Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Sydney to Chicago from $625

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 4/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
10:20 am - 2:41 pm
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
7:15 am - 8:35 am
ORD
-
SYD
33h 20m
2 stops
$962Air Canada
Wed, Mar 11 - Thu, Mar 26
Air Canada Logo
10:20 am - 1:01 pm
SYD
-
ORD
42h 41m
2 stops
Air Canada Logo
1:55 pm - 8:35 am
ORD
-
SYD
26h 40m
2 stops
$978Air Canada
Wed, Mar 11 - Thu, Mar 26
Air Canada Logo
10:20 am - 2:41 pm
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
3:35 pm - 8:35 am
ORD
-
SYD
25h 00m
1 stop
$985Air Canada
Wed, Mar 11 - Thu, Mar 26
Air Canada Logo
11:20 am - 10:04 pm
SYD
-
ORD
27h 44m
2 stops
Air Canada Logo
2:26 pm - 8:35 am
ORD
-
SYD
26h 09m
2 stops
$1,008Air Canada
Wed, Mar 4 - Mon, Mar 9
Air Canada Logo
11:20 am - 8:00 am
SYD
-
ORD
37h 40m
2 stops
Air Canada Logo
9:15 pm - 8:35 am
ORD
-
SYD
43h 20m
2 stops
$1,016Air Canada
Wed, Mar 4 - Sun, Mar 15
Air Canada Logo
11:20 am - 4:38 pm
SYD
-
ORD
22h 18m
1 stop
Air Canada Logo
9:15 am - 8:35 am
ORD
-
SYD
31h 20m
2 stops
$1,022Air Canada
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
11:20 am - 2:53 pm
SYD
-
ORD
20h 33m
1 stop
American Airlines Logo
1:40 pm - 9:00 am
ORD
-
SYD
27h 20m
1 stop
$1,044American Airlines
Wed, Mar 4 - Wed, Mar 11
Delta Logo
10:40 am - 5:45 pm
SYD
-
MDW
24h 05m
2 stops
Delta Logo
1:10 pm - 6:05 am
MDW
-
SYD
24h 55m
2 stops
$1,063Delta
Wed, Mar 4 - Sun, Mar 15
Delta Logo
9:15 am - 6:14 pm
SYD
-
MDW
23h 59m
2 stops
Delta Logo
9:20 am - 6:50 am
MDW
-
SYD
30h 30m
2 stops
$1,098Delta
Mon, Jun 1 - Fri, Jul 31
Delta Logo
9:40 am - 5:22 pm
SYD
-
MDW
23h 42m
2 stops
Delta Logo
1:24 pm - 6:50 am
MDW
-
SYD
26h 26m
2 stops
$1,217Delta
Thu, Mar 19 - Tue, Apr 21

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets
Qantas Airways
Jun 12
SYD5:50 pmSydney Kingsford Smith
21h 09m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jul 12
ORD6:02 pmChicago O'Hare Intl
21h 53m
1 stop
SYD6:55 amSydney Kingsford Smith
$1,105
Qantas Airways
Jun 3
SYD9:10 amSydney Kingsford Smith
21h 42m
1 stop
ORD3:52 pmChicago O'Hare Intl
Jun 22
ORD9:04 pmChicago O'Hare Intl
42h 21m
1 stop
SYD6:25 amSydney Kingsford Smith
$1,114
Qantas Airways
Mar 9
SYD11:20 amSydney Kingsford Smith
19h 33m
1 stop
ORD2:53 pmChicago O'Hare Intl
Mar 29
ORD7:29 pmChicago O'Hare Intl
20h 36m
1 stop
SYD8:05 amSydney Kingsford Smith
$1,179

Air Canada flights from Sydney to Chicago

Our best Air Canada deals on Sydney to Chicago flight tickets
Air Canada
Mar 11
SYD10:20 amSydney Kingsford Smith
20h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Mar 26
ORD7:15 amChicago O'Hare Intl
33h 20m
2 stops
SYD8:35 amSydney Kingsford Smith
$962
Air Canada
Mar 11
SYD10:20 amSydney Kingsford Smith
42h 41m
2 stops
ORD1:01 pmChicago O'Hare Intl
Mar 26
ORD1:55 pmChicago O'Hare Intl
26h 40m
2 stops
SYD8:35 amSydney Kingsford Smith
$978
Air Canada
Mar 11
SYD10:20 amSydney Kingsford Smith
20h 21m
1 stop
ORD2:41 pmChicago O'Hare Intl
Mar 26
ORD3:35 pmChicago O'Hare Intl
25h 00m
1 stop
SYD8:35 amSydney Kingsford Smith
$985

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 February 23, 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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/11

10:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

Thu 3/26

7:15 am-8:35 am

2 stops33h 20m

$962

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/11

10:20 am-1:01 pm

2 stops42h 41m

Chicago O'Hare Intl

Thu 3/26

1:55 pm-8:35 am

2 stops26h 40m

$978

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/11

10:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

Thu 3/26

3:35 pm-8:35 am

1 stop25h 00m

$985

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/4

11:20 am-10:04 pm

2 stops27h 44m

Chicago O'Hare Intl

Mon 3/9

2:26 pm-8:35 am

2 stops26h 09m

$1,008

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/4

11:20 am-8:00 am

2 stops37h 40m

Chicago O'Hare Intl

Sun 3/15

9:15 pm-8:35 am

2 stops43h 20m

$1,016

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/4

11:20 am-4:38 pm

1 stop22h 18m

Chicago O'Hare Intl

Wed 3/11

9:15 am-8:35 am

2 stops31h 20m

$1,022

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/4

11:20 am-2:53 pm

1 stop20h 33m

Chicago O'Hare Intl

Wed 3/11

1:40 pm-9:00 am

1 stop27h 20m

$1,044

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 3/4

10:40 am-5:45 pm

2 stops24h 05m

Chicago Midway

Sun 3/15

1:10 pm-6:05 am

2 stops24h 55m

$1,063

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 6/1

9:15 am-6:14 pm

2 stops23h 59m

Chicago Midway

Fri 7/31

9:20 am-6:50 am

2 stops30h 30m

$1,098

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 3/19

9:40 am-5:22 pm

2 stops23h 42m

Chicago Midway

Tue 4/21

1:24 pm-6:50 am

2 stops26h 26m

$1,217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 April is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $849. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Sydney to Chicago during March average around $862.

How far in advance should I book a flight 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 $1,196 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 $802 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 20% 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 February 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 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

20h 21m

Direct flights

None
The fastest flight from Sydney to Chicago takes 20h 21m
There are no direct flights from Sydney to Chicago. There are no popular flight routes from Sydney to Chicago.
Search flight deals

  • 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 20h 21m.

  • 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 $759Free CancellationRating
7.5
997 reviews
Search Qantas Airways flights

Traveling to a place near Chicago?

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 3/25
Wed 4/1
By creating a price alert you accept our terms of use and privacy policy.

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