Find cheap flights to Chicago

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Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
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When is the best time to fly to Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Australia, with most prices found around $1,269. If you’re not able to fly to Chicago in February, then August is your next best option. Flight prices from Australia to Chicago during August average around $1,274.

How far in advance should I book a flight to Chicago?

In general, most travellers find the cheapest time to book a flight to Chicago is about 14 days prior to their departure date, when tickets on average are $1,459. Don’t hesitate to check prices now though, because momondo users recently found tickets for as low as $1,187.

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

Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $1,328. On the other hand, Saturday is the most expensive day to depart from Australia because it is more convenient for both business and leisure travellers. As a result, prices tend to be around $1,479.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Australia to Chicago during this time can be as low as $1,367. Try not to purchase tickets in the evening because they tend to be around $1,545. Of course, these prices can vary depending on the time of year and what airport you fly to.

When is it best to fly to Chicago to go sightseeing?

The city of Chicago has many sights to see while visiting. Many tourists find it ideal to go sightseeing when the weather is warmer, but not blistering. Consider booking your flight to Chicago for May or June, when temperatures are a bit higher and the chance of rain is relatively low. Many travellers find it worthwhile to visit Wrigley Field and Magnificent Mile.


Chicago flight deals found on momondo

Check out some of the best fares from airports in Australia to Chicago found recently by users on momondo
Cheapest
Best
Quickest
Japan Airlines
3 Aug.
SYD
Sydney Kingsford Smith
40h 30m
1 stop
ORD
Chicago O'Hare Intl
10 Aug.
ORD
Chicago O'Hare Intl
26h 30m
1 stop
SYD
Sydney Kingsford Smith
Multiple Airlines
29 Sep.
BNE
Brisbane
36h 40m
2 stops
ORD
Chicago O'Hare Intl
10 Oct.
ORD
Chicago O'Hare Intl
30h 10m
2 stops
BNE
Brisbane
Japan Airlines
3 Aug.
SYD
Sydney Kingsford Smith
42h 49m
2 stops
ORD
Chicago O'Hare Intl
10 Aug.
ORD
Chicago O'Hare Intl
26h 30m
1 stop
SYD
Sydney Kingsford Smith
Multiple Airlines
29 Sep.
MEL
Melbourne
36h 15m
2 stops
ORD
Chicago O'Hare Intl
6 Oct.
ORD
Chicago O'Hare Intl
47h 55m
2 stops
MEL
Melbourne
Japan Airlines
5 Aug.
SYD
Sydney Kingsford Smith
40h 30m
1 stop
ORD
Chicago O'Hare Intl
29 Aug.
ORD
Chicago O'Hare Intl
26h 30m
1 stop
SYD
Sydney Kingsford Smith
Multiple Airlines
5 Aug.
SYD
Sydney Kingsford Smith
46h 00m
2 stops
ORD
Chicago O'Hare Intl
29 Aug.
ORD
Chicago O'Hare Intl
26h 30m
1 stop
SYD
Sydney Kingsford Smith

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights to Chicago, view some of our deals below.
Cheapest
Best
Quickest
Multiple Airlines
10 Sep.
SYD
Sydney Kingsford Smith
44h 01m
2 stops
ORD
Chicago O'Hare Intl
Air New Zealand
10 Sep.
SYD
Sydney Kingsford Smith
35h 09m
2 stops
ORD
Chicago O'Hare Intl
Qantas Airways
10 Sep.
SYD
Sydney Kingsford Smith
20h 27m
1 stop
ORD
Chicago O'Hare Intl

Which airlines fly to Chicago?

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago

Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the 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 Flights
Fastest flight time
3h 47m
Cheapest price
$226
New York to Chicago Flights
Fastest flight time
5h 36m
Cheapest price
$400

Start planning your trip to Chicago

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