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$612+ Cheap flights from Australia to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/27. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
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Cheap flight deals from Australia to Chicago

Cheapest flights from Australia to Chicago
Explore the most affordable flight options available from Australia to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.

This Aunt Betty deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aunt Betty is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/89:45 am
MEL
-
ORD
1 stop22h 44m
Qantas Airways
Sat 8/2211:52 am
ORD
-
MEL
1 stop27h 53m
Qantas Airways
Deal found 6/21$924
This Bravofly deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:45 am
MEL
-
ORD
1 stop28h 45m
Qantas Airways
Thu 8/279:06 pm
ORD
-
MEL
1 stop42h 39m
Qantas Airways
Deal found 6/20$926
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/139:45 am
MEL
-
ORD
1 stop22h 06m
Qantas Airways
Thu 8/2011:52 am
ORD
-
MEL
1 stop27h 53m
Qantas Airways
Deal found 6/20$927
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:45 am
MEL
-
ORD
2 stops30h 06m
American Airlines
Sun 8/97:00 am
ORD
-
MEL
1 stop32h 45m
American Airlines
Deal found 6/19$936
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/279:45 am
MEL
-
ORD
1 stop28h 15m
American Airlines
Tue 8/1111:52 am
ORD
-
MEL
1 stop27h 53m
American Airlines
Deal found 6/18$944
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:55 am
MEL
-
ORD
2 stops23h 10m
United Airlines
Wed 7/294:05 pm
ORD
-
MEL
2 stops24h 25m
United Airlines
Deal found 6/20$949
This Trip.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/31:15 pm
SYD
-
MDW
3 stops36h 52m
Multiple Airlines
Mon 8/1711:06 am
MDW
-
SYD
3 stops33h 44m
Multiple Airlines
Deal found 6/20$950
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:55 am
MEL
-
ORD
1 stop27h 04m
United Airlines
Fri 7/316:00 am
ORD
-
MEL
1 stop34h 30m
United Airlines
Deal found 6/17$956
This TravelUp deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:55 am
MEL
-
ORD
1 stop20h 43m
Multiple Airlines
Wed 7/292:30 pm
ORD
-
MEL
1 stop26h 45m
Multiple Airlines
Deal found 6/17$969
This TravelUp deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1510:55 am
MEL
-
ORD
1 stop20h 43m
Multiple Airlines
Wed 7/292:30 pm
ORD
-
MEL
1 stop26h 45m
Multiple Airlines
Deal found 6/16$972
This Trip.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/271:15 pm
SYD
-
ORD
2 stops32h 02m
Multiple Airlines
Mon 8/1010:16 am
ORD
-
SYD
3 stops34h 34m
Multiple Airlines
Deal found 6/19$976
This Trip.com deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:15 pm
SYD
-
MDW
3 stops36h 43m
Multiple Airlines
Mon 9/147:25 am
MDW
-
SYD
3 stops47h 45m
Multiple Airlines
Deal found 6/16$978

Find flight deals from Australia to Chicago

Keep the following information in mind while searching for Australia to Chicago flight deals. Data was last updated June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$924
(Aunt Betty)

One-way from

$612
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$1,321
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
Search Deals
From Australia to Chicago (CHI)
Search Deals
One-way flight from Australia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Australia to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Australia to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 8/13

10:55 am-8:33 pm

2 stops24h 38m

Chicago O'Hare Intl

Thu 8/20

7:30 am-8:15 am

2 stops33h 45m

$949
Quickest round-trip

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Tue 7/14

10:55 am-4:38 pm

1 stop20h 43m

Chicago O'Hare Intl

Wed 7/29

2:33 pm-7:30 am

2 stops25h 57m

$949

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Wed 7/15

10:55 am-4:38 pm

1 stop20h 43m

Chicago O'Hare Intl

Wed 7/29

2:30 pm-8:15 am

1 stop26h 45m

$972

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 7/24

9:30 am-11:16 pm

1 stop28h 46m

Chicago O'Hare Intl

Sun 8/2

9:30 pm-7:30 am

1 stop43h 00m

$978

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 7/24

10:00 am-10:15 pm

2 stops27h 15m

Chicago Midway

Sun 8/2

6:58 pm-7:50 am

2 stops45h 52m

$1,074

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 7/24

10:00 am-5:35 pm

1 stop22h 35m

Chicago O'Hare Intl

Sun 8/2

7:40 pm-7:50 am

2 stops45h 10m

$1,074

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Wed 7/15

10:00 am-9:29 pm

2 stops26h 29m

Chicago O'Hare Intl

Fri 7/24

6:35 pm-7:50 am

1 stop22h 15m

$1,079

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Mon 8/3

8:55 am-8:29 pm

2 stops26h 04m

Chicago O'Hare Intl

Mon 8/10

3:54 pm-8:00 am

2 stops25h 36m

$1,161

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Sat 8/1

6:00 am-7:44 pm

2 stops28h 14m

Chicago O'Hare Intl

Sat 8/8

9:06 pm-9:25 am

2 stops45h 49m

$1,201

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 8/14

9:00 am-3:54 pm

2 stops45h 54m

Chicago O'Hare Intl

Fri 8/28

9:06 pm-11:15 pm

2 stops59h 09m

$1,235

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Australia to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Australia with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Australia to Chicago

What is the cheapest month to book a flight from Australia to Chicago?

Currently, September is the cheapest month in which you can book a flight from Australia to Chicago (average of $123). Flying from Australia to Chicago in January is currently the most expensive (average of $842). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How far ahead should I book a flight from Australia to Chicago?

The best time to book flights from Australia to Chicago is 44 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 21, 2026.
Get a feel of what it's like to fly with United Airlines from Australia to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,868 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,868 reviews
United Airlines
7.4
Good
9,868 reviews

Comfort

7.3

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Related info for your journey

Find useful and relevant information for your journey from Australia to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Australia to Chicago?

    Qantas Airways, United Airlines, and Delta can get you from Australia to Chicago in just under 20h 43m. Your travel time can differ by up to 8h 02m. Australia and Chicago are separated by a distance of 9660 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Australia to Chicago one-way?

    One-way options have recently been found by users for as low as $709 on American Airlines. Other airlines that offer cheap prices include Air Canada from $732 and Qantas Airways from $797 one-way.

  • What are the most popular routes from Australia to Chicago?

    The most popular route from Australia to Chicago is Melbourne - Chicago O'Hare Intl. You may also consider Sydney Kingsford Smith - Chicago O'Hare Intl or Sydney Kingsford Smith - Chicago Midway.

  • Can I find deals for flights from Australia to Chicago that include hotel bookings?

    Yes. In addition to deals on Australia to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Australia to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Australia to Chicago.

  • Can I find deals for business class flights from Australia to Chicago?

    Yes. Cheapflights offers flight deals from Australia to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Australia to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Australia to Chicago (average of $123). Flying from Australia to Chicago in January is currently the most expensive (average of $842). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Australia to Chicago

Discover the top 4 airlines that operate flights from Australia to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$862Average$933FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$902Average$1,178FlexibilityNo cancel feeOn-time69%
Qantas AirwaysCheapest$970Average$1,316FlexibilityNo cancel feeOn-time74%
Japan AirlinesCheapest$973Average$976FlexibilityNo cancel feeOn-time79%

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