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$493+ Cheap flights from Australia to Chicago (CHI)

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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
maj 18 — maj 251
man. 5/18
man. 5/25
1 adult, Economy
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Cheap flight deals from Australia to Chicago

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 april 18, 2026.

This Trip.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 5/81:30 pm
MEL
-
ORD
2 stops31h 29m
Multiple Airlines
søn. 5/317:15 am
ORD
-
MEL
2 stops38h 10m
Multiple Airlines
Deal found 4/15$1,062
This Trip.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 5/41:15 pm
SYD
-
ORD
2 stops31h 35m
Multiple Airlines
fre. 5/88:30 am
ORD
-
SYD
3 stops36h 20m
Multiple Airlines
Deal found 4/16$1,073
This Trip.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 5/91:15 pm
SYD
-
ORD
2 stops31h 44m
Multiple Airlines
søn. 5/317:15 am
ORD
-
SYD
2 stops37h 35m
Multiple Airlines
Deal found 4/14$1,093
This FlightHub deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 9/811:45 am
SYD
-
ORD
2 stops32h 00m
ANA
fre. 9/115:45 pm
ORD
-
SYD
1 stop34h 25m
ANA
Deal found 4/14$1,143
This ANA deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure ANA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 11/1112:25 pm
SYD
-
ORD
1 stop35h 55m
ANA
man. 11/168:00 pm
ORD
-
SYD
2 stops31h 15m
ANA
Deal found 4/13$1,162
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 6/35:50 pm
SYD
-
ORD
1 stop27h 14m
Multiple Airlines
tir. 6/239:13 pm
ORD
-
SYD
1 stop43h 17m
Multiple Airlines
Deal found 4/14$1,201
This Justfly.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 9/211:45 am
SYD
-
ORD
2 stops32h 00m
ANA
fre. 9/115:45 pm
ORD
-
SYD
1 stop24h 40m
ANA
Deal found 4/17$1,203
This Trip.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 5/55:50 pm
SYD
-
MDW
2 stops32h 19m
Multiple Airlines
ons. 5/206:00 am
MDW
-
SYD
2 stops34h 30m
Multiple Airlines
Deal found 4/15$1,217
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 5/195:50 pm
SYD
-
ORD
1 stop27h 49m
Multiple Airlines
tir. 5/268:46 pm
ORD
-
SYD
1 stop43h 44m
Multiple Airlines
Deal found 4/15$1,218
This Trip.com deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 5/171:30 pm
MEL
-
ORD
2 stops31h 29m
Multiple Airlines
søn. 6/147:15 am
ORD
-
MEL
2 stops38h 10m
Multiple Airlines
Deal found 4/13$1,224
This Globehunters deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 7/138:55 pm
SYD
-
ORD
1 stop26h 45m
ANA
man. 8/108:18 pm
ORD
-
SYD
2 stops31h 52m
ANA
Deal found 4/15$1,242
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 6/15:50 pm
SYD
-
ORD
1 stop27h 14m
Multiple Airlines
man. 6/89:37 pm
ORD
-
SYD
2 stops42h 53m
Multiple Airlines
Deal found 4/17$1,256

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 april 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,062
(Trip.com)

One-way from

$493
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$1,592
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
Search Deals
From Australia to Chicago (CHI)
Search Deals
One-way flight from Australia to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($103 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated april 18, 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 round-trip

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

søn. 5/10

3:40 pm-3:21 pm

2 stops38h 41m

Chicago O'Hare Intl

tor. 5/14

2:00 pm-4:50 pm

1 stop35h 50m

$1,497

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

fre. 5/29

10:00 am-6:33 pm

2 stops23h 33m

Chicago Midway

fre. 6/5

1:22 pm-7:50 am

2 stops27h 28m

$1,500

MelbourneChicago

MEL - ORD

MELORD

Melbourne

fre. 5/29

10:00 am-6:05 pm

2 stops23h 05m

Chicago O'Hare Intl

fre. 6/5

11:09 am-7:50 am

2 stops29h 41m

$1,500

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

fre. 5/8

10:00 am-6:33 pm

2 stops23h 33m

Chicago Midway

søn. 5/31

7:13 pm-7:50 am

2 stops45h 37m

$1,511

MelbourneChicago

MEL - MDW

MELMDW

Melbourne

søn. 5/31

10:00 am-6:33 pm

2 stops23h 33m

Chicago Midway

søn. 6/7

7:16 pm-7:50 am

2 stops45h 34m

$1,518

BrisbaneChicago

BNE - ORD

BNEORD

Brisbane

tir. 5/19

9:30 am-11:01 pm

2 stops52h 31m

Chicago O'Hare Intl

tir. 5/26

8:46 pm-5:00 am

1 stop41h 14m

$1,583

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

ons. 4/29

1:15 pm-11:59 pm

2 stops25h 44m

Chicago O'Hare Intl

lør. 5/2

6:56 pm-11:50 am

2 stops25h 54m

$1,587

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

tir. 6/2

8:45 pm-1:14 pm

2 stops31h 29m

Chicago O'Hare Intl

tir. 6/23

5:42 pm-6:50 pm

2 stops34h 08m

$1,596

MelbourneChicago

MEL - ORD

MELORD

Melbourne

tor. 10/8

2:30 pm-11:12 pm

2 stops24h 42m

Chicago O'Hare Intl

ons. 10/14

6:35 pm-1:05 pm

2 stops26h 30m

$1,598

PerthChicago

PER - ORD

PERORD

Perth

ons. 9/2

12:10 am-7:20 am

2 stops44h 10m

Chicago O'Hare Intl

søn. 9/6

2:10 pm-12:40 am

2 stops45h 30m

$1,626

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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
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 $123). Flying from Australia to Chicago in January is currently the most expensive (average of $842). 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 april 18, 2026.
Get a feel of what it's like to fly with Qantas Airways and 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.
Qantas Airways
7.5
Good
1,019 reviews

Crew

8.1

Entertainment

7.2

Boarding

7.7

Comfort

7.5

Food

7.0

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.
Qantas Airways
7.5
Good
1,019 reviews
Qantas Airways
7.5
Good
1,019 reviews

Crew

8.1

Entertainment

7.2

Boarding

7.7

Comfort

7.5

Food

7.0

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.
United Airlines
7.4
Good
9,604 reviews
Qantas Airways
7.5
Good
1,019 reviews

Crew

8.1

Entertainment

7.2

Boarding

7.7

Comfort

7.5

Food

7.0

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.

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?

    Delta, Japan Airlines, and Qantas Airways can get you from Australia to Chicago in just under 21h 43m. Your travel time can differ by up to 22h 27m. Australia and Chicago are separated by a distance of 9228 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 $553 on Air Canada. Other airlines that offer cheap prices include American Airlines from $772 and Qantas Airways from $796 one-way.

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

    The most popular route from Australia to Chicago is Sydney Kingsford Smith - Chicago O'Hare Intl. You may also consider Melbourne - Chicago O'Hare Intl or Sydney Kingsford Smith - Chicago Midway.

  • 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, September is the cheapest month in which you can book a flight from Australia to Chicago (average of $123). Flying from Australia to Chicago in January is currently the most expensive (average of $842). 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
Lansing
Merrillville
Hammond
Porter

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Top 4 airlines flying from Australia to Chicago

Discover the top 4 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 2,558,603 searches. Data last updated april 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$795Average$1,155FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$862Average$1,089FlexibilityNo cancel feeOn-time67%
Qantas AirwaysCheapest$970Average$1,012FlexibilityNo cancel feeOn-time74%
Japan AirlinesCheapest$973Average$976FlexibilityNo cancel feeOn-time79%

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