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Cheap flights from Australia to Chicago from $597

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 25/4. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
10 May — 17 May1
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 10 April 2026.

Wed 29/413:15
SYD
-
ORD
3 stops31h 53m
Multiple Airlines
Tue 5/512:40
ORD
-
SYD
3 stops32h 10m
Multiple Airlines
Deal found 10/4$1,518
Tue 28/413:15
SYD
-
ORD
2 stops25h 12m
Multiple Airlines
Mon 4/507:15
ORD
-
SYD
2 stops37h 35m
Multiple Airlines
Deal found 10/4$1,538
Fri 8/513:30
MEL
-
ORD
2 stops31h 29m
Multiple Airlines
Fri 15/507:15
ORD
-
MEL
2 stops37h 50m
Multiple Airlines
Deal found 9/4$1,551
Sun 24/513:15
SYD
-
ORD
2 stops31h 44m
Multiple Airlines
Sun 31/507:15
ORD
-
SYD
2 stops37h 35m
Multiple Airlines
Deal found 9/4$1,580
Mon 27/413:15
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
Tue 12/512:40
ORD
-
SYD
3 stops42h 30m
Multiple Airlines
Deal found 7/4$1,607
Thu 21/513:30
MEL
-
ORD
3 stops46h 02m
Multiple Airlines
Thu 28/506:55
ORD
-
MEL
3 stops38h 05m
Multiple Airlines
Deal found 6/4$1,620
Mon 27/706:00
SYD
-
ORD
2 stops39h 19m
Multiple Airlines
Tue 4/806:55
ORD
-
SYD
3 stops48h 15m
Multiple Airlines
Deal found 7/4$1,666
Tue 28/417:50
SYD
-
ORD
1 stop20h 37m
Multiple Airlines
Wed 13/520:56
ORD
-
SYD
2 stops47h 54m
Multiple Airlines
Deal found 8/4$1,704
Wed 29/417:50
SYD
-
ORD
1 stop20h 37m
Multiple Airlines
Thu 14/506:15
ORD
-
SYD
2 stops38h 35m
Multiple Airlines
Deal found 9/4$1,736
Thu 7/517:50
SYD
-
ORD
1 stop27h 49m
Multiple Airlines
Thu 28/520:46
ORD
-
SYD
2 stops48h 04m
Multiple Airlines
Deal found 9/4$1,738
Tue 8/920:00
PER
-
ORD
2 stops61h 45m
Multiple Airlines
Sun 4/1000:30
ORD
-
PER
2 stops38h 15m
Multiple Airlines
Deal found 6/4$1,830
Thu 21/522:15
BNE
-
ORD
1 stop37h 45m
Multiple Airlines
Thu 28/519:49
ORD
-
BNE
2 stops33h 11m
Multiple Airlines
Deal found 6/4$1,945

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 10 April 2026.

Round-trip from

$1,518

One-way from

$597

Popular in

April

Cheapest in

August

Average price

$2,257
29/4-5/5
  • 29/4-5/5
  • 6 total stops
  • 64h 03m total
  • Australia to Chicago
Search Deals
25/4
  • 25/4
  • 2 total stops
  • 34h 25m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($188 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($72 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 10 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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 23/5

17:50-06:34

1 stop27h 44m

Chicago O'Hare Intl

Sat 30/5

20:46-07:30

1 stop43h 44m

$1,895

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Fri 8/5

10:00-20:14

2 stops25h 14m

Chicago O'Hare Intl

Mon 8/6

07:35-07:50

1 stop33h 15m

$2,081

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 7/5

20:45-13:13

3 stops31h 28m

Chicago O'Hare Intl

Thu 28/5

14:10-18:50

2 stops37h 40m

$2,081

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 8/5

10:00-18:33

2 stops23h 33m

Chicago Midway

Thu 21/5

18:36-07:50

2 stops46h 14m

$2,085

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 8/5

10:00-21:26

2 stops26h 26m

Chicago Midway

Fri 15/5

12:53-07:50

2 stops27h 57m

$2,123

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 22/5

10:00-21:09

2 stops26h 09m

Chicago Midway

Fri 29/5

12:53-07:50

2 stops27h 57m

$2,123

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Wed 3/6

14:30-05:59

2 stops30h 29m

Chicago O'Hare Intl

Wed 17/6

21:13-06:45

1 stop42h 32m

$2,230

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 26/4

08:55-10:45

1 stop40h 50m

Chicago O'Hare Intl

Thu 30/4

14:10-06:20

1 stop25h 10m

$2,245

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Sun 9/8

10:00-18:25

2 stops23h 25m

Chicago Midway

Sun 30/8

18:45-07:50

2 stops46h 05m

$2,286

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 15/6

09:20-09:00

2 stops38h 40m

Chicago O'Hare Intl

Sun 19/7

15:40-07:20

1 stop24h 40m

$2,312

Flights are sorted by cheapest return flights first.

Deals found on 9/4

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 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, July is the cheapest month in which you can book a flight from Australia to Chicago (average of $957). Flying from Australia to Chicago in January is currently the most expensive (average of $1,410). 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 10 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
627 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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
1,018 reviews
Air New Zealand
8.0
Very Good
627 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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
9,565 reviews
Air New Zealand
8.0
Very Good
627 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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
11,568 reviews
Air New Zealand
8.0
Very Good
627 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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
10,915 reviews
Air New Zealand
8.0
Very Good
627 reviews
Check prices

Comfort

8.0

Boarding

8.2

Overall

8.0

Entertainment

7.4

Crew

8.5

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 Delta, Japan Airlines, and Air Canada fly from Australia to Chicago in about 25h 14m. The time it takes to get you to your destination can typically vary by up to 15h 36m. 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 $711. Air Canada flights start at $748 while deals on American Airlines start at $990 one-way.

  • What are the most popular routes from Australia to Chicago?

    Most travellers choose Sydney Kingsford Smith - Chicago O'Hare Intl, Melbourne - Chicago O'Hare Intl or Sydney Kingsford Smith - Chicago Midway 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, July is the cheapest month in which you can book a flight from Australia to Chicago (average of $957). Flying from Australia to Chicago in January is currently the most expensive (average of $1,410). 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 10 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 10 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$957Average$1,893FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,074Average$1,619FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,088Average$1,550FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
American AirlinesCheapest$1,105Average$1,499FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Cathay PacificCheapest$1,379Average$1,905FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
United AirlinesCheapest$1,402Average$2,004FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,489Average$1,607FlexibilityNo cancel feeOn-time80%
Search ANA flights
Japan AirlinesCheapest$1,833Average$2,262FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Virgin AustraliaCheapest$2,153Average$2,180FlexibilityNo 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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