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Cheap flights from Sydney to Chicago from $634

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 9/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:15 am - 2:00 pm
SYD
-
ORD
19h 45m
1 stop
Delta Logo
2:55 pm - 6:50 am
ORD
-
SYD
24h 55m
1 stop
$990Delta
Tue, Sep 8 - Tue, Sep 22
Delta Logo
9:15 am - 5:30 pm
SYD
-
ORD
23h 15m
1 stop
Delta Logo
1:55 pm - 6:50 am
ORD
-
SYD
25h 55m
2 stops
$994Delta
Tue, Sep 8 - Tue, Sep 22
American Airlines Logo
5:50 pm - 3:54 pm
SYD
-
ORD
37h 04m
1 stop
American Airlines Logo
3:20 pm - 6:25 am
ORD
-
SYD
24h 05m
1 stop
$1,004American Airlines
Sun, Aug 30 - Tue, Sep 1
American Airlines Logo
11:15 am - 6:01 am
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
8:35 am - 6:10 am
ORD
-
SYD
28h 35m
1 stop
$1,029American Airlines
Thu, Oct 29 - Sun, Nov 1
American Airlines Logo
9:10 am - 2:20 pm
SYD
-
ORD
20h 10m
1 stop
American Airlines Logo
6:02 pm - 6:55 am
ORD
-
SYD
20h 53m
1 stop
$1,033American Airlines
Tue, Sep 15 - Mon, Oct 12
Delta Logo
9:15 am - 6:05 pm
SYD
-
MDW
23h 50m
2 stops
Delta Logo
6:45 pm - 6:50 am
MDW
-
SYD
45h 05m
2 stops
$1,035Delta
Tue, Sep 8 - Tue, Sep 22
American Airlines Logo
9:10 am - 1:44 pm
SYD
-
ORD
19h 34m
1 stop
American Airlines Logo
4:45 pm - 6:25 am
ORD
-
SYD
21h 40m
1 stop
$1,075American Airlines
Thu, Oct 1 - Fri, Oct 9
American Airlines Logo
9:10 am - 2:20 pm
SYD
-
ORD
20h 10m
1 stop
American Airlines Logo
4:45 pm - 6:25 am
ORD
-
SYD
21h 40m
1 stop
$1,076American Airlines
Thu, Oct 1 - Fri, Oct 9
Qantas Airways Logo
1:00 pm - 6:24 pm
SYD
-
ORD
21h 24m
1 stop
Qantas Airways Logo
7:00 am - 9:00 am
ORD
-
SYD
33h 00m
1 stop
$1,121Qantas Airways
Fri, Oct 23 - Fri, Nov 6
Qantas Airways Logo
11:15 am - 6:01 am
SYD
-
ORD
34h 46m
1 stop
Qantas Airways Logo
8:35 am - 6:10 am
ORD
-
SYD
28h 35m
1 stop
$1,136Qantas Airways
Sat, Oct 31 - Wed, Nov 4

American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets
American Airlines
Aug 30
SYD5:50 pmSydney Kingsford Smith
37h 04m
1 stop
ORD3:54 pmChicago O'Hare Intl
Sep 1
ORD3:20 pmChicago O'Hare Intl
24h 05m
1 stop
SYD6:25 amSydney Kingsford Smith
$1,004
American Airlines
Oct 29
SYD11:15 amSydney Kingsford Smith
34h 46m
1 stop
ORD6:01 amChicago O'Hare Intl
Nov 1
ORD8:35 amChicago O'Hare Intl
28h 35m
1 stop
SYD6:10 amSydney Kingsford Smith
$1,029
American Airlines
Sep 15
SYD9:10 amSydney Kingsford Smith
20h 10m
1 stop
ORD2:20 pmChicago O'Hare Intl
Oct 12
ORD6:02 pmChicago O'Hare Intl
20h 53m
1 stop
SYD6:55 amSydney Kingsford Smith
$1,033

Delta flights from Sydney to Chicago

Our best Delta deals on Sydney to Chicago flight tickets
Delta
Sep 8
SYD9:15 amSydney Kingsford Smith
19h 45m
1 stop
ORD2:00 pmChicago O'Hare Intl
Sep 22
ORD2:55 pmChicago O'Hare Intl
24h 55m
1 stop
SYD6:50 amSydney Kingsford Smith
$990
Delta
Sep 8
SYD9:15 amSydney Kingsford Smith
23h 15m
1 stop
ORD5:30 pmChicago O'Hare Intl
Sep 22
ORD1:55 pmChicago O'Hare Intl
25h 55m
2 stops
SYD6:50 amSydney Kingsford Smith
$994
Delta
Sep 8
SYD9:15 amSydney Kingsford Smith
23h 50m
2 stops
MDW6:05 pmChicago Midway
Sep 22
MDW6:45 pmChicago Midway
45h 05m
2 stops
SYD6:50 amSydney Kingsford Smith
$1,035

momondo Fare Finder

 
Customize your flight search to find flights from Sydney 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, momondo users made 832,500 searches. Data last updated May 26, 2026.
Use the filters below to find and compare flights from Sydney 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

Tue 9/8

9:15 am-2:00 pm

1 stop19h 45m

Chicago O'Hare Intl

Tue 9/22

2:55 pm-6:50 am

1 stop24h 55m

$990

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/8

9:15 am-5:30 pm

1 stop23h 15m

Chicago O'Hare Intl

Tue 9/22

1:55 pm-6:50 am

2 stops25h 55m

$994

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 8/30

5:50 pm-3:54 pm

1 stop37h 04m

Chicago O'Hare Intl

Tue 9/1

3:20 pm-6:25 am

1 stop24h 05m

$1,004

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/29

11:15 am-6:01 am

1 stop34h 46m

Chicago O'Hare Intl

Sun 11/1

8:35 am-6:10 am

1 stop28h 35m

$1,029
Quickest round-trip

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/15

9:10 am-2:20 pm

1 stop20h 10m

Chicago O'Hare Intl

Mon 10/12

6:02 pm-6:55 am

1 stop20h 53m

$1,033

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 9/8

9:15 am-6:05 pm

2 stops23h 50m

Chicago Midway

Tue 9/22

6:45 pm-6:50 am

2 stops45h 05m

$1,035

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/1

9:10 am-1:44 pm

1 stop19h 34m

Chicago O'Hare Intl

Fri 10/9

4:45 pm-6:25 am

1 stop21h 40m

$1,075

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/1

9:10 am-2:20 pm

1 stop20h 10m

Chicago O'Hare Intl

Fri 10/9

4:45 pm-6:25 am

1 stop21h 40m

$1,076

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 10/23

1:00 pm-6:24 pm

1 stop21h 24m

Chicago O'Hare Intl

Fri 11/6

7:00 am-9:00 am

1 stop33h 00m

$1,121

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 10/31

11:15 am-6:01 am

1 stop34h 46m

Chicago O'Hare Intl

Wed 11/4

8:35 am-6:10 am

1 stop28h 35m

$1,136

Flights are sorted by cheapest round-trip 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?

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $468. If you’re not able to fly to Chicago in December, then August is your next best option. Flight prices from Sydney to Chicago during August average around $627.

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 $1,322 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sydney for as low as $987 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 10% 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 May 2026, prices for Sydney to Chicago flights are approximately 9% more expensive 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 round-trip 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

Fastest flight time

21h 09m

Direct flights

None
The fastest flight from Sydney to Chicago takes 21h 09m
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?

    A flight from Sydney Kingsford Smith to Chicago will travel around 9237.5 mi. In terms of flight time, this usually takes a little over 21h 09m.

  • 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 refresh daily.

  • 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?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 license 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
Qantas AirwaysPriceFrom $970Free CancellationRating
7.5
1,042 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $1,113Free CancellationRating
7.4
9,753 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sydney to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Sydney with this policy.

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

Once all potential Sydney to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are not ready to book a flight from Sydney to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport