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Cheap flights from Australia to Chicago from $777

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 27/7. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
18 Jul — 25 Jul1
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 18 June 2026.

Mon 27/709:45
MEL
-
ORD
2 stops26h 45m
American Airlines
Tue 11/813:59
ORD
-
MEL
2 stops25h 46m
American Airlines
Deal found 18/6$1,344
Mon 10/809:45
MEL
-
ORD
2 stops23h 16m
American Airlines
Wed 19/815:00
ORD
-
MEL
2 stops23h 00m
American Airlines
Deal found 15/6$1,356
Wed 15/709:30
MEL
-
ORD
1 stop20h 05m
United Airlines
Wed 29/713:00
ORD
-
MEL
1 stop27h 30m
United Airlines
Deal found 15/6$1,360
Mon 13/710:55
MEL
-
ORD
1 stop27h 04m
United Airlines
Fri 31/706:00
ORD
-
MEL
1 stop34h 30m
United Airlines
Deal found 17/6$1,361
Fri 24/710:00
MEL
-
MDW
2 stops23h 25m
Delta
Sun 2/818:58
MDW
-
MEL
2 stops45h 52m
Delta
Deal found 15/6$1,370
Wed 15/710:00
MEL
-
ORD
2 stops26h 29m
Delta
Wed 29/712:27
ORD
-
MEL
2 stops28h 23m
Delta
Deal found 15/6$1,370
Fri 24/710:00
MEL
-
ORD
2 stops26h 29m
Delta
Sun 2/819:17
ORD
-
MEL
2 stops45h 33m
Delta
Deal found 16/6$1,374
Fri 24/709:30
MEL
-
ORD
1 stop28h 46m
Air New Zealand
Sun 2/821:30
ORD
-
MEL
1 stop43h 00m
Air New Zealand
Deal found 15/6$1,377
Tue 14/710:55
MEL
-
ORD
1 stop20h 43m
Multiple Airlines
Wed 29/714:30
ORD
-
MEL
1 stop26h 45m
Multiple Airlines
Deal found 17/6$1,380
Wed 15/710:55
MEL
-
ORD
1 stop20h 43m
Multiple Airlines
Wed 29/714:30
ORD
-
MEL
1 stop26h 45m
Multiple Airlines
Deal found 16/6$1,384
Wed 29/714:20
MEL
-
ORD
2 stops24h 47m
American Airlines
Wed 5/815:22
ORD
-
MEL
1 stop24h 23m
American Airlines
Deal found 14/6$1,387
Wed 9/913:15
SYD
-
MDW
3 stops36h 43m
Multiple Airlines
Mon 14/907:25
MDW
-
SYD
3 stops47h 45m
Multiple Airlines
Deal found 16/6$1,393

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 18 June 2026.

Round-trip from

$1,340

One-way from

$777

Popular in

June

Cheapest in

August

Average price

$1,871
American Airlines
  • American Airlines
  • 27/7-9/8
  • 2 total stops
  • 52h 50m total
  • Australia to Chicago
Search Deals
27/7
  • 27/7
  • 2 total stops
  • 32h 47m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($191 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($21 potential savings vs. average return price).
Search Deals
Average for round-trip flights in June 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 18 June 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

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 10/8

09:45-17:47

1 stop23h 02m

Chicago O'Hare Intl

Wed 19/8

12:11-05:00

1 stop25h 49m

$1,344

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 27/8

10:55-22:45

2 stops26h 50m

Chicago O'Hare Intl

Sat 5/9

07:30-08:15

2 stops33h 45m

$1,360

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 24/7

10:00-18:25

2 stops23h 25m

Chicago Midway

Sun 2/8

18:58-07:50

2 stops45h 52m

$1,370

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Wed 15/7

10:00-21:29

2 stops26h 29m

Chicago O'Hare Intl

Wed 29/7

12:27-07:50

2 stops28h 23m

$1,370

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 24/7

10:00-21:29

2 stops26h 29m

Chicago O'Hare Intl

Sun 2/8

19:17-07:50

2 stops45h 33m

$1,370

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 24/7

09:30-23:16

1 stop28h 46m

Chicago O'Hare Intl

Sun 2/8

21:30-07:30

1 stop43h 00m

$1,401

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 28/7

11:35-06:17

2 stops33h 42m

Chicago O'Hare Intl

Wed 5/8

09:20-10:35

3 stops34h 15m

$1,477
Fastest return journey

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Wed 15/7

10:00-17:35

1 stop22h 35m

Chicago O'Hare Intl

Fri 24/7

18:35-07:50

1 stop22h 15m

$1,536

AdelaideChicago

ADL - ORD

ADLORD

Adelaide

Sat 1/8

06:00-19:44

2 stops28h 14m

Chicago O'Hare Intl

Sat 8/8

21:06-09:25

2 stops45h 49m

$1,710

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 16/7

17:50-06:17

1 stop27h 27m

Chicago O'Hare Intl

Wed 29/7

21:13-07:30

1 stop43h 17m

$1,813

Flights are sorted by cheapest return flights first.

Deals found on 14/6

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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, September is the cheapest month in which you can book a flight from Australia to Chicago (average of $175). Flying from Australia to Chicago in June is currently the most expensive (average of $3,562). 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 44 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 18 June 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
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air New Zealand
8.0
Very Good
645 reviews
Air New Zealand
8.0
Very Good
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Qantas Airways
7.5
Good
1,047 reviews
Air New Zealand
8.0
Very Good
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
United Airlines
7.4
Good
9,860 reviews
Air New Zealand
8.0
Very Good
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
American Airlines
7.1
Good
11,688 reviews
Air New Zealand
8.0
Very Good
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air Canada
7.1
Good
11,212 reviews
Air New Zealand
8.0
Very Good
645 reviews
Check prices

Boarding

8.2

Entertainment

7.4

Food

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding

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 American Airlines, United Airlines, and Delta fly from Australia to Chicago in about 20h 05m. The time it takes to get you to your destination can typically vary by up to 8h 10m. Airlines will cover a distance of 15546 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, Sydney Kingsford Smith - Chicago Midway or Melbourne - 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, September is the cheapest month in which you can book a flight from Australia to Chicago (average of $175). Flying from Australia to Chicago in June is currently the most expensive (average of $3,562). 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 18 June 2026.
Air Canada flights from Australia to Chicago
Air New Zealand flights from Australia to Chicago

Top 9 airlines flying from Australia to Chicago

Discover the top 9 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 18 June 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$595Average$1,689FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Qantas AirwaysCheapest$1,033Average$1,953FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,079Average$1,627FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,093Average$1,557FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
United AirlinesCheapest$1,250Average$1,935FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Japan AirlinesCheapest$1,389Average$2,653FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
ANACheapest$1,522Average$1,761FlexibilityNo cancel feeOn-time80%
Search ANA flights
Cathay PacificCheapest$1,694Average$1,984FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Virgin AustraliaCheapest$2,162Average$2,190FlexibilityNo 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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