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Cheap flights from Sydney to Chicago from $836

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Sydney to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
13:15 - 06:17SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
32h 02m2 stops Nadi Los Angeles Los Angeles
Multiple Airlines Logo
06:30 - 22:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
48h 55m3 stops Denver Intl Los Angeles Los Angeles Nadi
$1,156Multiple Airlines
Tue, 8 Sep - Tue, 22 Sep
Multiple Airlines Logo
13:15 - 06:17SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
32h 02m2 stops Nadi Los Angeles Los Angeles
Multiple Airlines Logo
06:00 - 11:50ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
38h 50m3 stops Dallas/Fort Worth Los Angeles Los Angeles Nadi
$1,177Multiple Airlines
Tue, 8 Sep - Tue, 22 Sep
Qantas Airways Logo
06:25 - 15:54SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
24h 29m2 stops Melbourne Los Angeles Los Angeles
Qantas Airways Logo
21:10 - 21:15ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
57h 05m2 stops Los Angeles Los Angeles Melbourne
$1,714Qantas Airways
Mon, 31 Aug - Tue, 15 Sep
Air New Zealand Logo
09:55 - 23:05SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
28h 10m2 stops Auckland Intl Los Angeles Los Angeles
Air New Zealand Logo
16:00 - 08:45ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
25h 45m2 stops San Francisco Auckland Intl
$1,727Air New Zealand
Tue, 8 Sep - Tue, 22 Sep
Air New Zealand Logo
11:50 - 21:49SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
26h 59m2 stops Auckland Intl Los Angeles Los Angeles
Air New Zealand Logo
10:34 - 10:35ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
31h 01m2 stops Houston George Bush Intcntl Auckland Intl
$1,745Air New Zealand
Wed, 4 Nov - Mon, 9 Nov
American Airlines Logo
20:30 - 11:02SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
31h 32m2 stops Honolulu Dallas/Fort Worth
American Airlines Logo
05:30 - 09:00ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
34h 30m1 stop Los Angeles Los Angeles
$1,812American Airlines
Wed, 4 Nov - Mon, 9 Nov
American Airlines Logo
11:20 - 06:05SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
35h 45m1 stop Los Angeles Los Angeles
American Airlines Logo
08:05 - 06:25ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
29h 20m1 stop San Francisco
$2,053American Airlines
Wed, 11 Nov - Sun, 15 Nov
Qantas Airways Logo
12:00 - 20:29SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
23h 29m1 stop Dallas/Fort Worth
Qantas Airways Logo
08:23 - 07:05ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
31h 42m1 stop Los Angeles Los Angeles
$2,127Qantas Airways
Sat, 12 Sep - Mon, 28 Sep
United Airlines Logo
10:20 - 17:05SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 45m2 stops San Francisco Denver Intl
United Airlines Logo
15:00 - 07:55ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
24h 55m2 stops Los Angeles Los Angeles San Francisco
$2,253United Airlines
Thu, 17 Sep - Wed, 7 Oct
United Airlines Logo
10:20 - 17:05SYD  Sydney Kingsford Smith-ORD Chicago O'Hare Intl
21h 45m2 stops San Francisco Denver Intl
United Airlines Logo
16:26 - 06:55ORD  Chicago O'Hare Intl-SYD Sydney Kingsford Smith
23h 29m2 stops Denver Intl San Francisco
$2,253United Airlines
Thu, 3 Sep - Wed, 16 Sep

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British Airways flights from Sydney to Chicago

Our best British Airways deals on Sydney to Chicago flight tickets
British Airways
3 Sept
SYD12:00Sydney Kingsford Smith
21h 29m
1 stop
ORD18:29Chicago O'Hare Intl
16 Sept
ORD19:03Chicago O'Hare Intl
21h 02m
1 stop
SYD07:05Sydney Kingsford Smith
$2,190
British Airways
3 Sept
SYD12:00Sydney Kingsford Smith
21h 29m
1 stop
ORD18:29Chicago O'Hare Intl
16 Sept
ORD19:03Chicago O'Hare Intl
21h 02m
1 stop
SYD07:05Sydney Kingsford Smith
$2,209
British Airways
3 Sept
SYD12:00Sydney Kingsford Smith
21h 29m
1 stop
ORD18:29Chicago O'Hare Intl
16 Sept
ORD19:03Chicago O'Hare Intl
21h 02m
1 stop
SYD07:05Sydney Kingsford Smith
$2,213

Etihad Airways flights from Sydney to Chicago

Our best Etihad Airways deals on Sydney to Chicago flight tickets
Etihad Airways
3 Nov
SYD16:50Sydney Kingsford Smith
32h 05m
1 stop
ORD07:55Chicago O'Hare Intl
10 Nov
ORD13:10Chicago O'Hare Intl
48h 20m
1 stop
SYD06:30Sydney Kingsford Smith
$2,009
Etihad Airways
2 Nov
SYD21:30Sydney Kingsford Smith
34h 30m
1 stop
ORD15:00Chicago O'Hare Intl
10 Nov
ORD13:10Chicago O'Hare Intl
48h 20m
1 stop
SYD06:30Sydney Kingsford Smith
$2,012
Etihad Airways
1 Nov
SYD16:50Sydney Kingsford Smith
32h 05m
1 stop
ORD08:55Chicago O'Hare Intl
10 Nov
ORD13:10Chicago O'Hare Intl
48h 20m
1 stop
SYD06:30Sydney Kingsford Smith
$2,032

momondo Fare Finder

 
Use the filters below to find and compare flights from Sydney to Chicago that are best for you.

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Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 8/9

13:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Tue 22/9

06:30-22:25

3 stops48h 55m

$1,156

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 8/9

13:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Tue 22/9

06:00-11:50

3 stops38h 50m

$1,177

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 31/8

06:25-15:54

2 stops24h 29m

Chicago O'Hare Intl

Tue 15/9

21:10-21:15

2 stops57h 05m

$1,714

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 8/9

09:55-23:05

2 stops28h 10m

Chicago O'Hare Intl

Tue 22/9

16:00-08:45

2 stops25h 45m

$1,727

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 4/11

11:50-21:49

2 stops26h 59m

Chicago O'Hare Intl

Mon 9/11

10:34-10:35

2 stops31h 01m

$1,745

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 4/11

20:30-11:02

2 stops31h 32m

Chicago O'Hare Intl

Mon 9/11

05:30-09:00

1 stop34h 30m

$1,812

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 11/11

11:20-06:05

1 stop35h 45m

Chicago O'Hare Intl

Sun 15/11

08:05-06:25

1 stop29h 20m

$2,053

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 12/9

12:00-20:29

1 stop23h 29m

Chicago O'Hare Intl

Mon 28/9

08:23-07:05

1 stop31h 42m

$2,127

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 17/9

10:20-17:05

2 stops21h 45m

Chicago O'Hare Intl

Wed 7/10

15:00-07:55

2 stops24h 55m

$2,253
Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 3/9

10:20-17:05

2 stops21h 45m

Chicago O'Hare Intl

Wed 16/9

16:26-06:55

2 stops23h 29m

$2,253

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Sydney to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Sydney and Chicago?

Prices are currently low for flights on this route.

Typical prices usually range from $1,330 to $1,996.
The lowest price recently found on this route was $1,156.

What is the cheapest month to fly to Chicago?

If you don’t want to visit Chicago in September, then you should wait until October to fly from Sydney, when ticket prices are also cheap, with an average price of $1,475.

How far in advance should I book a flight from Sydney to Chicago?

You are more likely to see cheaper flights to Chicago from Sydney when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,952 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $1,229 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 17% on your flight if you consider stops on a Sydney to Chicago flight.

How have Sydney to Chicago flight prices changed over time?

As of August 2026, prices for Sydney to Chicago flights are approximately 2% cheaper when compared to flights at the same time last year.

When to book flights from Sydney to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Sydney to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Sydney to Chicago (SYD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago

Best price found

$836

Fastest flight time

23h 10m

Direct flights

None
The best one-way flight to Chicago from Sydney in the past 72 hours is $836. The best return flight deal from Sydney to Chicago found on momondo in the last 72 hours is $1,156.
The fastest flight from Sydney to Chicago takes 23h 10m
There are no direct flights from Sydney to Chicago. There are no popular flight routes from Sydney to Chicago.
Search flight deals

Frequently asked questions about flying from Sydney to Chicago

  • How far is Sydney Kingsford Smith to Chicago by plane?

    There are 14866.2 km between Sydney Kingsford Smith and Chicago. 23h 10m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Sydney Kingsford Smith Airport to Chicago?

    Prices for flights from Sydney Kingsford Smith Airport to Chicago were last updated today.

  • How many operators does momondo search for flights from Sydney Kingsford Smith Airport to Chicago?

  • How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sydney Kingsford Smith Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's licence and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Sydney to Chicago?

Best airlines flying from Sydney to Chicago

Compare and see reviews for airlines that fly from Sydney to Chicago with momondo
Airline
Rating
Free cancellation
Price
Air CanadaPriceFrom $1,064Free cancellationRating
7.1
11,508 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,241Free cancellationRating
7.1
11,976 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,244Free cancellationRating
7.5
1,083 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,329Free cancellationRating
8.0
663 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,389Free cancellationRating
7.4
10,102 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Sydney to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Sydney to Chicago . Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Sydney to Chicago with flexible booking policies on momondo?

Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Sydney to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

I’m not ready to book a flight from Sydney to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Sydney and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport
Chicago O'Hare Intl Airport