Prices are in Australian Dollars.

Find cheap flights to Chicago

Find cheap flights to Chicago

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Economy
Washington (WAS)
Chicago All airports
Tue. 14/7
Tue. 21/7
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Good to know

Low season

May Best time to beat the crowds (4% less expensive on average)

High season

July Most popular time to fly (13% more expensive on average)

Average price of a return ticket

$1,119 (avg. price over the last 2 weeks)

Good deal for a return ticket

$829 or less

Top tips for finding cheap flights to Chicago

  • Looking for cheap airfare to Chicago? 25% of our users found return tickets to Chicago for the following prices or less: From Melbourne $1,193, from Sydney Kingsford Smith $1,237, from Brisbane $1,238
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to Chicago is May.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.
  • When booking flights to Chicago, you might notice that the Chicago area is served by more than one airport. The main airports are Chicago O’Hare International Airport, which is also the biggest and the busiest, and Midway International Airport, which is smaller but closer to central Chicago. Chicago Rockford International Airport, in the northern part of Illinois, is the furthest away from Chicago and mostly functions as a cargo airport.
  • Those who want to stretch and get rid of any stress after a long flight to Chicago have yoga rooms at their disposal at both Chicago O’Hare International and Chicago Midway airports. People who prefer something more active while at Chicago O’Hare International Airport can access the Hilton Athletic Club for a fee and make use of the gym or swimming pool.
  • Art enthusiasts will surely appreciate Chicago O’Hare International Airport’s art exhibitions, with artworks including sculptures and paintings displayed around the airport. Make sure to see the neon tunnel called ‘The Sky is the Limit’, which is the airport’s highlight piece.
  • For a fast trip from Chicago O’Hare International Airport to the city centre you can take the CTA Blue Line Train, operating 24 hours a day. Those who have a lot of luggage can choose the Go Airport Express shuttle, which will drop them off in front of their hotel.
  • If you have to charge the battery on your phone after your flight to Chicago, Midway Airport boasts ‘Get Plugged In’ charging points located around the airport. The stations include a comfortable seat where you can rest while bringing your phone back to life.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Chicago flights

How long is the flight to Chicago?

What is the cheapest flight to Chicago?

Which Chicago airport is closest to central Chicago?

Does Chicago O’Hare International Airport provide facilities for families?

Are there hotels near Chicago O’Hare International Airport?

Does Chicago Midway Airport offer free Wi-Fi?

How do I get to the city centre from Chicago Midway International Airport?

How does KAYAK’s flight Price Forecast tool help me choose the right time to buy?

Top 5 airlines flying to Chicago

Scores according to KAYAK customer reviews

8.7
Japan Airlines
Overall score based on 4,471 reviews
8.9
Boarding
8.6
Comfort
9.1
Crew
8.6
Entertainment
8.5
Food
Airline reviews
Read more about Japan Airlines

Book Cheap Flights to Chicago (Return)

Airports
Origin
Brisbane
$1,190
only
$1,190
Adelaide
$2,511
only
$2,511
Melbourne
$1,205
only
$1,205
Sydney
$1,179
only
$1,179
Destination
Chicago
$1,179
only
$1,179
$1,716
only
$1,716
Mon., 3 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
40h 30m
Mon., 10 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,179
Trip: 8 days
Based on null reviews
Tue., 29 Sep.
BNE
Brisbane
ORD
Chicago O'Hare Airport
36h 40m
Sat., 10 Oct.
ORD
Chicago O'Hare Airport
BNE
Brisbane
30h 10m
$1,190
Trip: 12 days
Based on null reviews
Sat., 3 Oct.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
26h 43m
Sat., 17 Oct.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 32m
$1,414
Trip: 15 days
Based on null reviews
Sat., 3 Oct.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
26h 43m
Sat., 17 Oct.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
34h 00m
$1,424
Trip: 15 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
28h 50m
Tue., 6 Oct.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
28h 50m
$1,576
Trip: 8 days
Based on null reviews
Tue., 29 Sep.
BNE
Brisbane
ORD
Chicago O'Hare Airport
21h 57m
Sat., 10 Oct.
ORD
Chicago O'Hare Airport
BNE
Brisbane
17h 20m
$1,687
Trip: 12 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
MDW
Chicago Midway Airport
26h 50m
Tue., 6 Oct.
MDW
Chicago Midway Airport
MEL
Melbourne Airport (Tullamarine)
27h 40m
$1,716
Trip: 8 days
Based on null reviews
Thu., 9 Jul.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
30h 30m
Wed., 11 Nov.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
30h 45m
$1,959
Trip: 126 days
Based on null reviews
Mon., 3 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
42h 49m
Mon., 10 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,181
Trip: 8 days
Based on null reviews
Thu., 23 Jul.
ADL
Adelaide
ORD
Chicago O'Hare Airport
48h 05m
Sun., 26 Jul.
ORD
Chicago O'Hare Airport
ADL
Adelaide
51h 05m
$2,511
Trip: 4 days
Based on null reviews
Fri., 17 Jul.
ADL
Adelaide
ORD
Chicago O'Hare Airport
43h 00m
Tue., 21 Jul.
ORD
Chicago O'Hare Airport
ADL
Adelaide
44h 00m
$2,519
Trip: 5 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
36h 15m
Tue., 6 Oct.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
47h 55m
$1,266
Trip: 8 days
Based on null reviews
Wed., 5 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
40h 30m
Sat., 29 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,188
Trip: 25 days
Based on null reviews
Wed., 5 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
46h 00m
Sat., 29 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,276
Trip: 25 days
Based on null reviews
Thu., 6 Aug.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
36h 38m
Fri., 21 Aug.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
42h 15m
$1,205
Trip: 16 days
Based on null reviews
Mon., 3 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
29h 39m
Mon., 10 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,277
Trip: 8 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
30h 43m
Tue., 6 Oct.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
31h 20m
$1,548
Trip: 8 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
30h 13m
Tue., 6 Oct.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
31h 05m
$1,558
Trip: 8 days
Based on null reviews
Tue., 29 Sep.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
28h 50m
Tue., 6 Oct.
ORD
Chicago O'Hare Airport
MEL
Melbourne Airport (Tullamarine)
28h 50m
$1,587
Trip: 8 days
Based on null reviews
Sun., 9 Aug.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
40h 30m
Sun., 16 Aug.
ORD
Chicago O'Hare Airport
SYD
Sydney Airport
26h 30m
$1,217
Trip: 8 days
Based on null reviews
Show more results

Book Cheap Flights to Chicago (One-way)

Airports
Origin
Brisbane
$922
only
$922
Melbourne
$1,431
only
$1,431
Sydney
$708
only
$708
Destination
Chicago
$708
only
$708
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
44h 01m
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
35h 09m
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
20h 27m
$1,031
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
25h 30m
$1,086
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
26h 30m
$1,099
Based on null reviews
Mon., 6 Jul.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
38h 55m
$1,105
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
20h 27m
$1,162
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
28h 06m
$1,243
Based on null reviews
Sat., 15 Aug.
BNE
Brisbane
ORD
Chicago O'Hare Airport
33h 22m
$1,250
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
41h 40m
$1,260
Based on null reviews
Sun., 5 Jul.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
30h 30m
$1,431
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
25h 37m
$1,460
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
27h 15m
$1,486
Based on null reviews
Wed., 15 Jul.
BNE
Brisbane
ORD
Chicago O'Hare Airport
38h 15m
$1,492
Based on null reviews
Sat., 15 Aug.
BNE
Brisbane
ORD
Chicago O'Hare Airport
37h 55m
$1,494
Based on null reviews
Sat., 22 Aug.
MEL
Melbourne Airport (Tullamarine)
ORD
Chicago O'Hare Airport
35h 13m
$1,496
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
38h 40m
$1,578
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
25h 47m
$1,645
Based on null reviews
Sat., 15 Aug.
BNE
Brisbane
ORD
Chicago O'Hare Airport
57h 43m
Based on null reviews
Thu., 10 Sep.
SYD
Sydney Airport
ORD
Chicago O'Hare Airport
40h 35m
$2,001
Based on null reviews
Show more results
*
Prices are per person, are for e–tickets and include all taxes & fees in AUD.

We attempt to get accurate prices, however, prices are not guaranteed.

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Why aren’t prices accurate 100% of the time?
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