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Cheap flights from Sydney to Chicago from $487

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 9/3. 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
1 adult, Economy, 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.
Multiple Airlines Logo
1:15 pm - 5:50 am
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
6:55 am - 10:10 pm
ORD
-
SYD
48h 15m
3 stops
$1,067Multiple Airlines
Fri, May 1 - Sat, May 16
Multiple Airlines Logo
1:15 pm - 6:08 am
SYD
-
ORD
31h 53m
3 stops
Multiple Airlines Logo
12:40 pm - 11:50 am
ORD
-
SYD
32h 10m
3 stops
$1,071Multiple Airlines
Wed, Apr 29 - Tue, May 5
Multiple Airlines Logo
1:15 pm - 11:27 pm
SYD
-
ORD
25h 12m
2 stops
Multiple Airlines Logo
7:15 am - 11:50 am
ORD
-
SYD
37h 35m
2 stops
$1,085Multiple Airlines
Tue, Apr 28 - Mon, May 4
Multiple Airlines Logo
1:15 pm - 5:50 am
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
12:40 pm - 10:10 pm
ORD
-
SYD
42h 30m
3 stops
$1,086Multiple Airlines
Wed, Apr 29 - Tue, May 5
Multiple Airlines Logo
1:15 pm - 5:59 am
SYD
-
ORD
31h 44m
2 stops
Multiple Airlines Logo
7:15 am - 11:50 am
ORD
-
SYD
37h 35m
2 stops
$1,115Multiple Airlines
Sun, May 24 - Sun, May 31
Multiple Airlines Logo
1:15 pm - 5:50 am
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
12:40 pm - 10:10 pm
ORD
-
SYD
42h 30m
3 stops
$1,134Multiple Airlines
Mon, Apr 27 - Tue, May 12
Multiple Airlines Logo
1:15 pm - 8:53 pm
SYD
-
ORD
46h 38m
3 stops
Multiple Airlines Logo
9:33 am - 11:50 am
ORD
-
SYD
35h 17m
3 stops
$1,147Multiple Airlines
Thu, Jul 30 - Sat, Aug 1
Multiple Airlines Logo
1:15 pm - 5:35 am
SYD
-
ORD
31h 20m
2 stops
Multiple Airlines Logo
7:15 am - 11:50 am
ORD
-
SYD
37h 35m
2 stops
$1,153Multiple Airlines
Fri, May 1 - Sat, May 16
Delta Logo
9:15 am - 9:09 pm
SYD
-
MDW
26h 54m
2 stops
Delta Logo
1:22 pm - 6:50 am
MDW
-
SYD
26h 28m
2 stops
$1,644Delta
Tue, May 19 - Tue, May 26
Delta Logo
9:15 am - 5:56 pm
SYD
-
MDW
23h 41m
2 stops
Delta Logo
12:53 pm - 6:50 am
MDW
-
SYD
26h 57m
2 stops
$1,675Delta
Mon, May 25 - Mon, Jun 1

ANA flights from Sydney to Chicago

Our best ANA deals on Sydney to Chicago flight tickets
ANA
Jul 10
SYD8:55 pmSydney Kingsford Smith
26h 45m
1 stop
ORD8:40 amChicago O'Hare Intl
Jul 26
ORD8:46 amChicago O'Hare Intl
43h 24m
2 stops
SYD7:10 pmSydney Kingsford Smith
$1,306
ANA
Jul 13
SYD8:55 pmSydney Kingsford Smith
26h 45m
1 stop
ORD8:40 amChicago O'Hare Intl
Aug 10
ORD8:18 pmChicago O'Hare Intl
46h 07m
2 stops
SYD9:25 amSydney Kingsford Smith
$1,344
ANA
Jul 13
SYD8:55 pmSydney Kingsford Smith
26h 45m
1 stop
ORD8:40 amChicago O'Hare Intl
Aug 10
ORD8:18 pmChicago O'Hare Intl
31h 52m
2 stops
SYD7:10 pmSydney Kingsford Smith
$1,346

Finnair flights from Sydney to Chicago

Our best Finnair deals on Sydney to Chicago flight tickets
Finnair
Apr 14
SYD10:10 amSydney Kingsford Smith
46h 40m
2 stops
ORD5:50 pmChicago O'Hare Intl
May 19
ORD9:30 pmChicago O'Hare Intl
65h 55m
2 stops
SYD6:25 amSydney Kingsford Smith
$7,959
Finnair
Apr 14
SYD10:20 amSydney Kingsford Smith
46h 30m
2 stops
ORD5:50 pmChicago O'Hare Intl
May 19
ORD9:30 pmChicago O'Hare Intl
65h 55m
2 stops
SYD6:25 amSydney Kingsford Smith
$8,065
Finnair
Apr 14
SYD10:20 amSydney Kingsford Smith
46h 30m
2 stops
ORD5:50 pmChicago O'Hare Intl
May 19
ORD9:30 pmChicago O'Hare Intl
65h 55m
2 stops
SYD6:25 amSydney Kingsford Smith
$8,066

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 April 11, 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

Fri 5/1

1:15 pm-5:50 am

2 stops31h 35m

Chicago O'Hare Intl

Sat 5/16

6:55 am-10:10 pm

3 stops48h 15m

$1,067

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/29

1:15 pm-6:08 am

3 stops31h 53m

Chicago O'Hare Intl

Tue 5/5

12:40 pm-11:50 am

3 stops32h 10m

$1,071

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 4/28

1:15 pm-11:27 pm

2 stops25h 12m

Chicago O'Hare Intl

Mon 5/4

7:15 am-11:50 am

2 stops37h 35m

$1,085

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/29

1:15 pm-5:50 am

2 stops31h 35m

Chicago O'Hare Intl

Tue 5/5

12:40 pm-10:10 pm

3 stops42h 30m

$1,086

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 5/24

1:15 pm-5:59 am

2 stops31h 44m

Chicago O'Hare Intl

Sun 5/31

7:15 am-11:50 am

2 stops37h 35m

$1,115

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/27

1:15 pm-5:50 am

2 stops31h 35m

Chicago O'Hare Intl

Tue 5/12

12:40 pm-10:10 pm

3 stops42h 30m

$1,134

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 7/30

1:15 pm-8:53 pm

3 stops46h 38m

Chicago O'Hare Intl

Sat 8/1

9:33 am-11:50 am

3 stops35h 17m

$1,147

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 5/1

1:15 pm-5:35 am

2 stops31h 20m

Chicago O'Hare Intl

Sat 5/16

7:15 am-11:50 am

2 stops37h 35m

$1,153

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Tue 5/19

9:15 am-9:09 pm

2 stops26h 54m

Chicago Midway

Tue 5/26

1:22 pm-6:50 am

2 stops26h 28m

$1,644
Quickest round-trip

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 5/25

9:15 am-5:56 pm

2 stops23h 41m

Chicago Midway

Mon 6/1

12:53 pm-6:50 am

2 stops26h 57m

$1,675

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 August is, on average, the cheapest month to fly to Chicago from Sydney, with most prices found around $1,050. If you’re not able to fly to Chicago in August, then February is your next best option. Flight prices from Sydney to Chicago during February average around $1,119.

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 $1,324 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 36% 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 April 2026, prices for Sydney to Chicago flights are approximately 84% 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

23h 47m

Direct flights

None
The fastest flight from Sydney to Chicago takes 23h 47m
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 23h 47m.

  • 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
United AirlinesPriceFrom $795Free CancellationRating
7.4
9,574 reviews
Search United Airlines flights
Qantas AirwaysPriceFrom $970Free CancellationRating
7.5
1,018 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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.

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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