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Cheap flights from Australia to Chicago from $665

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
22 May — 29 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 22 April 2026.

Mon 4/513:15
SYD
-
ORD
3 stops48h 58m
Multiple Airlines
Fri 8/508:30
ORD
-
SYD
3 stops46h 40m
Multiple Airlines
Deal found 20/4$1,503
Wed 3/613:20
SYD
-
ORD
3 stops48h 53m
Multiple Airlines
Wed 10/607:12
ORD
-
SYD
3 stops47h 58m
Multiple Airlines
Deal found 21/4$1,514
Mon 4/506:00
SYD
-
ORD
2 stops38h 50m
Multiple Airlines
Sat 9/506:55
ORD
-
SYD
3 stops48h 15m
Multiple Airlines
Deal found 21/4$1,522
Fri 5/606:00
SYD
-
ORD
2 stops39h 04m
Multiple Airlines
Wed 12/809:33
ORD
-
SYD
3 stops35h 17m
Multiple Airlines
Deal found 20/4$1,529
Mon 8/613:15
SYD
-
ORD
3 stops46h 28m
Multiple Airlines
Wed 10/607:12
ORD
-
SYD
3 stops47h 58m
Multiple Airlines
Deal found 21/4$1,530
Thu 4/613:15
SYD
-
ORD
3 stops48h 58m
Multiple Airlines
Thu 11/607:12
ORD
-
SYD
3 stops37h 38m
Multiple Airlines
Deal found 19/4$1,540
Wed 28/1021:45
SYD
-
ORD
1 stop26h 35m
ANA
Wed 4/1120:00
ORD
-
SYD
2 stops31h 15m
ANA
Deal found 21/4$1,599
Tue 27/1012:25
SYD
-
ORD
2 stops32h 40m
ANA
Wed 4/1116:25
ORD
-
SYD
1 stop34h 50m
ANA
Deal found 21/4$1,606
Thu 4/613:30
MEL
-
ORD
2 stops31h 34m
Multiple Airlines
Thu 11/607:12
ORD
-
MEL
3 stops37h 48m
Multiple Airlines
Deal found 20/4$1,648
Thu 15/1022:15
BNE
-
ORD
1 stop37h 30m
EVA Air
Thu 5/1123:30
ORD
-
BNE
1 stop28h 50m
EVA Air
Deal found 18/4$1,880
Wed 3/617:50
SYD
-
MDW
2 stops32h 22m
Multiple Airlines
Wed 10/606:00
MDW
-
SYD
2 stops34h 30m
Multiple Airlines
Deal found 21/4$1,880
Wed 3/609:45
MEL
-
ORD
2 stops28h 16m
Multiple Airlines
Wed 10/607:12
ORD
-
MEL
2 stops32h 33m
Multiple Airlines
Deal found 19/4$1,910

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 22 April 2026.

Round-trip from

$1,503

One-way from

$665

Popular in

April

Cheapest in

August

Average price

$2,223
4/5-8/5
  • 4/5-8/5
  • 6 total stops
  • 95h 38m total
  • Australia to Chicago
Search Deals
2/5
  • 2/5
  • 2 total stops
  • 34h 25m total
  • Australia to Chicago
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($200 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($69 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 22 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

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Tue 18/8

11:35-21:02

2 stops24h 27m

Chicago O'Hare Intl

Tue 1/9

17:50-10:40

2 stops25h 50m

$2,118

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Fri 5/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Fri 12/6

11:05-07:50

2 stops29h 45m

$2,122

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

Wed 3/6

10:00-18:33

2 stops23h 33m

Chicago Midway

Wed 10/6

12:45-07:50

2 stops28h 05m

$2,125

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Tue 11/8

13:25-21:02

2 stops22h 37m

Chicago O'Hare Intl

Thu 20/8

17:50-12:00

2 stops27h 10m

$2,145

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 2/6

20:45-13:14

2 stops31h 29m

Chicago O'Hare Intl

Tue 23/6

17:42-18:50

2 stops34h 08m

$2,229

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Thu 8/10

14:30-23:12

2 stops24h 42m

Chicago O'Hare Intl

Wed 14/10

18:35-13:05

2 stops26h 30m

$2,231

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

Mon 1/6

13:05-06:04

2 stops31h 59m

Chicago O'Hare Intl

Sat 6/6

21:04-05:00

1 stop40h 56m

$2,233

MelbourneChicago

MEL - ORD

MELORD

Melbourne

Mon 1/6

13:30-21:45

2 stops23h 15m

Chicago O'Hare Intl

Thu 25/6

18:00-12:00

2 stops27h 00m

$2,238

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 21/7

11:55-23:16

2 stops26h 21m

Chicago O'Hare Intl

Tue 22/9

16:45-08:45

2 stops25h 00m

$2,250

PerthChicago

PER - ORD

PERORD

Perth

Wed 2/9

00:10-07:20

2 stops44h 10m

Chicago O'Hare Intl

Sun 6/9

14:10-00:40

2 stops45h 30m

$2,266

Flights are sorted by cheapest return flights first.

Deals found on 20/4

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, 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 $1,176). 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 22 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
632 reviews
Check prices

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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
1,024 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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
9,616 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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
11,647 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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
10,951 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.4

Entertainment

7.4

Comfort

7.9

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 Fiji Airways, Delta, and Air New Zealand fly from Australia to Chicago in about 23h 33m. The time it takes to get you to your destination can typically vary by up to 2h 48m. Airlines will cover a distance of 15554 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 $700. American Airlines flights start at $975 while deals on United Airlines start at $1,015 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 $1,176). 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 22 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 22 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$942Average$1,864FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,058Average$1,636FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,072Average$1,527FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
American AirlinesCheapest$1,089Average$1,477FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Cathay PacificCheapest$1,358Average$1,877FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights
United AirlinesCheapest$1,381Average$1,901FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,467Average$1,583FlexibilityNo cancel feeOn-time80%
Search ANA flights
Japan AirlinesCheapest$1,806Average$2,228FlexibilityNo cancel feeOn-time79%
Search Japan Airlines flights
Virgin AustraliaCheapest$2,121Average$2,148FlexibilityNo 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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