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$565+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
Jun 6 — Jun 131
Sat 6/6
Sat 6/13
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 May 7, 2026.

This Bravofly deal was found by Cheapflights users on 5/7. 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.
Mon 6/19:45 am
MEL
-
ORD
1 stop25h 05m
Qantas Airways
Mon 6/228:05 am
ORD
-
MEL
1 stop31h 40m
Qantas Airways
Deal found 5/7$958
This United Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 6/1010:55 am
MEL
-
ORD
1 stop22h 45m
United Airlines
Wed 6/173:57 pm
ORD
-
MEL
1 stop25h 18m
United Airlines
Deal found 5/6$969
This United Airlines deal was found by Cheapflights users on 5/6. 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.
Thu 8/1310:55 am
MEL
-
ORD
2 stops23h 03m
United Airlines
Sat 8/223:55 pm
ORD
-
MEL
2 stops25h 20m
United Airlines
Deal found 5/6$978
This TravelUp deal was found by Cheapflights users on 5/6. 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 6/109:30 am
MEL
-
ORD
1 stop20h 05m
Multiple Airlines
Wed 6/172:30 pm
ORD
-
MEL
1 stop26h 00m
Multiple Airlines
Deal found 5/6$984
This TravelUp deal was found by Cheapflights users on 5/7. 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.
Thu 6/410:55 am
MEL
-
ORD
1 stop20h 43m
Multiple Airlines
Thu 6/114:30 pm
ORD
-
MEL
1 stop24h 45m
Multiple Airlines
Deal found 5/7$993
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Thu 9/39:10 am
SYD
-
ORD
2 stops24h 25m
American Airlines
Sat 9/125:09 pm
ORD
-
SYD
2 stops22h 56m
American Airlines
Deal found 5/7$1,083
This Trip.com deal was found by Cheapflights users on 5/7. 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 6/101:15 pm
SYD
-
ORD
3 stops30h 52m
Multiple Airlines
Tue 6/237:20 am
ORD
-
SYD
3 stops37h 30m
Multiple Airlines
Deal found 5/7$1,084
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Fri 9/119:10 am
SYD
-
ORD
1 stop19h 34m
American Airlines
Thu 10/14:53 pm
ORD
-
SYD
2 stops23h 12m
American Airlines
Deal found 5/7$1,133
This BYOjet deal was found by Cheapflights users on 5/7. 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.
Mon 6/16:00 am
MEL
-
ORD
2 stops25h 38m
Virgin Australia
Mon 6/224:45 pm
ORD
-
MEL
1 stop23h 45m
Virgin Australia
Deal found 5/7$1,212
This Kiwi.com deal was found by Cheapflights users on 5/4. 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.
Tue 8/111:25 pm
MEL
-
ORD
2 stops31h 52m
Multiple Airlines
Mon 8/179:13 pm
ORD
-
MEL
1 stop42h 32m
Multiple Airlines
Deal found 5/4$1,250
This Trip.com deal was found by Cheapflights users on 5/7. 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 8/71:15 pm
SYD
-
ORD
2 stops32h 02m
Multiple Airlines
Sun 8/167:15 am
ORD
-
SYD
3 stops37h 35m
Multiple Airlines
Deal found 5/7$1,256
This Kiwi.com deal was found by Cheapflights users on 5/6. 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.
Tue 5/265:50 pm
SYD
-
ORD
1 stop27h 44m
Multiple Airlines
Wed 6/107:20 am
ORD
-
SYD
2 stops33h 10m
Multiple Airlines
Deal found 5/6$1,277

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 May 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$958
(Bravofly)

One-way from

$565
(Trip.com)

Popular in

April

Cheapest in

August

Average price

$1,221
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. 7% potential increase in price ($105 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 7, 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

Mon 6/1

10:55 am-6:51 pm

2 stops22h 56m

Chicago O'Hare Intl

Mon 6/15

4:45 pm-8:15 am

2 stops24h 30m

$1,517

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 5/24

10:00 am-6:33 pm

2 stops23h 33m

Chicago Midway

Sun 5/31

6:36 pm-7:50 am

2 stops46h 14m

$1,525

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 5/15

10:00 am-7:20 pm

2 stops24h 20m

Chicago O'Hare Intl

Sun 5/31

7:00 pm-7:50 am

2 stops45h 50m

$1,525

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 5/15

10:00 am-8:14 pm

2 stops25h 14m

Chicago O'Hare Intl

Fri 5/29

2:11 pm-7:50 am

2 stops26h 39m

$1,525

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 8/25

1:15 pm-9:02 pm

2 stops22h 47m

Chicago O'Hare Intl

Wed 9/30

4:45 pm-11:50 am

2 stops28h 05m

$1,610

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 6/5

8:45 pm-6:50 pm

2 stops37h 05m

Chicago O'Hare Intl

Wed 8/12

8:20 pm-6:50 pm

2 stops31h 30m

$1,615

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 8/7

11:35 am-11:59 pm

2 stops27h 24m

Chicago O'Hare Intl

Mon 8/24

3:21 pm-10:35 am

2 stops28h 14m

$1,683

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 8/7

9:40 am-11:16 pm

2 stops28h 36m

Chicago O'Hare Intl

Mon 8/24

4:20 pm-11:05 am

2 stops27h 45m

$1,698

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 6/3

10:20 am-6:51 pm

2 stops23h 31m

Chicago O'Hare Intl

Wed 6/24

4:45 pm-6:55 am

2 stops23h 10m

$1,701

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 6/4

9:15 am-5:56 pm

2 stops23h 41m

Chicago Midway

Wed 8/12

1:52 pm-6:50 am

2 stops25h 58m

$1,701

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

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

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

The best time to book flights from Australia to Chicago is 63 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.

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.

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 May 7, 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
1,033 reviews

Overall

7.5

Boarding

7.7

Crew

8.1

Food

7.0

Entertainment

7.2

Comfort

7.5

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
1,033 reviews
Qantas Airways
7.5
Good
1,033 reviews

Overall

7.5

Boarding

7.7

Crew

8.1

Food

7.0

Entertainment

7.2

Comfort

7.5

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
9,692 reviews
Qantas Airways
7.5
Good
1,033 reviews

Overall

7.5

Boarding

7.7

Crew

8.1

Food

7.0

Entertainment

7.2

Comfort

7.5

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?

    Qantas Airways, United Airlines, and Delta can get you from Australia to Chicago in just under 22h 56m. Your travel time can differ by up to 2h 20m. 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 $732 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 Sydney Kingsford Smith - Chicago Midway or Melbourne - Chicago O'Hare Intl.

  • 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

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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 May 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$795Average$1,155FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$862Average$966FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$970Average$1,012FlexibilityNo cancel feeOn-time74%
Japan AirlinesCheapest$973Average$976FlexibilityNo cancel feeOn-time79%

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