Chicago

$431+ Cheap flights from Australia to Chicago (CHI)

SYD — CHI
Dec 3 — Dec 101
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Find cheap flights from Australia to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheap flight deals from Australia to Chicago

Cheapest flights from Australia to Chicago

Wed 11/411:10 am -
1 stop22h 50m
Wed 11/116:45 pm -
1 stop21h 15m
Deal found 11/3$734
Thu 11/1211:10 am -
1 stop23h 49m
Mon 11/165:15 pm -
1 stop22h 45m
Deal found 10/31$735
Mon 11/211:10 am -
1 stop28h 20m
Sun 11/1510:32 am -
1 stop29h 28m
Deal found 11/1$736
Mon 11/911:10 am -
1 stop23h 49m
Mon 11/239:03 pm -
1 stop42h 57m
Deal found 10/30$737
Mon 11/910:40 am -
1 stop30h 15m
Mon 11/232:32 pm -
1 stop24h 58m
Deal found 11/1$739
Mon 11/210:40 am -
2 stops28h 25m
Sun 11/157:30 am -
2 stops32h 00m
Deal found 10/29$740
Mon 11/1611:10 am -
1 stop21h 55m
Mon 11/309:03 pm -
1 stop42h 57m
Deal found 11/2$757
Mon 11/211:10 am -
1 stop28h 20m
Tue 11/106:45 pm -
1 stop21h 15m
Deal found 11/1$764
Fri 12/2511:10 am -
2 stops23h 50m
Tue 1/196:00 am -
1 stop34h 00m
Deal found 10/31$784
Thu 11/1211:10 am -
2 stops21h 50m
Sat 11/286:40 am -
1 stop33h 20m
Deal found 10/31$785
Tue 11/1711:00 am -
2 stops24h 30m
Tue 2/21:30 pm -
2 stops28h 05m
Deal found 11/3$990
Sun 11/159:00 pm -
2 stops36h 05m
Wed 11/253:25 pm -
2 stops25h 40m
Deal found 11/3$1,081

Find flight deals from Australia to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$735
(American Airlines)

One-way from

$431
(Delta)

Popular in

May

Cheapest in

November

Average price

$1,066
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
From Australia to Chicago (CHI)
One-way flight from Australia to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($123 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($36 potential savings vs. average RT price).
Average for round-trip flights in November 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 round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 2/2

10:40 am-9:36 pm

2 stops27h 56m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$431

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 11/9

10:40 am-6:30 pm

2 stops24h 50m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$432

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 3/6

10:40 am-1:47 pm

1 stop20h 07m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$490

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 3/5

10:40 am-9:53 pm

2 stops28h 13m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$491

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Wed 11/18

9:20 am-4:55 pm

1 stop24h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$627

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 3/6

2:00 pm-1:54 pm

3 stops40h 54m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$688

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Fri 1/15

9:20 am-4:55 pm

1 stop24h 35m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$730

MelbourneChicago

MEL Melbourne - ORD Chicago O'Hare Intl

MELORD

Melbourne

Wed 1/20

3:30 pm-12:30 pm

1 stop38h 00m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$732

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 11/16

10:40 am-11:55 pm

1 stop30h 15m

Chicago O'Hare Intl

Mon 11/30

7:45 am-8:30 am

1 stop31h 45m

$739

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 1/20

10:40 am-5:53 pm

1 stop24h 13m

Chicago O'Hare Intl

Sun 1/31

7:25 am-6:50 am

1 stop30h 25m

$740

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 60 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 round-trip 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, March is the cheapest month in which you can book a flight from Australia to Chicago (average of $1,147). Flying from Australia to Chicago in December is currently the most expensive (average of $1,493). 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 67 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 a feel of what it's like to fly with 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.

Overall

7.3

Comfort

7.3

Food

6.7

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Overall

7.3

Comfort

7.3

Food

6.7

Entertainment

7.1

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

Related info for your journey

  • How long is the flight from Australia to Chicago?

    Delta, Qantas Airways, and Philippine Airlines can get you from Australia to Chicago in just under 24h 35m. Your travel time can differ by up to 16h 38m. 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 $462 on Qantas Airways. Other airlines that offer cheap prices include Air Canada from $808 and United Airlines from $867 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 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, March is the cheapest month in which you can book a flight from Australia to Chicago (average of $1,147). Flying from Australia to Chicago in December is currently the most expensive (average of $1,493). 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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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Top airline flying from Australia to Chicago

AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$970Average$1,633FlexibilityNo cancel feeOn-time74%

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