Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Sydney from $538

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sydney departing on 6/13. 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 Chicago to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
ANA Logo
5:45 pm - 7:10 pm
ORD
-
SYD
34h 25m
1 stop
ANA Logo
8:55 pm - 8:40 am
SYD
-
ORD
26h 45m
1 stop
$1,231ANA
Wed, Aug 26 - Tue, Sep 8
ANA Logo
5:45 pm - 7:10 pm
ORD
-
SYD
34h 25m
1 stop
ANA Logo
8:55 pm - 8:40 am
SYD
-
ORD
26h 45m
1 stop
$1,232ANA
Tue, Sep 1 - Tue, Sep 8
ANA Logo
7:00 am - 9:25 am
ORD
-
SYD
35h 25m
2 stops
ANA Logo
8:55 pm - 8:40 am
SYD
-
ORD
26h 45m
1 stop
$1,236ANA
Tue, Sep 1 - Tue, Sep 8
ANA Logo
5:45 pm - 7:10 pm
ORD
-
SYD
34h 25m
1 stop
ANA Logo
11:45 am - 4:45 am
SYD
-
ORD
32h 00m
2 stops
$1,241ANA
Wed, Aug 5 - Sun, Aug 30
ANA Logo
5:45 pm - 7:10 pm
ORD
-
SYD
34h 25m
1 stop
ANA Logo
11:45 am - 4:45 am
SYD
-
ORD
32h 00m
2 stops
$1,242ANA
Wed, Aug 5 - Sun, Aug 30
ANA Logo
7:50 pm - 7:10 pm
ORD
-
SYD
32h 20m
2 stops
ANA Logo
11:45 am - 4:45 am
SYD
-
ORD
32h 00m
2 stops
$1,246ANA
Tue, Sep 1 - Tue, Sep 8
ANA Logo
4:25 pm - 8:15 pm
ORD
-
SYD
34h 50m
1 stop
ANA Logo
12:25 pm - 8:24 am
SYD
-
ORD
36h 59m
2 stops
$1,251ANA
Wed, Nov 4 - Wed, Nov 11
ANA Logo
4:25 pm - 8:15 pm
ORD
-
SYD
34h 50m
1 stop
ANA Logo
12:25 pm - 7:20 am
SYD
-
ORD
35h 55m
1 stop
$1,253ANA
Tue, Nov 3 - Wed, Nov 18
Delta Logo
12:50 pm - 6:50 am
MDW
-
SYD
27h 00m
2 stops
Delta Logo
9:15 am - 6:18 pm
SYD
-
MDW
24h 03m
2 stops
$1,605Delta
Thu, Jun 25 - Wed, Jul 8
Delta Logo
12:46 pm - 6:50 am
MDW
-
SYD
27h 04m
2 stops
Delta Logo
9:15 am - 6:01 pm
SYD
-
MDW
23h 46m
2 stops
$1,615Delta
Wed, Aug 5 - Sun, Aug 30

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets
Delta
Jun 25
MDW12:50 pmChicago Midway
27h 00m
2 stops
SYD6:50 amSydney Kingsford Smith
Jul 8
SYD9:15 amSydney Kingsford Smith
24h 03m
2 stops
MDW6:18 pmChicago Midway
$1,605
Delta
Aug 5
MDW12:46 pmChicago Midway
27h 04m
2 stops
SYD6:50 amSydney Kingsford Smith
Aug 30
SYD9:15 amSydney Kingsford Smith
23h 46m
2 stops
MDW6:01 pmChicago Midway
$1,615
Delta
Jun 26
MDW9:17 amChicago Midway
30h 33m
2 stops
SYD6:50 amSydney Kingsford Smith
Jul 4
SYD9:15 amSydney Kingsford Smith
23h 39m
2 stops
MDW5:54 pmChicago Midway
$1,689

ANA flights from Chicago to Sydney

Our best ANA deals on Chicago to Sydney flight tickets
ANA
Aug 5
ORD5:45 pmChicago O'Hare Intl
34h 25m
1 stop
SYD7:10 pmSydney Kingsford Smith
Aug 30
SYD11:45 amSydney Kingsford Smith
32h 00m
2 stops
ORD4:45 amChicago O'Hare Intl
$1,241
ANA
Aug 5
ORD5:45 pmChicago O'Hare Intl
34h 25m
1 stop
SYD7:10 pmSydney Kingsford Smith
Aug 30
SYD11:45 amSydney Kingsford Smith
32h 00m
2 stops
ORD4:45 amChicago O'Hare Intl
$1,242
ANA
Jul 25
ORD8:46 amChicago O'Hare Intl
43h 24m
2 stops
SYD7:10 pmSydney Kingsford Smith
Aug 29
SYD11:45 amSydney Kingsford Smith
32h 00m
2 stops
ORD4:45 amChicago O'Hare Intl
$1,306

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Sydney 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 May 8, 2026.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 8/26

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Tue 9/8

8:55 pm-8:40 am

1 stop26h 45m

$1,231

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 9/1

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Tue 9/8

8:55 pm-8:40 am

1 stop26h 45m

$1,232

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 9/1

7:00 am-9:25 am

2 stops35h 25m

Sydney Kingsford Smith

Tue 9/8

8:55 pm-8:40 am

1 stop26h 45m

$1,236

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 8/5

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Sun 8/30

11:45 am-4:45 am

2 stops32h 00m

$1,241

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 8/5

5:45 pm-7:10 pm

1 stop34h 25m

Sydney Kingsford Smith

Sun 8/30

11:45 am-4:45 am

2 stops32h 00m

$1,242

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 9/1

7:50 pm-7:10 pm

2 stops32h 20m

Sydney Kingsford Smith

Tue 9/8

11:45 am-4:45 am

2 stops32h 00m

$1,246

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 11/4

4:25 pm-8:15 pm

1 stop34h 50m

Sydney Kingsford Smith

Wed 11/11

12:25 pm-8:24 am

2 stops36h 59m

$1,251

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 11/3

4:25 pm-8:15 pm

1 stop34h 50m

Sydney Kingsford Smith

Wed 11/18

12:25 pm-7:20 am

1 stop35h 55m

$1,253

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 6/25

12:50 pm-6:50 am

2 stops27h 00m

Sydney Kingsford Smith

Wed 7/8

9:15 am-6:18 pm

2 stops24h 03m

$1,605
Quickest round-trip

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

12:46 pm-6:50 am

2 stops27h 04m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:01 pm

2 stops23h 46m

$1,615

Flights are sorted by cheapest round-trip flights first.

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

See travel insights to Sydney from

How to get the cheapest flight ticket from Chicago to Sydney

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 Chicago and Sydney?

What is the cheapest month to fly to Sydney?

In general, August is the cheapest month to fly from Chicago to Sydney. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $138. If you are unable to visit Sydney during the month of August, then departing from Chicago during the month May is also very affordable. Most momondo users find prices during this month for around $142.

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

You are more likely to see cheaper flights to Sydney from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sydney for around $1,387 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $1,159 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 7% on your flight if you consider stops on a Chicago to Sydney flight.

How have Chicago to Sydney flight prices changed over time?

As of May 2026, prices for Chicago to Sydney flights are approximately 78% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Sydney

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sydney according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sydney

Fastest flight time

24h 40m

Direct flights

None
The fastest flight from Chicago to Sydney takes 24h 40m
There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.
Search flight deals

Frequently asked questions about flying from Chicago to Sydney

  • How far is Chicago to Sydney Kingsford Smith by plane?

    There are 9237.5 mi between Chicago and Sydney Kingsford Smith. By plane, this route typically takes 24h 40m.

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

    Prices for flights from Chicago to Sydney Kingsford Smith Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Sydney Kingsford Smith Airport?

  • How old do you have to be to fly from Chicago to Sydney Kingsford Smith Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sydney Kingsford Smith Airport.

  • What documentation or ID do you need to fly to Sydney Kingsford Smith Airport?

    The required travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sydney Kingsford Smith Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Chicago to Sydney?

Best airlines flying from Chicago to Sydney

Compare and see reviews for airlines that fly from Chicago to Sydney with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $198Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights
Fiji AirwaysPriceFrom $716Free CancellationRating
8.1
240 reviews
Search Fiji Airways flights
Qantas AirwaysPriceFrom $837Free CancellationRating
7.5
1,033 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $870Free CancellationRating
7.4
9,693 reviews
Search United Airlines flights
Air CanadaPriceFrom $898Free CancellationRating
7.1
11,003 reviews
Search Air Canada flights
ANAPriceFrom $1,184Free CancellationRating
8.3
1,207 reviews
Search ANA flights
Air New ZealandPriceFrom $1,282Free CancellationRating
8.0
640 reviews
Search Air New Zealand flights

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Bondi Beach
Katoomba
Wollongong
Penrith
Leura
Randwick
Coogee
Lithgow
Manly
Cronulla
Terrigal
Charlestown
Swansea

Why use momondo?

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

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 Chicago to Sydney for you.

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

Yes. momondo enables you to select and highlight flights to Sydney from Chicago with this policy.

How can momondo help me find flights from Chicago to Sydney?

Once you have performed a search for Chicago to Sydney flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Sydney right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Sydney flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Sydney 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
Sun 6/7
Sun 6/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Australia