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$425+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Australia to Chicago

Keep the following information in mind while searching for Australia to Chicago flight deals. Data was last updated September 15, 2025.

Round-trip from

$765
(Flightnetwork)

One-way from

$425
(Trip.com)

Popular in

December

Cheapest in

March

Average price

$1,148
From Australia to Chicago (CHI)
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One-way flight from Australia to Chicago (CHI)
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Highest demand for flights based on searches. 22% potential increase in price ($296 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This Flightnetwork deal was found by Cheapflights users on 9/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/610:00 amBNE - ORD
2 stops49h 06mAir Canada
Mon 10/203:45 pmORD - BNE
1 stop24h 20mAir Canada
Deal found 9/14$765
This Gotogate deal was found by Cheapflights users on 9/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/289:45 amBNE - ORD
2 stops24h 45mAir Canada
Tue 11/48:00 amORD - BNE
2 stops32h 45mAir Canada
Deal found 9/13$786
This Booking.com deal was found by Cheapflights users on 9/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/710:20 amBNE - ORD
1 stop19h 40mAir Canada
Tue 10/288:00 amORD - BNE
2 stops32h 45mAir Canada
Deal found 9/13$792
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1410:20 amBNE - ORD
1 stop19h 40mAir Canada
Tue 10/218:40 amORD - BNE
2 stops31h 25mAir Canada
Deal found 9/14$794
This BestPriceTravel deal was found by Cheapflights users on 9/13. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:45 amBNE - ORD
1 stop19h 56mAir Canada
Mon 11/101:19 pmORD - BNE
2 stops27h 26mAir Canada
Deal found 9/13$820
This Gotogate deal was found by Cheapflights users on 9/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:20 amSYD - ORD
2 stops44h 50mAir Canada
Sat 11/223:40 pmORD - SYD
1 stop24h 55mAir Canada
Deal found 9/15$868
This Booking.com deal was found by Cheapflights users on 9/13. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/286:40 amMEL - ORD
2 stops24h 01mMultiple Airlines
Tue 11/43:40 pmORD - MEL
2 stops31h 00mMultiple Airlines
Deal found 9/13$873
This BestPriceTravel deal was found by Cheapflights users on 9/13. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/309:20 amSYD - ORD
1 stop22h 22mAir Canada
Wed 11/123:40 pmORD - SYD
1 stop24h 55mAir Canada
Deal found 9/13$874
This Air Canada deal was found by Cheapflights users on 9/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2910:20 amSYD - ORD
2 stops37h 40mAir Canada
Wed 11/53:40 pmORD - SYD
1 stop24h 55mAir Canada
Deal found 9/14$881
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:20 amSYD - ORD
1 stop20h 21mAir Canada
Thu 11/63:40 pmORD - SYD
1 stop24h 55mAir Canada
Deal found 9/15$883
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/302:30 pmMEL - ORD
2 stops24h 27mMultiple Airlines
Thu 11/66:30 amORD - MEL
2 stops37h 15mMultiple Airlines
Deal found 9/14$886
This BestPriceTravel deal was found by Cheapflights users on 9/14. 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 BestPriceTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/510:20 amSYD - ORD
1 stop22h 22mAir Canada
Wed 12/243:40 pmORD - SYD
1 stop24h 55mAir Canada
Deal found 9/14$919

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 September 15, 2025.
Use the filters below to find and compare flights from Australia to Chicago that are best for you.

Fly from

Australia

Fly to

Chicago

Route

Depart

Return

Price

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 10/6

10:00 am-8:06 pm

2 stops49h 06m

Chicago O'Hare Intl

Mon 10/20

3:45 pm-7:05 am

1 stop24h 20m

$765

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 10/28

9:45 am-7:30 pm

2 stops24h 45m

Chicago O'Hare Intl

Tue 11/4

8:00 am-8:45 am

2 stops32h 45m

$786

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 10/7

10:20 am-3:00 pm

1 stop19h 40m

Chicago O'Hare Intl

Tue 10/28

8:00 am-7:45 am

2 stops32h 45m

$792

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 10/14

10:20 am-3:00 pm

1 stop19h 40m

Chicago O'Hare Intl

Tue 10/21

8:40 am-7:05 am

2 stops31h 25m

$794

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Sun 10/26

9:45 am-2:41 pm

1 stop19h 56m

Chicago O'Hare Intl

Mon 11/10

1:19 pm-8:45 am

2 stops27h 26m

$820

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 10/28

5:05 am-6:39 pm

3 stops28h 34m

Chicago O'Hare Intl

Tue 11/4

2:40 pm-8:45 am

2 stops26h 05m

$823

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Thu 11/13

10:45 am-8:00 pm

2 stops25h 15m

Chicago O'Hare Intl

Sat 11/29

10:38 am-8:45 am

2 stops30h 07m

$841

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 11/8

11:20 am-3:10 pm

2 stops44h 50m

Chicago O'Hare Intl

Sat 11/22

3:40 pm-9:35 am

1 stop24h 55m

$868

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/30

9:20 am-4:42 pm

1 stop22h 22m

Chicago O'Hare Intl

Wed 11/12

3:40 pm-9:35 am

1 stop24h 55m

$874

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Mon 10/20

10:50 am-3:00 pm

2 stops43h 40m

Chicago O'Hare Intl

Sat 11/8

3:40 pm-10:10 am

2 stops50h 00m

$964

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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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, August is the cheapest month in which you can book a flight from Australia to Chicago (average of $245). Flying from Australia to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from AU to CHI?

Find hourly flight availability from Australia to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Australia to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 15, 2025.
Get a feel of what it's like to fly with Qantas Airways, United Airlines, and American 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.
Qantas Airways
7.5
Good
905 reviews

Entertainment

7.2

Crew

8.2

Comfort

7.5

Overall

7.5

Food

6.9

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

SYD - BNE

Great. Except I haven’t claimed my free lounge passes since 2022 on my Qantas credit card. That’s lots of flights I would have booked if you’d reminded me
Qantas Airways
7.5
Good
905 reviews
Qantas Airways
7.5
Good
905 reviews

Entertainment

7.2

Crew

8.2

Comfort

7.5

Overall

7.5

Food

6.9

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

SYD - BNE

Great. Except I haven’t claimed my free lounge passes since 2022 on my Qantas credit card. That’s lots of flights I would have booked if you’d reminded me
United Airlines
7.4
Good
8,929 reviews
Qantas Airways
7.5
Good
905 reviews

Entertainment

7.2

Crew

8.2

Comfort

7.5

Overall

7.5

Food

6.9

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

SYD - BNE

Great. Except I haven’t claimed my free lounge passes since 2022 on my Qantas credit card. That’s lots of flights I would have booked if you’d reminded me
American Airlines
7.2
Good
10,000 reviews
Qantas Airways
7.5
Good
905 reviews

Entertainment

7.2

Crew

8.2

Comfort

7.5

Overall

7.5

Food

6.9

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

SYD - BNE

Great. Except I haven’t claimed my free lounge passes since 2022 on my Qantas credit card. That’s lots of flights I would have booked if you’d reminded me

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?

    Air Canada, Delta, and United Airlines can get you from Australia to Chicago in just under 23h 40m. Your travel time can differ by up to 25h 26m. 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 $581 on Air Canada. Other airlines that offer cheap prices include Etihad Airways from $630 and Cathay Pacific from $657 one-way.

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

    The most popular route from Australia to Chicago is Sydney Kingsford Smith - Chicago O'Hare Intl. You may also consider Melbourne - 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, August is the cheapest month in which you can book a flight from Australia to Chicago (average of $245). Flying from Australia to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 5 airlines flying from Australia to Chicago

Discover the top 5 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$631Average$908FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$862Average$1,098FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$884Average$1,160FlexibilityNo cancel feeOn-time71%
Japan AirlinesCheapest$965Average$973FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$1,080Average$1,434FlexibilityNo cancel feeOn-time69%

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