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Cheap flights from Sydney to Chicago from $693

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 8/4. 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

Discover deals from 900+ travel sites with momondo.

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 - 6:17 am
SYD
-
ORD
32h 02m
2 stops
Multiple Airlines Logo
9:20 am - 11:50 am
ORD
-
SYD
35h 30m
3 stops
$907Multiple Airlines
Wed, Aug 5 - Wed, Aug 12
Multiple Airlines Logo
1:15 pm - 11:07 am
SYD
-
MDW
36h 52m
3 stops
Multiple Airlines Logo
11:06 am - 10:25 pm
MDW
-
SYD
44h 19m
3 stops
$936Multiple Airlines
Mon, Aug 3 - Mon, Aug 10
Multiple Airlines Logo
6:15 am - 6:17 am
SYD
-
ORD
39h 02m
2 stops
Multiple Airlines Logo
9:20 am - 11:50 am
ORD
-
SYD
35h 30m
3 stops
$958Multiple Airlines
Mon, Jul 27 - Tue, Sep 1
Multiple Airlines Logo
1:15 pm - 11:07 am
SYD
-
MDW
36h 52m
3 stops
Multiple Airlines Logo
11:06 am - 10:25 pm
MDW
-
SYD
44h 19m
3 stops
$960Multiple Airlines
Mon, Aug 3 - Mon, Aug 10
Multiple Airlines Logo
6:15 am - 6:17 am
SYD
-
ORD
39h 02m
2 stops
Multiple Airlines Logo
7:29 am - 11:50 am
ORD
-
SYD
37h 21m
3 stops
$966Multiple Airlines
Mon, Jul 27 - Tue, Aug 11
Multiple Airlines Logo
1:15 pm - 11:07 am
SYD
-
MDW
36h 52m
3 stops
Multiple Airlines Logo
6:05 am - 10:25 pm
MDW
-
SYD
49h 20m
3 stops
$970Multiple Airlines
Mon, Aug 3 - Mon, Aug 10
Multiple Airlines Logo
1:15 pm - 6:17 am
SYD
-
ORD
32h 02m
2 stops
Multiple Airlines Logo
7:29 am - 10:25 pm
ORD
-
SYD
47h 56m
3 stops
$970Multiple Airlines
Mon, Aug 3 - Mon, Aug 10
Multiple Airlines Logo
1:15 pm - 6:17 am
SYD
-
ORD
32h 02m
2 stops
Multiple Airlines Logo
10:16 am - 10:25 pm
ORD
-
SYD
45h 09m
3 stops
$987Multiple Airlines
Mon, Aug 3 - Mon, Aug 10
Delta Logo
10:40 am - 10:10 pm
SYD
-
MDW
28h 30m
2 stops
Delta Logo
1:05 pm - 8:30 am
MDW
-
SYD
26h 25m
2 stops
$1,699Delta
Mon, Dec 7 - Tue, Dec 29
Delta Logo
10:40 am - 4:20 pm
SYD
-
MDW
22h 40m
2 stops
Delta Logo
1:05 pm - 8:30 am
MDW
-
SYD
26h 25m
2 stops
$1,700Delta
Wed, Nov 4 - Wed, Nov 11

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Etihad Airways flights from Sydney to Chicago

Our best Etihad Airways deals on Sydney to Chicago flight tickets
Etihad Airways
Oct 22
SYD9:35 pmSydney Kingsford Smith
34h 05m
1 stop
ORD3:40 pmChicago O'Hare Intl
Oct 29
ORD9:20 pmChicago O'Hare Intl
41h 15m
1 stop
SYD6:35 amSydney Kingsford Smith
$1,103
Etihad Airways
Nov 4
SYD4:35 pmSydney Kingsford Smith
39h 25m
1 stop
ORD3:00 pmChicago O'Hare Intl
Nov 11
ORD8:20 pmChicago O'Hare Intl
28h 35m
1 stop
SYD5:55 pmSydney Kingsford Smith
$1,128
Etihad Airways
Oct 31
SYD9:30 pmSydney Kingsford Smith
34h 30m
1 stop
ORD4:00 pmChicago O'Hare Intl
Nov 12
ORD8:20 pmChicago O'Hare Intl
28h 35m
1 stop
SYD5:55 pmSydney Kingsford Smith
$1,163

Air New Zealand flights from Sydney to Chicago

Our best Air New Zealand deals on Sydney to Chicago flight tickets
Air New Zealand
Nov 17
SYD9:55 amSydney Kingsford Smith
27h 27m
2 stops
ORD8:22 pmChicago O'Hare Intl
Nov 24
ORD2:40 pmChicago O'Hare Intl
26h 55m
2 stops
SYD10:35 amSydney Kingsford Smith
$1,167
Air New Zealand
Aug 6
SYD11:55 amSydney Kingsford Smith
35h 04m
2 stops
ORD7:59 amChicago O'Hare Intl
Aug 19
ORD3:35 pmChicago O'Hare Intl
28h 05m
2 stops
SYD10:40 amSydney Kingsford Smith
$1,218
Air New Zealand
Aug 12
SYD9:55 amSydney Kingsford Smith
30h 04m
2 stops
ORD12:59 amChicago O'Hare Intl
Aug 19
ORD3:35 pmChicago O'Hare Intl
28h 05m
2 stops
SYD10:40 amSydney Kingsford Smith
$1,222

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 July 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

Wed 8/5

1:15 pm-6:17 am

2 stops32h 02m

Chicago O'Hare Intl

Wed 8/12

9:20 am-11:50 am

3 stops35h 30m

$907

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 8/3

1:15 pm-11:07 am

3 stops36h 52m

Chicago Midway

Mon 8/10

11:06 am-10:25 pm

3 stops44h 19m

$936

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 7/27

6:15 am-6:17 am

2 stops39h 02m

Chicago O'Hare Intl

Tue 9/1

9:20 am-11:50 am

3 stops35h 30m

$958

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 8/3

1:15 pm-11:07 am

3 stops36h 52m

Chicago Midway

Mon 8/10

11:06 am-10:25 pm

3 stops44h 19m

$960

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 7/27

6:15 am-6:17 am

2 stops39h 02m

Chicago O'Hare Intl

Tue 8/11

7:29 am-11:50 am

3 stops37h 21m

$966

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 8/3

1:15 pm-11:07 am

3 stops36h 52m

Chicago Midway

Mon 8/10

6:05 am-10:25 pm

3 stops49h 20m

$970

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 8/3

1:15 pm-6:17 am

2 stops32h 02m

Chicago O'Hare Intl

Mon 8/10

7:29 am-10:25 pm

3 stops47h 56m

$970

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 8/3

1:15 pm-6:17 am

2 stops32h 02m

Chicago O'Hare Intl

Mon 8/10

10:16 am-10:25 pm

3 stops45h 09m

$987

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 12/7

10:40 am-10:10 pm

2 stops28h 30m

Chicago Midway

Tue 12/29

1:05 pm-8:30 am

2 stops26h 25m

$1,699
Quickest round-trip

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 11/4

10:40 am-4:20 pm

2 stops22h 40m

Chicago Midway

Wed 11/11

1:05 pm-8:30 am

2 stops26h 25m

$1,700

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 $1,368 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 $1,027 on momondo.

Can stopping save me money on Sydney to Chicago flights?

You could potentially save up to 38% 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 July 2026, prices for Sydney to Chicago flights are approximately 73% 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

23h 46m

Direct flights

None
The fastest flight from Sydney to Chicago takes 23h 46m
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 46m.

  • 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
1,060 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $1,113Free CancellationRating
7.4
9,976 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
Portage
Benton Harbor
Saint Joseph
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.

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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