Cheap flights from Australia to Chicago from $686

SYD — CHI
18 Nov — 25 Nov1
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

Thu 22/1013:00 -
1 stop21h 36m
Sat 7/1121:04 -
1 stop42h 56m
Deal found 19/10$1,452
Thu 12/1111:30 -
1 stop46h 25m
Mon 30/1122:45 -
1 stop42h 05m
Deal found 14/10$1,453
Thu 19/1111:30 -
1 stop46h 25m
Wed 25/1122:45 -
1 stop42h 05m
Deal found 18/10$1,454
Sun 8/1111:30 -
1 stop46h 25m
Mon 23/1122:45 -
1 stop42h 05m
Deal found 19/10$1,484
Mon 19/1010:10 -
1 stop35h 30m
Sun 1/1109:45 -
1 stop27h 40m
Deal found 16/10$1,487
Fri 13/1109:20 -
1 stop24h 35m
Wed 18/1122:45 -
1 stop39h 45m
Deal found 15/10$1,510
Sun 15/1111:30 -
1 stop46h 25m
Wed 25/1122:45 -
1 stop42h 05m
Deal found 18/10$1,512
Thu 19/1111:30 -
1 stop46h 25m
Mon 23/1122:45 -
1 stop42h 05m
Deal found 18/10$1,530
Sun 15/1111:30 -
1 stop46h 25m
Mon 23/1122:45 -
1 stop42h 05m
Deal found 18/10$1,556
Sun 15/1122:45 -
1 stop35h 15m
Wed 25/1115:51 -
2 stops25h 29m
Deal found 18/10$1,585
Tue 17/1114:00 -
3 stops27h 21m
Tue 24/1112:05 -
3 stops31h 30m
Deal found 18/10$1,593
Sat 7/1114:00 -
3 stops27h 21m
Sun 22/1107:49 -
3 stops35h 46m
Deal found 18/10$1,599

Find flight deals from Australia to Chicago

Round-trip from

$1,453

One-way from

$686

Popular in

May

Cheapest in

October

Average price

$1,553
Qantas Airways
  • Qantas Airways
  • 17/11-24/11
  • 2 total stops
  • 54h 45m total
  • Australia to Chicago
10/2-31/12
  • 10/2-31/12
  • 2 total stops
  • 35h 40m total
  • Australia to Chicago
Highest demand for flights based on searches. 7% potential increase in price ($228 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($71 potential savings vs. average return price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
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 Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Mon 15/2

13:35-07:05

2 stops34h 30m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$757

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Mon 9/11

08:35-16:55

1 stop22h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$798

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Mon 30/11

08:35-16:55

1 stop22h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$851

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Thu 1/4

13:50-11:50

3 stops38h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$946

BrisbaneChicago

BNE Brisbane - ORD Chicago O'Hare Intl

BNEORD

Brisbane

Tue 30/3

11:10-17:55

1 stop45h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$949

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Sun 8/11

04:40-07:35

3 stops40h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$956

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Mon 26/10

15:30-13:30

1 stop38h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$960

BrisbaneChicago

BNE Brisbane - ORD Chicago O'Hare Intl

BNEORD

Brisbane

Sun 17/1

11:35-16:55

1 stop45h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$976

BrisbaneChicago

BNE Brisbane - ORD Chicago O'Hare Intl

BNEORD

Brisbane

Sun 4/4

11:10-17:55

1 stop45h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,035

BrisbaneChicago

BNE Brisbane - ORD Chicago O'Hare Intl

BNEORD

Brisbane

Tue 30/3

12:10-07:05

3 stops57h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,090

Flights are sorted by cheapest return flights first.

Deals found on 19/10

Showing 1-10 of 59 resultsSorted by cheapest first
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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 return price

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 $1,628). Flying from Australia to Chicago in September is currently the most expensive (average of $2,129). 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 54 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

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.

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.4

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Related info for your journey

  • How long is the flight from Australia to Chicago?

    Airlines like American Airlines, Delta, and United Airlines fly from Australia to Chicago in about 19h 59m. The time it takes to get you to your destination can typically vary by up to 12h 50m. Airlines will cover a distance of 14851 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What are the cheapest airlines to fly from Australia to Chicago one-way?

    To fly one-way, consider booking your trip with Air New Zealand, which is currently one of the cheapest options available, starting at $647. United Airlines flights start at $1,126 while deals on Air Canada start at $1,330 one-way.

  • What are the most popular routes 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 $1,628). Flying from Australia to Chicago in September is currently the most expensive (average of $2,129). 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

Fly from Australia to Chicago on these airlines

Top 8 airlines flying from Australia to Chicago

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$551Average$1,538FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$959Average$1,690FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$1,303Average$1,985FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Qantas AirwaysCheapest$1,343Average$2,121FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air New ZealandCheapest$1,390Average$1,768FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
Cathay PacificCheapest$1,705Average$1,996FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Japan AirlinesCheapest$2,139Average$2,854FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Virgin AustraliaCheapest$2,176Average$2,204FlexibilityNo cancel feeOn-time80%
Search Virgin Australia flights

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