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

Los Angeles (LAX) was the most common stop: 69% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Los Angeles (LAX) offer the lowest average round-trip price of $826.

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

Air New Zealand and Delta are the most popular carriers operating from Sydney Kingsford Smith to Chicago

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

Los Angeles (LAX) has the shortest average layover time for this route: 2h 06m.

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

Flights connecting via Vancouver (YVR) have the shortest average one-way travel time: 20h 23m.

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 January 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.

$582 Cheap Flights from Sydney to Chicago in 2026

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

Prices are currently typical for flights on this route. Typical prices usually range from $750 to $1,299. The lowest price recently found on this route was $965.

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9:55 am - 9:33 pm

SYD

ORD

26h 38m2 stops

4:00 pm - 8:45 am

ORD

SYD

25h 45m2 stops

$965Air New Zealand

Tue, May 12 - Fri, May 15

11:45 am - 8:05 pm

SYD

ORD

25h 20m2 stops

2:40 pm - 10:30 am

ORD

SYD

26h 50m2 stops

$1,011Air New Zealand

Mon, Jan 26 - Tue, Feb 10

11:45 am - 8:05 pm

SYD

ORD

25h 20m2 stops

2:33 pm - 8:45 am

ORD

SYD

25h 12m2 stops

$1,017Air New Zealand

Thu, Jan 29 - Sun, Feb 15

11:20 am - 4:42 pm

SYD

ORD

22h 22m1 stop

1:05 pm - 9:35 am

ORD

SYD

27h 30m1 stop

$1,028Air Canada

Tue, Jan 27 - Wed, Feb 11

11:20 am - 2:41 pm

SYD

ORD

20h 21m1 stop

8:40 pm - 9:35 am

ORD

SYD

43h 55m2 stops

$1,036Air Canada

Thu, Jan 29 - Sun, Feb 15

11:20 am - 7:45 pm

SYD

ORD

25h 25m2 stops

1:13 pm - 9:35 am

ORD

SYD

27h 22m2 stops

$1,044Air Canada

Tue, Jan 27 - Wed, Feb 11

11:20 am - 2:41 pm

SYD

ORD

20h 21m1 stop

2:36 pm - 9:35 am

ORD

SYD

25h 59m2 stops

$1,050Air Canada

Mon, Jan 26 - Tue, Feb 10

10:40 am - 5:29 pm

SYD

MDW

23h 49m2 stops

12:46 pm - 8:30 am

MDW

SYD

26h 44m2 stops

$1,164Delta

Mon, Jan 26 - Tue, Feb 10

9:40 am - 4:55 pm

SYD

MDW

23h 15m2 stops

2:00 pm - 6:35 am

MDW

SYD

25h 35m2 stops

$1,214Delta

Thu, Mar 19 - Sat, May 16

11:20 am - 11:41 pm

SYD

MDW

29h 21m2 stops

7:45 am - 9:00 am

MDW

SYD

32h 15m2 stops

$1,341Multiple Airlines

Fri, Feb 20 - Fri, Feb 27

Air New Zealand flights from Sydney to Chicago

Our best Air New Zealand deals on Sydney to Chicago flight tickets

Air New Zealand

May 12

SYD9:55 amSydney Kingsford Smith

26h 38m

2 stops

ORD9:33 pmChicago O'Hare Intl

May 15

ORD4:00 pmChicago O'Hare Intl

25h 45m

2 stops

SYD8:45 amSydney Kingsford Smith

$965

Air New Zealand

Jan 26

SYD11:45 amSydney Kingsford Smith

25h 20m

2 stops

ORD8:05 pmChicago O'Hare Intl

Feb 10

ORD2:40 pmChicago O'Hare Intl

26h 50m

2 stops

SYD10:30 amSydney Kingsford Smith

$1,011

Air New Zealand

Jan 29

SYD11:45 amSydney Kingsford Smith

25h 20m

2 stops

ORD8:05 pmChicago O'Hare Intl

Feb 15

ORD2:33 pmChicago O'Hare Intl

25h 12m

2 stops

SYD8:45 amSydney Kingsford Smith

$1,017

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets

Qantas Airways

Jan 28

SYD11:20 amSydney Kingsford Smith

20h 37m

1 stop

ORD2:57 pmChicago O'Hare Intl

Feb 12

ORD8:45 pmChicago O'Hare Intl

43h 15m

1 stop

SYD9:00 amSydney Kingsford Smith

$1,107

Qantas Airways

Apr 18

SYD9:10 amSydney Kingsford Smith

20h 06m

1 stop

ORD2:16 pmChicago O'Hare Intl

May 3

ORD7:17 pmChicago O'Hare Intl

20h 48m

1 stop

SYD7:05 amSydney Kingsford Smith

$1,299

Qantas Airways

Jan 16

SYD7:05 amSydney Kingsford Smith

25h 32m

2 stops

ORD3:37 pmChicago O'Hare Intl

Jan 23

ORD2:15 pmChicago O'Hare Intl

26h 35m

2 stops

SYD9:50 amSydney Kingsford Smith

$1,453

Fly from

Fly to

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 5/12

9:55 am-9:33 pm

2 stops26h 38m

Chicago O'Hare Intl

Fri 5/15

4:00 pm-8:45 am

2 stops25h 45m

$965

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 1/26

11:45 am-8:05 pm

2 stops25h 20m

Chicago O'Hare Intl

Tue 2/10

2:40 pm-10:30 am

2 stops26h 50m

$1,011

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 1/29

11:45 am-8:05 pm

2 stops25h 20m

Chicago O'Hare Intl

Sun 2/15

2:33 pm-8:45 am

2 stops25h 12m

$1,017

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 1/27

11:20 am-4:42 pm

1 stop22h 22m

Chicago O'Hare Intl

Wed 2/11

1:05 pm-9:35 am

1 stop27h 30m

$1,028

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 1/29

11:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

Sun 2/15

8:40 pm-9:35 am

2 stops43h 55m

$1,036

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 1/27

11:20 am-7:45 pm

2 stops25h 25m

Chicago O'Hare Intl

Wed 2/11

1:13 pm-9:35 am

2 stops27h 22m

$1,044

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 1/26

11:20 am-2:41 pm

1 stop20h 21m

Chicago O'Hare Intl

Tue 2/10

2:36 pm-9:35 am

2 stops25h 59m

$1,050

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 1/26

10:40 am-5:29 pm

2 stops23h 49m

Chicago Midway

Tue 2/10

12:46 pm-8:30 am

2 stops26h 44m

$1,164

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Thu 3/19

9:40 am-4:55 pm

2 stops23h 15m

Chicago Midway

Sat 5/16

2:00 pm-6:35 am

2 stops25h 35m

$1,214

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Fri 2/20

11:20 am-11:41 pm

2 stops29h 21m

Chicago Midway

Fri 2/27

7:45 am-9:00 am

2 stops32h 15m

$1,341

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?

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $738. If you’re not able to fly to Chicago in March, then February is your next best option. Flight prices from Sydney to Chicago during February average around $741.

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 $952 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 $762 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 27% 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 January 2026, prices for Sydney to Chicago flights are approximately 14% 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	19h 31m
Direct flights	None

The fastest flight from Sydney to Chicago takes 19h 31m

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 19h 31m.
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 January 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 (56% of total bookings). The next most popular airline is United Airlines (44%).

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 $631	Free Cancellation	Rating 7.5 967 reviews		Search Qantas Airways flights

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

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Sat 2/7

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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

Chicago Greater Rockford Airport

Popular cities in the United States

Flights to New Yorkfrom $49

Flights to Los Angelesfrom $38

Flights to Miamifrom $32

Flights to Orlandofrom $55

Flights to San Franciscofrom $49

Flights to Las Vegasfrom $55

Flights to Washington, D.C.from $58

Flights to Bostonfrom $58

Flights to Atlantafrom $48

Flights to Dallasfrom $57

Flights to Seattlefrom $57

Flights to Denverfrom $38

Cheap flights from Sydney to Chicago from $582

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 4/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Price Alerts

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Find the cheapest flights from Sydney to Chicago

Cheap round-trip flights

Cheap one-way flights

Air New Zealand flights from Sydney to Chicago

Our best Air New Zealand deals on Sydney to Chicago flight tickets

Qantas Airways flights from Sydney to Chicago

Our best Qantas Airways deals on Sydney to Chicago flight tickets

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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?

The month of March is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $738. If you’re not able to fly to Chicago in March, then February is your next best option. Flight prices from Sydney to Chicago during February average around $741.

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

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 27% 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 January 2026, prices for Sydney to Chicago flights are approximately 14% cheaper when compared to flights at the same time last year.

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

Air New Zealand and Delta are the most popular carriers operating from Sydney Kingsford Smith to Chicago

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

Los Angeles (LAX) was the most common stop: 69% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Los Angeles (LAX) offer the lowest average round-trip price of $826.

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

Flights connecting via Vancouver (YVR) have the shortest average one-way travel time: 20h 23m.

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

Los Angeles (LAX) has the shortest average layover time for this route: 2h 06m.

When to book flights from Sydney to Chicago

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

Direct flights

How far is Sydney Kingsford Smith to Chicago by plane?

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

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights 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?

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