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Cheap flights from Australia to Chicago from $889

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 20/10. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
30 May — 6 Jun1
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 30 April 2026.

Tue 6/1012:45
SYD
-
ORD
2 stops32h 20m
ANA
Mon 2/1116:25
ORD
-
SYD
1 stop25h 05m
ANA
Deal found 27/4$1,573
Fri 8/513:15
SYD
-
ORD
3 stops46h 17m
Multiple Airlines
Thu 28/506:55
ORD
-
SYD
3 stops37h 55m
Multiple Airlines
Deal found 25/4$1,666
Mon 18/517:50
SYD
-
ORD
1 stop27h 49m
Multiple Airlines
Tue 2/607:40
ORD
-
SYD
2 stops32h 50m
Multiple Airlines
Deal found 28/4$1,687
Sun 26/420:55
SYD
-
ORD
2 stops38h 51m
ANA
Sun 3/517:45
ORD
-
SYD
1 stop34h 25m
ANA
Deal found 25/4$1,696
Fri 5/611:45
SYD
-
ORD
2 stops48h 19m
ANA
Wed 12/817:45
ORD
-
SYD
1 stop24h 40m
ANA
Deal found 24/4$1,727
Mon 4/513:15
SYD
-
ORD
3 stops48h 58m
Multiple Airlines
Fri 8/506:55
ORD
-
SYD
3 stops48h 15m
Multiple Airlines
Deal found 28/4$1,734
Thu 4/611:45
SYD
-
ORD
2 stops48h 19m
ANA
Wed 12/817:45
ORD
-
SYD
1 stop34h 25m
ANA
Deal found 25/4$1,792
Mon 8/617:50
SYD
-
ORD
2 stops31h 09m
Multiple Airlines
Mon 15/607:15
ORD
-
SYD
1 stop33h 15m
Multiple Airlines
Deal found 25/4$1,797
Sun 14/620:55
SYD
-
ORD
2 stops38h 40m
ANA
Mon 20/717:45
ORD
-
SYD
1 stop24h 40m
ANA
Deal found 25/4$1,799
Tue 12/517:50
SYD
-
ORD
1 stop27h 49m
Multiple Airlines
Tue 2/621:37
ORD
-
SYD
2 stops42h 53m
Multiple Airlines
Deal found 28/4$1,808
Thu 4/611:45
SYD
-
ORD
2 stops48h 19m
ANA
Sun 9/817:45
ORD
-
SYD
1 stop24h 40m
ANA
Deal found 25/4$1,811
Wed 21/1023:45
MEL
-
ORD
2 stops36h 00m
Qatar Airways
Thu 5/1118:50
ORD
-
MEL
1 stop35h 30m
Qatar Airways
Deal found 27/4$1,911

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 30 April 2026.

Round-trip from

$1,573

One-way from

$889

Popular in

April

Cheapest in

August

Average price

$2,228
ANA
  • ANA
  • 6/10-2/11
  • 3 total stops
  • 57h 25m total
  • Australia to Chicago
Search Deals
20/10
  • 20/10
  • 2 total stops
  • 30h 35m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($202 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($70 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 30 April 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

Fri 12/6

10:55-16:38

1 stop20h 43m

Chicago O'Hare Intl

Sun 21/6

13:00-08:15

2 stops28h 15m

$2,111

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 2/6

15:40-08:35

1 stop31h 55m

Chicago O'Hare Intl

Tue 23/6

09:30-16:50

2 stops40h 20m

$2,111

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 1/6

10:55-21:36

2 stops25h 41m

Chicago O'Hare Intl

Tue 30/6

16:30-08:15

1 stop24h 45m

$2,113

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/6

20:45-18:50

2 stops37h 05m

Chicago O'Hare Intl

Wed 12/8

20:05-18:50

2 stops31h 45m

$2,204

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 5/6

20:45-18:50

2 stops37h 05m

Chicago O'Hare Intl

Wed 12/8

20:05-18:50

2 stops31h 45m

$2,232

CoolangattaChicago

OOL - ORD

OOLORD

Coolangatta Gold Coast

Fri 12/6

09:20-20:43

3 stops50h 23m

Chicago O'Hare Intl

Fri 19/6

06:55-15:05

3 stops41h 10m

$2,316

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Fri 7/8

11:35-22:00

2 stops25h 25m

Chicago O'Hare Intl

Mon 24/8

15:21-10:35

2 stops28h 14m

$2,333

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 6/7

07:25-21:26

2 stops29h 01m

Chicago O'Hare Intl

Sun 6/9

21:05-05:45

2 stops41h 40m

$2,338

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 4/6

09:15-17:56

2 stops23h 41m

Chicago Midway

Wed 12/8

13:00-06:50

2 stops26h 50m

$2,375

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 10/6

10:20-17:05

2 stops21h 45m

Chicago O'Hare Intl

Wed 17/6

15:26-07:00

2 stops24h 34m

$2,375

Flights are sorted by cheapest return flights first.

Deals found on 29/4

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

How far ahead should I book a flight from Australia to Chicago?

The best time to book flights from Australia to Chicago is 63 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.

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 $172). Flying from Australia to Chicago in January is currently the most expensive (average of $1,178). 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.

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 30 April 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
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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
638 reviews
Air New Zealand
8.0
Very Good
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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
1,028 reviews
Air New Zealand
8.0
Very Good
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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
9,680 reviews
Air New Zealand
8.0
Very Good
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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
11,678 reviews
Air New Zealand
8.0
Very Good
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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
10,979 reviews
Air New Zealand
8.0
Very Good
638 reviews
Check prices

Entertainment

7.4

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.4

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 Qatar Airways, Qantas Airways, and Delta fly from Australia to Chicago in about 21h 04m. The time it takes to get you to your destination can typically vary by up to 14h 56m. 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 cheapest airlines to fly from Australia to Chicago one-way?

    To fly one-way, consider booking your trip with Qantas Airways, which is currently one of the cheapest options available, starting at $702. American Airlines flights start at $977 while deals on United Airlines start at $1,017 one-way.

  • 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 $172). Flying from Australia to Chicago in January is currently the most expensive (average of $1,178). 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 30 April 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 30 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$944Average$1,948FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,060Average$1,647FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,074Average$1,531FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
American AirlinesCheapest$1,091Average$1,480FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$1,321Average$1,888FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Cathay PacificCheapest$1,361Average$1,890FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
ANACheapest$1,470Average$1,590FlexibilityNo cancel feeOn-time80%
Search ANA flights
Japan AirlinesCheapest$1,810Average$2,290FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Virgin AustraliaCheapest$2,125Average$2,152FlexibilityNo 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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