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Cheap flights from Australia to Chicago from $638

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 25/8. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
27 Aug — 3 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Australia to Chicago

Enter your travel dates to find the best prices.

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 28 July 2026.

Tue 25/813:15
SYD
-
ORD
2 stops32h 02m
Multiple Airlines
Tue 1/909:20
ORD
-
SYD
3 stops46h 05m
Multiple Airlines
Deal found 28/7$1,227
Mon 17/809:20
SYD
-
ORD
2 stops39h 56m
Air Canada
Mon 31/808:50
ORD
-
SYD
2 stops31h 30m
Air Canada
Deal found 27/7$1,290
Mon 14/909:20
SYD
-
ORD
2 stops39h 55m
Air Canada
Mon 28/915:40
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 28/7$1,320
Thu 27/810:15
BNE
-
ORD
2 stops43h 29m
Air Canada
Wed 9/915:40
ORD
-
BNE
1 stop24h 25m
Air Canada
Deal found 28/7$1,339
Wed 9/909:20
SYD
-
ORD
2 stops22h 15m
Air Canada
Wed 16/915:40
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 27/7$1,339
Mon 17/809:20
SYD
-
ORD
2 stops39h 56m
Air Canada
Mon 21/915:40
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 27/7$1,340
Sun 26/709:30
MEL
-
ORD
2 stops24h 05m
United Airlines
Sat 8/814:33
ORD
-
MEL
2 stops26h 42m
United Airlines
Deal found 24/7$1,372
Sun 23/809:30
MEL
-
ORD
2 stops22h 35m
United Airlines
Sun 30/816:45
ORD
-
MEL
2 stops24h 30m
United Airlines
Deal found 24/7$1,373
Thu 30/710:55
MEL
-
ORD
2 stops25h 45m
United Airlines
Wed 12/818:20
ORD
-
MEL
1 stop22h 55m
United Airlines
Deal found 28/7$1,376
Tue 17/1111:20
SYD
-
ORD
1 stop20h 17m
Air Canada
Tue 1/1209:00
ORD
-
SYD
2 stops28h 55m
Air Canada
Deal found 28/7$1,376
Thu 3/909:20
SYD
-
ORD
2 stops37h 31m
Air Canada
Wed 16/915:40
ORD
-
SYD
1 stop24h 40m
Air Canada
Deal found 28/7$1,380
Tue 4/809:20
SYD
-
ORD
2 stops41h 40m
Air Canada
Wed 19/815:35
ORD
-
SYD
2 stops24h 45m
Air Canada
Deal found 28/7$1,385

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 28 July 2026.

Round-trip from

$1,290

One-way from

$638

Popular in

May

Cheapest in

October

Average price

$1,938
Air Canada
  • Air Canada
  • 17/8-31/8
  • 4 total stops
  • 71h 26m total
  • Australia to Chicago
Search Deals
25/8
  • 25/8
  • 2 total stops
  • 32h 02m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($208 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($34 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customise 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 647,157 searches. Data last updated 28 July 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 return flight
Fastest return journey

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sun 23/8

10:55-16:36

1 stop20h 41m

Chicago O'Hare Intl

Sun 30/8

16:00-08:15

1 stop25h 15m

$1,373

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 21/8

09:30-17:05

1 stop22h 35m

Chicago O'Hare Intl

Fri 28/8

16:45-08:15

2 stops24h 30m

$1,389

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Thu 27/8

10:15-14:36

1 stop19h 21m

Chicago O'Hare Intl

Sun 30/8

14:01-07:05

2 stops50h 04m

$1,393

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sun 15/11

07:30-19:58

3 stops29h 28m

Chicago O'Hare Intl

Wed 20/1

15:35-18:00

2 stops33h 25m

$1,432

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Sat 24/10

18:05-20:13

3 stops41h 08m

Chicago O'Hare Intl

Tue 27/10

07:05-07:45

2 stops33h 40m

$1,461

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 15/9

10:15-16:35

2 stops21h 20m

Chicago O'Hare Intl

Thu 15/10

21:18-07:05

2 stops42h 47m

$1,476

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 25/8

07:30-14:36

2 stops22h 06m

Chicago O'Hare Intl

Tue 1/9

15:40-10:40

2 stops28h 00m

$1,552

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Thu 27/8

20:00-14:36

2 stops33h 06m

Chicago O'Hare Intl

Mon 31/8

15:40-13:55

2 stops31h 45m

$1,631

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Thu 27/8

06:00-15:51

3 stops48h 51m

Chicago O'Hare Intl

Mon 31/8

15:40-10:40

2 stops28h 00m

$1,684

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Sat 8/8

17:10-22:59

2 stops44h 49m

Chicago O'Hare Intl

Thu 1/10

21:40-08:15

1 stop43h 35m

$1,696

Flights are sorted by cheapest return flights first.

Deals found on 25/7

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 return 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 $1,614). Flying from Australia to Chicago in December is currently the most expensive (average of $2,005). 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 53 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 28 July 2026.
Read through reviews of airlines operating flights from Australia to Chicago, such as Air New Zealand,Qantas Airways, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Air New Zealand
8.0
Very Good
656 reviews
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Qantas Airways
7.5
Good
1,068 reviews
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
United Airlines
7.4
Good
10,046 reviews
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
American Airlines
7.1
Good
11,839 reviews
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.
Air Canada
7.1
Good
11,399 reviews
Air New Zealand
8.0
Very Good
656 reviews
Check prices

Food

7.5

Crew

8.5

Comfort

7.9

Entertainment

7.4

Overall

8.0

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Viren,June 2026

MEL - LAX

Flight got delayed and made us take a transit visa which was not a told before hand.

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?

    Airlines like United Airlines, Air Canada, and EVA Air fly from Australia to Chicago in about 19h 21m. The time it takes to get you to your destination can typically vary by up to 18h 34m. Airlines will cover a distance of 14318 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Most travellers choose Sydney Kingsford Smith - Chicago O'Hare Intl, Melbourne - Chicago O'Hare Intl or Brisbane - Chicago O'Hare Intl when deciding on the best route from Australia to Chicago.

  • 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 holiday 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 $1,614). Flying from Australia to Chicago in December is currently the most expensive (average of $2,005). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly from Australia to Chicago on these airlines

Choose from the following airlines for your flight from Australia to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 28 July 2026.
Air Canada flights from Australia to Chicago
Air New Zealand flights from Australia to Chicago

Top 8 airlines flying from Australia to Chicago

Discover the top 8 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 647,157 searches. Data last updated 28 July 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$599Average$1,547FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Qantas AirwaysCheapest$1,039Average$1,952FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,086Average$1,688FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$1,258Average$1,873FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air New ZealandCheapest$1,347Average$1,576FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
Japan AirlinesCheapest$1,398Average$2,855FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Cathay PacificCheapest$1,705Average$1,997FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Virgin AustraliaCheapest$2,177Average$2,205FlexibilityNo cancel feeOn-time80%
Search Virgin Australia flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Australia to Chicago?

Deals for Australia to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Australia to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Australia to Chicago for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Australia to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Australia to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Australia to Chicago become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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