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$559+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
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 March 23, 2026.

This Trip.com deal was found by Cheapflights users on 3/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1811:55 am
BNE
-
ORD
2 stops26h 32m
Multiple Airlines
Sat 4/258:00 am
ORD
-
BNE
2 stops35h 40m
Multiple Airlines
Deal found 3/21$880
This Trip.com deal was found by Cheapflights users on 3/22. 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 5/131:25 pm
MEL
-
ORD
2 stops23h 39m
Multiple Airlines
Sat 5/163:00 pm
ORD
-
MEL
2 stops30h 00m
Multiple Airlines
Deal found 3/22$889
This Trip.com deal was found by Cheapflights users on 3/19. 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.
Sun 5/31:30 pm
MEL
-
ORD
2 stops31h 05m
Multiple Airlines
Sun 5/105:15 am
ORD
-
MEL
2 stops40h 10m
Multiple Airlines
Deal found 3/19$892
This Trip.com deal was found by Cheapflights users on 3/23. 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.
Fri 5/11:15 pm
SYD
-
ORD
2 stops25h 12m
Multiple Airlines
Sat 5/93:00 pm
ORD
-
SYD
2 stops29h 50m
Multiple Airlines
Deal found 3/23$895
This Gotogate deal was found by Cheapflights users on 3/22. 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 4/219:20 am
SYD
-
ORD
1 stop20h 25m
Air Canada
Tue 4/287:13 am
ORD
-
SYD
2 stops33h 07m
Air Canada
Deal found 3/22$897
This Trip.com deal was found by Cheapflights users on 3/20. 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.
Fri 5/111:35 am
BNE
-
ORD
2 stops26h 52m
Multiple Airlines
Wed 5/67:30 am
ORD
-
BNE
2 stops36h 05m
Multiple Airlines
Deal found 3/20$900
This Gotogate deal was found by Cheapflights users on 3/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/59:20 am
SYD
-
ORD
2 stops44h 33m
Air Canada
Tue 5/123:40 pm
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 3/21$901
This Gotogate deal was found by Cheapflights users on 3/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:20 am
SYD
-
ORD
2 stops25h 45m
Air Canada
Thu 4/238:40 am
ORD
-
SYD
2 stops31h 40m
Air Canada
Deal found 3/18$902
This Gotogate deal was found by Cheapflights users on 3/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:20 am
SYD
-
ORD
2 stops49h 45m
Air Canada
Wed 4/293:40 pm
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 3/20$903
This Gotogate deal was found by Cheapflights users on 3/19. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:20 am
SYD
-
ORD
1 stop20h 25m
Air Canada
Mon 5/118:45 am
ORD
-
SYD
2 stops31h 35m
Air Canada
Deal found 3/19$904
This Air Canada deal was found by Cheapflights users on 3/22. 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 5/69:20 am
SYD
-
ORD
1 stop25h 55m
Air Canada
Wed 5/138:45 am
ORD
-
SYD
2 stops31h 35m
Air Canada
Deal found 3/22$907
This Gotogate deal was found by Cheapflights users on 3/22. 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.
Wed 5/610:00 am
BNE
-
ORD
2 stops25h 08m
Air Canada
Wed 5/139:55 am
ORD
-
BNE
2 stops30h 10m
Air Canada
Deal found 3/22$908

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 March 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$880
(Trip.com)

One-way from

$559
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$1,112
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. 4% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 23, 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

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 5/5

11:35 am-10:04 pm

2 stops25h 29m

Chicago O'Hare Intl

Tue 5/12

7:30 am-10:40 am

2 stops36h 10m

$913

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 5/4

7:05 pm-2:45 pm

2 stops34h 40m

Chicago O'Hare Intl

Mon 5/11

3:40 pm-7:05 am

1 stop24h 25m

$934

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Thu 6/4

10:15 am-7:50 am

2 stops36h 35m

Chicago O'Hare Intl

Mon 6/8

11:05 am-7:05 am

2 stops29h 00m

$950

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 5/25

10:00 am-5:40 am

1 stop34h 40m

Chicago O'Hare Intl

Tue 6/9

3:40 pm-7:05 am

1 stop24h 25m

$962

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Thu 5/28

10:15 am-5:05 pm

2 stops21h 50m

Chicago O'Hare Intl

Thu 6/11

3:40 pm-2:30 pm

2 stops31h 50m

$986

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 5/29

10:00 am-10:05 pm

2 stops27h 05m

Chicago O'Hare Intl

Wed 6/10

12:55 pm-7:05 am

2 stops27h 10m

$1,009

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Sun 5/24

10:00 am-4:34 pm

2 stops21h 34m

Chicago O'Hare Intl

Mon 6/8

2:15 pm-7:05 am

2 stops25h 50m

$1,023

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Mon 5/4

9:20 pm-2:45 pm

2 stops31h 55m

Chicago O'Hare Intl

Mon 5/11

3:40 pm-11:50 am

2 stops29h 40m

$1,026

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Thu 5/7

8:00 pm-2:45 pm

2 stops33h 15m

Chicago O'Hare Intl

Thu 5/14

3:40 pm-11:05 am

2 stops28h 55m

$1,050

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Tue 5/5

6:00 am-2:45 pm

2 stops23h 45m

Chicago O'Hare Intl

Tue 5/12

2:15 pm-3:40 pm

3 stops34h 25m

$1,080

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

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, April is the cheapest month in which you can book a flight from Australia to Chicago (average of $670). Flying from Australia to Chicago in December is currently the most expensive (average of $1,061). 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.

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 March 23, 2026.
Get a feel of what it's like to fly with Qantas Airways and 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.
Qantas Airways
7.5
Good
1,009 reviews

Entertainment

7.2

Overall

7.5

Crew

8.1

Comfort

7.4

Boarding

7.7

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.
Qantas Airways
7.5
Good
1,009 reviews
Qantas Airways
7.5
Good
1,009 reviews

Entertainment

7.2

Overall

7.5

Crew

8.1

Comfort

7.4

Boarding

7.7

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.
United Airlines
7.4
Good
9,463 reviews
Qantas Airways
7.5
Good
1,009 reviews

Entertainment

7.2

Overall

7.5

Crew

8.1

Comfort

7.4

Boarding

7.7

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.

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 22h 40m. Your travel time can differ by up to 15h 42m. 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 $530 on Air Canada. Other airlines that offer cheap prices include American Airlines from $772 and Qantas Airways from $796 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, April is the cheapest month in which you can book a flight from Australia to Chicago (average of $670). Flying from Australia to Chicago in December is currently the most expensive (average of $1,061). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 March 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$795Average$1,212FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$862Average$1,101FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$970Average$1,012FlexibilityNo cancel feeOn-time74%
Japan AirlinesCheapest$973Average$976FlexibilityNo cancel feeOn-time79%

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