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$473+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Air Canada deal was found by Cheapflights users on 1/27. 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 5/610:00 am
BNE
-
ORD
1 stop19h 45m
Air Canada
Tue 6/28:45 am
ORD
-
BNE
2 stops31h 20m
Air Canada
Deal found 1/27$893
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Tue 3/177:40 pm
BNE
-
ORD
2 stops37h 24m
American Airlines
Wed 4/14:44 pm
ORD
-
BNE
1 stop21h 16m
American Airlines
Deal found 1/27$905
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 2/189:40 am
BNE
-
ORD
2 stops37h 01m
American Airlines
Sat 2/219:21 pm
ORD
-
BNE
1 stop39h 39m
American Airlines
Deal found 1/27$909
This Air Canada deal was found by Cheapflights users on 1/28. 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.
Fri 5/2210:00 am
BNE
-
ORD
2 stops36h 40m
Air Canada
Mon 5/253:40 pm
ORD
-
BNE
1 stop24h 25m
Air Canada
Deal found 1/28$914
This Air Canada deal was found by Cheapflights users on 1/27. 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.
Fri 3/139:45 am
BNE
-
ORD
1 stop19h 56m
Air Canada
Fri 3/207:15 am
ORD
-
BNE
2 stops33h 30m
Air Canada
Deal found 1/27$927
This BestPriceTravel deal was found by Cheapflights users on 1/28. 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 2/176:00 am
MEL
-
ORD
2 stops25h 41m
Multiple Airlines
Tue 4/213:40 pm
ORD
-
MEL
2 stops28h 25m
Multiple Airlines
Deal found 1/28$975
This Air Canada deal was found by Cheapflights users on 1/27. 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 3/186:55 pm
ADL
-
ORD
2 stops35h 16m
Multiple Airlines
Tue 4/213:40 pm
ORD
-
ADL
2 stops29h 45m
Multiple Airlines
Deal found 1/27$994
This Air Canada deal was found by Cheapflights users on 1/28. 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 2/178:00 am
MEL
-
ORD
2 stops23h 41m
Air Canada
Tue 4/212:00 pm
ORD
-
MEL
3 stops30h 35m
Air Canada
Deal found 1/28$1,007
This Orbitz deal was found by Cheapflights users on 1/27. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:10 am
ADL
-
ORD
2 stops24h 01m
Air Canada
Sat 3/213:35 pm
ORD
-
ADL
2 stops36h 05m
Air Canada
Deal found 1/27$1,028
This Aunt Betty deal was found by Cheapflights users on 1/27. 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.
Thu 4/3012:10 pm
MEL
-
ORD
2 stops27h 35m
Air New Zealand
Tue 5/54:00 pm
ORD
-
MEL
2 stops27h 55m
Air New Zealand
Deal found 1/27$1,032
This BYOjet deal was found by Cheapflights users on 1/27. 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 BYOjet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1011:45 am
SYD
-
ORD
2 stops24h 38m
Air New Zealand
Tue 3/172:35 pm
ORD
-
SYD
2 stops26h 10m
Air New Zealand
Deal found 1/27$1,038
This BestPriceTravel deal was found by Cheapflights users on 1/27. 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.
Wed 3/186:55 pm
ADL
-
ORD
2 stops35h 16m
Air Canada
Tue 4/2110:52 am
ORD
-
ADL
3 stops34h 28m
Air Canada
Deal found 1/27$1,041

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$893
(Air Canada)

One-way from

$473
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$1,007
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. 16% potential increase in price ($195 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 29, 2026.
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

Wed 5/6

10:00 am-5:01 pm

2 stops46h 01m

Chicago O'Hare Intl

Tue 6/2

8:45 am-7:05 am

2 stops31h 20m

$893

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 3/17

7:40 pm-6:04 pm

2 stops37h 24m

Chicago O'Hare Intl

Wed 4/1

4:44 pm-5:00 am

1 stop21h 16m

$905

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 5/22

10:00 am-7:40 am

2 stops36h 40m

Chicago O'Hare Intl

Mon 5/25

3:40 pm-7:05 am

1 stop24h 25m

$914

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Wed 2/18

9:40 am-8:20 am

2 stops38h 40m

Chicago O'Hare Intl

Sat 2/21

10:18 pm-5:00 am

2 stops38h 42m

$916

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 3/13

9:45 am-2:41 pm

1 stop19h 56m

Chicago O'Hare Intl

Fri 3/20

7:15 am-7:45 am

2 stops33h 30m

$927

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 4/30

12:10 pm-12:45 am

2 stops27h 35m

Chicago O'Hare Intl

Tue 5/5

4:00 pm-10:55 am

2 stops27h 55m

$1,032

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Tue 2/24

11:30 am-2:45 pm

1 stop20h 15m

Chicago O'Hare Intl

Tue 3/3

4:05 pm-10:00 am

2 stops24h 55m

$1,049

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 2/17

11:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

Wed 3/4

3:35 pm-9:35 am

1 stop25h 00m

$1,051

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sat 3/14

6:25 pm-2:41 pm

2 stops36h 16m

Chicago O'Hare Intl

Sat 3/21

3:35 pm-12:35 pm

2 stops29h 00m

$1,060

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 4/30

1:30 pm-5:50 am

2 stops31h 20m

Chicago O'Hare Intl

Tue 5/5

9:20 pm-6:45 am

1 stop42h 25m

$1,063

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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, May is the cheapest month in which you can book a flight from Australia to Chicago (average of $607). Flying from Australia to Chicago in December is currently the most expensive (average of $1,034). 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 January 29, 2026.
Get a feel of what it's like to fly with Qantas Airways, United Airlines, and Air Canada 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
981 reviews

Overall

7.5

Entertainment

7.2

Food

7.0

Crew

8.2

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jan 2026

SYD - LAX

Flight Cancelled after sitting on plane for 1 1/2 hours. Didn't fly till next day. Incurred change fees on my connection in LAX. Next Day flight late. Missed connection on American in LA. AA couldn't rebook. Had to pay $800 to rebook on SW Air.
Qantas Airways
7.5
Good
981 reviews
Qantas Airways
7.5
Good
981 reviews

Overall

7.5

Entertainment

7.2

Food

7.0

Crew

8.2

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jan 2026

SYD - LAX

Flight Cancelled after sitting on plane for 1 1/2 hours. Didn't fly till next day. Incurred change fees on my connection in LAX. Next Day flight late. Missed connection on American in LA. AA couldn't rebook. Had to pay $800 to rebook on SW Air.
United Airlines
7.4
Good
9,215 reviews
Qantas Airways
7.5
Good
981 reviews

Overall

7.5

Entertainment

7.2

Food

7.0

Crew

8.2

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jan 2026

SYD - LAX

Flight Cancelled after sitting on plane for 1 1/2 hours. Didn't fly till next day. Incurred change fees on my connection in LAX. Next Day flight late. Missed connection on American in LA. AA couldn't rebook. Had to pay $800 to rebook on SW Air.
Air Canada
7.1
Good
10,667 reviews
Qantas Airways
7.5
Good
981 reviews

Overall

7.5

Entertainment

7.2

Food

7.0

Crew

8.2

Boarding

7.7

Comfort

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jan 2026

SYD - LAX

Flight Cancelled after sitting on plane for 1 1/2 hours. Didn't fly till next day. Incurred change fees on my connection in LAX. Next Day flight late. Missed connection on American in LA. AA couldn't rebook. Had to pay $800 to rebook on SW Air.

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, American Airlines, and Air New Zealand can get you from Australia to Chicago in just under 27h 35m. Your travel time can differ by up to 18h 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 $399 on Qantas Airways. Other airlines that offer cheap prices include American Airlines from $469 and Air Canada from $530 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, May is the cheapest month in which you can book a flight from Australia to Chicago (average of $607). Flying from Australia to Chicago in December is currently the most expensive (average of $1,034). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$631Average$900FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$862Average$1,101FlexibilityNo cancel feeOn-time67%
Japan AirlinesCheapest$965Average$973FlexibilityNo cancel feeOn-time79%
United AirlinesCheapest$1,080Average$1,163FlexibilityNo cancel feeOn-time69%

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