h 04m
1 Stop
ORD
Chicago O'Hare Intl airport
United Airlines
ORD
06 Nov.
Chicago O'Hare Intl airport
24h 36m
1 Stop
MEL
Melbourne & other airports airport
1,180 AUD
Delta
Delta
SYD
10 Feb.
Sydney Kingsford Smith airport
25h 19m
2 Stops
MDW
Chicago Midway airport
Delta
MDW
20 Feb.
Chicago Midway airport
24h 46m
2 Stops
SYD
Sydney Kingsford Smith airport
1,470 AUD
Air New Zealand
Air New Zealand
ADL
04 Nov.
Adelaide airport
27h 20m
2 Stops
ORD
Chicago O'Hare Intl airport
Air New Zealand
ORD
27 Nov.
Chicago O'Hare Intl airport
23h 10m
1 Stop
ADL
Adelaide airport
1,262 AUD
Delta
Delta
MEL
30 Sep.
Melbourne & other airports airport
26h 05m
2 Stops
MDW
Chicago Midway airport
Delta
MDW
06 Oct.
Chicago Midway airport
26h 26m
2 Stops
MEL
Melbourne & other airports airport
1,828 AUD
Delta
Delta
SYD
11 Oct.
Sydney Kingsford Smith airport
23h 40m
2 Stops
ORD
Chicago O'Hare Intl airport
Delta
ORD
18 Oct.
Chicago O'Hare Intl airport
29h 28m
2 Stops
SYD
Sydney Kingsford Smith airport
1,297 AUD

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
Los Angeles to Chicago
Fastest flight time
4h 00m
Cheapest price
252 AUD
Newark to Chicago
Fastest flight time
2h 25m
Cheapest price
347 AUD
Sydney to Chicago
Fastest flight time
24h 51m
Cheapest price
1,077 AUD
Melbourne to Chicago
Fastest flight time
24h 46m
Cheapest price
1,081 AUD
Brisbane to Chicago
Fastest flight time
20h 40m
Cheapest price
1,085 AUD
Adelaide to Chicago
Fastest flight time
26h 10m
Cheapest price
1,241 AUD
Coolangatta to Chicago
Fastest flight time
20h 35m
Cheapest price
1,263 AUD
Perth to Chicago
Fastest flight time
26h 05m
Cheapest price
1,283 AUD
Cairns to Chicago
Fastest flight time
34h 03m
Cheapest price
1,846 AUD
Townsville to Chicago
Fastest flight time
56h 30m
Cheapest price
2,051 AUD
View more

Start planning your trip to Chicago