What is the cheapest airline that flies from Sydney Kingsford Smith to Chicago?

Delta is the most popular carrier operating from Sydney Kingsford Smith to Chicago

Which layover airport offers the lowest fares from Sydney to Chicago?

Flights via Los Angeles (LAX) offer the lowest average round-trip price of $1,264.

Which layover airport has the shortest connection time from Sydney to Chicago?

San Francisco (SFO) has the shortest average layover time for this route: 1h 34m.

Which layover airport has the shortest travel time from Sydney to Chicago?

Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 19h 30m.

Which airport is the most popular layover for flights between Sydney and Chicago?

Los Angeles (LAX) was the most common stop: 85% of momondo users choosing 1-stop flights on this route connected there.

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?

As of October 2026, there is 1 operator available to choose from 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.

$434 Cheap Flights from Sydney to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Sydney to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:10 am - 5:59 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m1 stop Los Angeles

6:45 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 15m1 stop Los Angeles

$738American Airlines

Mon, Nov 23 - Mon, Nov 30

11:10 am - 9:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 45m2 stops Los Angeles Denver Intl

5:15 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 45m1 stop Los Angeles

$740American Airlines

Thu, Nov 5 - Mon, Nov 9

11:10 am - 5:59 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m1 stop Los Angeles

5:15 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 45m1 stop Los Angeles

$740American Airlines

Thu, Nov 5 - Mon, Nov 9

11:10 am - 6:10 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 00m2 stops Los Angeles Denver Intl

5:29 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 31m2 stops Phoenix Sky Harbor Intl Los Angeles

$740American Airlines

Thu, Nov 5 - Mon, Nov 9

11:10 am - 7:58 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

25h 48m1 stop Los Angeles

6:45 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

21h 15m1 stop Los Angeles

$740American Airlines

Tue, Nov 24 - Tue, Dec 1

11:10 am - 5:00 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

22h 50m1 stop Los Angeles

5:00 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 00m2 stops Phoenix Sky Harbor Intl Los Angeles

$741American Airlines

Thu, Nov 5 - Mon, Nov 9

11:10 am - 9:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 45m2 stops Los Angeles Denver Intl

5:15 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 45m1 stop Los Angeles

$741American Airlines

Thu, Nov 5 - Mon, Nov 9

11:10 am - 5:59 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m1 stop Los Angeles

10:32 am - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

29h 28m1 stop Los Angeles

$741American Airlines

Thu, Nov 5 - Mon, Nov 9

11:15 am - 2:15 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

20h 00m1 stop Los Angeles

4:55 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

23h 05m1 stop Los Angeles

$1,343Qantas Airways

Thu, Dec 24 - Tue, Jan 26

2:05 pm - 6:27 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 22m1 stop Dallas/Fort Worth

9:03 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

42h 57m1 stop Los Angeles

$1,351Qantas Airways

Sun, Nov 22 - Sun, Nov 29

Cheap last minute flights

Enter your travel dates to find the best prices.

10:10 am - 6:38 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

24h 28m1 stop Los Angeles

1:50 pm - 8:05 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

26h 15m1 stop Los Angeles

$741American Airlines

Thu, Oct 15 - Wed, Oct 21

10:10 am - 3:59 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

21h 49m1 stop Los Angeles

6:55 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

22h 05m1 stop Los Angeles

$746American Airlines

Thu, Oct 15 - Wed, Oct 28

10:10 am - 5:59 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

23h 49m2 stops Los Angeles Albuquerque

1:50 pm - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 10m1 stop Los Angeles

$751American Airlines

Thu, Oct 15 - Wed, Oct 28

3:05 pm - 1:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

38h 50m1 stop Hong Kong Intl

3:10 pm - 8:50 pmORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

37h 40m1 stop Hong Kong Intl

$1,348Cathay Pacific

Wed, Oct 14 - Thu, Oct 29

6:50 pm - 6:34 amSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

27h 44m1 stop Los Angeles

10:26 am - 6:25 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

27h 59m2 stops Atlanta Hartsfield-Jackson Los Angeles

$1,451Multiple Airlines

Fri, Oct 16 - Fri, Oct 23

8:50 pm - 3:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 05m1 stop Abu Dhabi Zayed Intl

8:30 am - 7:30 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

31h 00m2 stops Dallas/Fort Worth Ontario

$1,490Multiple Airlines

Thu, Oct 15 - Wed, Oct 21

6:00 am - 1:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

47h 55m2 stops Brisbane Hong Kong Intl

3:10 pm - 8:50 pmORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

37h 40m1 stop Hong Kong Intl

$1,524Cathay Pacific

Wed, Oct 14 - Thu, Oct 29

3:05 pm - 1:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

38h 50m1 stop Hong Kong Intl

4:15 pm - 7:10 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

46h 55m1 stop Hong Kong Intl

$1,549Cathay Pacific

Wed, Oct 14 - Thu, Oct 22

8:50 pm - 3:55 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

35h 05m1 stop Abu Dhabi Zayed Intl

6:30 am - 9:00 amORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

34h 30m3 stops Denver Intl Los Angeles Manila Ninoy Aquino Intl

$1,582Multiple Airlines

Thu, Oct 15 - Wed, Oct 21

9:35 pm - 2:43 pmSYD Sydney Kingsford Smith-ORD Chicago O'Hare Intl

33h 08m2 stops Singapore Changi Vancouver Intl

12:45 pm - 7:25 pmORD Chicago O'Hare Intl-SYD Sydney Kingsford Smith

38h 40m2 stops Istanbul Singapore Changi

$1,613Multiple Airlines

Wed, Oct 14 - Thu, Oct 29

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets

American Airlines

Nov 23

SYD11:10 amSydney Kingsford Smith

23h 49m

1 stop

ORD5:59 pmChicago O'Hare Intl

Nov 30

ORD6:45 pmChicago O'Hare Intl

21h 15m

1 stop

SYD9:00 amSydney Kingsford Smith

$738

American Airlines

Nov 5

SYD11:10 amSydney Kingsford Smith

23h 49m

1 stop

ORD5:59 pmChicago O'Hare Intl

Nov 9

ORD5:15 pmChicago O'Hare Intl

22h 45m

1 stop

SYD9:00 amSydney Kingsford Smith

$740

American Airlines

Nov 5

SYD11:10 amSydney Kingsford Smith

23h 49m

1 stop

ORD5:59 pmChicago O'Hare Intl

Nov 9

ORD10:32 amChicago O'Hare Intl

29h 28m

1 stop

SYD9:00 amSydney Kingsford Smith

$741

Delta flights from Sydney to Chicago

Our best Delta deals on Sydney to Chicago flight tickets

Delta

Nov 23

SYD10:40 amSydney Kingsford Smith

19h 57m

1 stop

ORD1:37 pmChicago O'Hare Intl

Jan 3

ORD7:45 amChicago O'Hare Intl

30h 05m

1 stop

SYD6:50 amSydney Kingsford Smith

$742

Delta

Oct 29

SYD9:40 amSydney Kingsford Smith

23h 18m

2 stops

ORD4:58 pmChicago O'Hare Intl

Nov 13

ORD11:35 amChicago O'Hare Intl

27h 55m

2 stops

SYD8:30 amSydney Kingsford Smith

$790

Delta

Oct 31

SYD9:40 amSydney Kingsford Smith

24h 07m

2 stops

ORD5:47 pmChicago O'Hare Intl

Nov 28

ORD3:47 pmChicago O'Hare Intl

23h 43m

2 stops

SYD8:30 amSydney Kingsford Smith

$839

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 11/23

11:10 am-5:59 pm

1 stop23h 49m

Chicago O'Hare Intl

Mon 11/30

6:45 pm-9:00 am

1 stop21h 15m

$738

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-9:55 pm

2 stops27h 45m

Chicago O'Hare Intl

Mon 11/9

5:15 pm-9:00 am

1 stop22h 45m

$740

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-5:59 pm

1 stop23h 49m

Chicago O'Hare Intl

Mon 11/9

5:15 pm-9:00 am

1 stop22h 45m

$740

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-6:10 pm

2 stops24h 00m

Chicago O'Hare Intl

Mon 11/9

5:29 pm-9:00 am

2 stops22h 31m

$740

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 11/24

11:10 am-7:58 pm

1 stop25h 48m

Chicago O'Hare Intl

Tue 12/1

6:45 pm-9:00 am

1 stop21h 15m

$740

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-5:00 pm

1 stop22h 50m

Chicago O'Hare Intl

Mon 11/9

5:00 pm-9:00 am

2 stops23h 00m

$741

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-9:55 pm

2 stops27h 45m

Chicago O'Hare Intl

Mon 11/9

5:15 pm-9:00 am

1 stop22h 45m

$741

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/5

11:10 am-5:59 pm

1 stop23h 49m

Chicago O'Hare Intl

Mon 11/9

10:32 am-9:00 am

1 stop29h 28m

$741

Quickest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 12/24

11:15 am-2:15 pm

1 stop20h 00m

Chicago O'Hare Intl

Tue 1/26

4:55 pm-9:00 am

1 stop23h 05m

$1,343

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sun 11/22

2:05 pm-6:27 pm

1 stop21h 22m

Chicago O'Hare Intl

Sun 11/29

9:03 pm-9:00 am

1 stop42h 57m

$1,351

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

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 $1,016 to $1,269.
The lowest price recently found on this route was $738.

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $1,084. If you’re not able to fly to Chicago in October, then March is your next best option. Flight prices from Sydney to Chicago during March average around $1,147.

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 $1,486 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 $875 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 31% 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 October 2026, prices for Sydney to Chicago flights are approximately 79% 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

Best Price Found	$434
Fastest flight time	22h 59m
Direct flights	None

The best one-way flight to Chicago from Sydney in the past 72 hours is $434. The best round-trip flight deal from Sydney to Chicago found on momondo in the last 72 hours is $738.

The fastest flight from Sydney to Chicago takes 22h 59m

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 22h 59m.
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?
As of October 2026, there is 1 operator available to choose from 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?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Sydney to Chicago is Qantas Airways (50% of total bookings). The next most popular airline is United Airlines (50%).

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 Airways	PriceFrom $970	Free Cancellation	Rating 7.5 1,109 reviews		Search Qantas Airways flights

Merrillville

New Buffalo

Hammond

Portage

Saint Joseph

Benton Harbor

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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 11/11

Wed 11/18

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Sydney

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Sydney to Chicago from $434

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 1/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

American Airlines flights from Sydney to Chicago

Our best American Airlines deals on Sydney to Chicago flight tickets

Delta flights from Sydney to Chicago

Our best Delta deals on Sydney to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Sydney to Chicago

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

What is the cheapest month to fly to Chicago?

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

Can stopping save me money on Sydney to Chicago flights?

How have Sydney to Chicago flight prices changed over time?

What is the cheapest airline that flies from Sydney Kingsford Smith to Chicago?

Which airport is the most popular layover for flights between Sydney and Chicago?

Which layover airport offers the lowest fares from Sydney to Chicago?

Which layover airport has the shortest travel time from Sydney to Chicago?

Which layover airport has the shortest connection time from Sydney to Chicago?

When to book flights from Sydney to Chicago

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Chicago?

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Sydney

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year