Cheap flights from Australia to Chicago from $985

SYD — CHI
28 Oct — 4 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

Mon 9/1114:00 -
3 stops32h 13m
Mon 16/1106:30 -
3 stops37h 05m
Deal found 25/9$1,376
Fri 16/1014:15 -
3 stops31h 01m
Sat 31/1006:30 -
3 stops38h 05m
Deal found 26/9$1,564
Thu 22/1014:15 -
3 stops31h 01m
Sat 31/1006:30 -
3 stops38h 05m
Deal found 25/9$1,570
Mon 9/1112:15 -
1 stop40h 15m
Mon 16/1114:10 -
1 stop41h 10m
Deal found 24/9$1,596
Thu 12/1114:00 -
3 stops32h 13m
Mon 30/1111:35 -
3 stops32h 00m
Deal found 27/9$1,624
Thu 5/1112:15 -
1 stop40h 15m
Mon 9/1114:10 -
1 stop28h 35m
Deal found 24/9$1,671
Wed 11/1111:30 -
2 stops29h 51m
Wed 18/1106:30 -
2 stops34h 00m
Deal found 27/9$1,697
Sun 8/1112:15 -
1 stop40h 15m
Sun 15/1114:10 -
1 stop28h 35m
Deal found 23/9$1,705
Tue 10/1107:30 -
2 stops32h 29m
Tue 17/1110:34 -
2 stops31h 01m
Deal found 25/9$1,710
Tue 10/1112:10 -
2 stops27h 49m
Tue 17/1114:22 -
2 stops30h 23m
Deal found 26/9$1,735
Mon 9/1108:35 -
1 stop22h 20m
Mon 16/1122:45 -
1 stop42h 35m
Deal found 25/9$1,751
Tue 10/1106:00 -
2 stops46h 30m
Tue 17/1114:10 -
1 stop41h 10m
Deal found 26/9$1,759

Find flight deals from Australia to Chicago

Round-trip from

$1,376

One-way from

$985

Popular in

May

Cheapest in

October

Average price

$1,796
9/11-16/11
  • 9/11-16/11
  • 6 total stops
  • 69h 18m total
  • Australia to Chicago
Etihad Airways
  • Etihad Airways
  • 10/10-31/12
  • 1 total stop
  • 34h 05m total
  • Australia to Chicago
Highest demand for flights based on searches. 7% potential increase in price ($220 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($69 potential savings vs. average return price).
Average for round-trip flights in September 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

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 7/11

21:30-07:55

1 stop51h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,033

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Tue 13/10

17:20-06:34

3 stops50h 14m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$1,035

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Mon 26/10

23:40-15:30

1 stop31h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,083

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Wed 18/11

17:10-14:30

1 stop38h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,085

BrisbaneChicago

BNE Brisbane - ORD Chicago O'Hare Intl

BNEORD

Brisbane

Sun 8/11

12:15-12:30

1 stop40h 15m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,086

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Tue 13/10

23:45-15:05

1 stop31h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,095

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Thu 8/10

23:00-15:05

1 stop32h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,095

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Fri 9/10

17:20-15:05

2 stops34h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$1,174

PerthChicago

PER Perth - ORD Chicago O'Hare Intl

PERORD

Perth

Thu 8/10

20:50-13:55

3 stops54h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-14:00

Nonstop0h 00m

$1,180

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Mon 26/10

23:55-05:40

3 stops45h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,251

Flights are sorted by cheapest return flights first.

Deals found on 27/9

Showing 1-10 of 56 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 $1,623). Flying from Australia to Chicago in September is currently the most expensive (average of $2,050). 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 35 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.

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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

Crew

8.5

Food

7.5

Overall

8.0

Entertainment

7.4

Boarding

8.2

Comfort

7.9

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 Cathay Pacific, Qatar Airways, and Air New Zealand fly from Australia to Chicago in about 27h. The time it takes to get you to your destination can typically vary by up to 13h 15m. 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 $643. United Airlines flights start at $1,118 while deals on Air Canada start at $1,314 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 $1,623). Flying from Australia to Chicago in September is currently the most expensive (average of $2,050). 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$547Average$1,587FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$953Average$1,700FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$1,295Average$1,961FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Qantas AirwaysCheapest$1,323Average$2,091FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air New ZealandCheapest$1,338Average$1,579FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
Cathay PacificCheapest$1,693Average$1,983FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
Japan AirlinesCheapest$2,124Average$2,908FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Virgin AustraliaCheapest$2,162Average$2,189FlexibilityNo cancel feeOn-time80%
Search Virgin Australia flights

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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.

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