Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Sydney from $435

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 4/9. 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.
Multiple Airlines Logo
7:29 pm - 7:30 am
ORD
-
SYD
44h 01m
1 stop
Multiple Airlines Logo
1:15 pm - 5:39 am
SYD
-
ORD
31h 24m
2 stops
$946Multiple Airlines
Tue, Mar 31 - Mon, Apr 13
Multiple Airlines Logo
7:29 pm - 7:30 am
ORD
-
SYD
44h 01m
1 stop
Multiple Airlines Logo
1:15 pm - 5:39 am
SYD
-
ORD
31h 24m
2 stops
$950Multiple Airlines
Tue, Mar 31 - Mon, Apr 13
Multiple Airlines Logo
7:45 pm - 7:30 am
ORD
-
SYD
43h 45m
1 stop
Multiple Airlines Logo
1:15 pm - 5:50 am
SYD
-
ORD
31h 35m
2 stops
$953Multiple Airlines
Wed, Apr 1 - Wed, Apr 15
Qantas Airways Logo
1:15 pm - 8:50 pm
ORD
-
SYD
38h 35m
2 stops
Qantas Airways Logo
11:20 am - 4:36 pm
SYD
-
ORD
21h 16m
1 stop
$961Qantas Airways
Wed, Mar 4 - Sun, Mar 15
Qantas Airways Logo
4:45 pm - 9:00 am
ORD
-
SYD
23h 15m
1 stop
Qantas Airways Logo
7:15 pm - 4:37 pm
SYD
-
ORD
38h 22m
2 stops
$962Qantas Airways
Mon, Feb 23 - Tue, Mar 3
Qantas Airways Logo
4:49 pm - 7:35 am
ORD
-
SYD
45h 46m
2 stops
Qantas Airways Logo
11:20 am - 4:36 pm
SYD
-
ORD
21h 16m
1 stop
$963Qantas Airways
Tue, Mar 3 - Tue, Mar 10
Qantas Airways Logo
1:14 pm - 8:50 pm
ORD
-
SYD
39h 36m
2 stops
Qantas Airways Logo
6:50 pm - 11:47 pm
SYD
-
ORD
20h 57m
1 stop
$970Qantas Airways
Wed, Mar 18 - Mon, Mar 30
Delta Logo
2:05 pm - 7:30 am
MDW
-
SYD
25h 25m
2 stops
Delta Logo
9:40 am - 5:22 pm
SYD
-
MDW
23h 42m
2 stops
$1,387Delta
Tue, Mar 10 - Tue, Mar 17
Delta Logo
2:00 pm - 6:50 am
MDW
-
SYD
25h 50m
2 stops
Delta Logo
9:15 am - 6:05 pm
SYD
-
MDW
23h 50m
2 stops
$1,388Delta
Wed, Aug 5 - Wed, Aug 26
Delta Logo
1:28 pm - 8:30 am
MDW
-
SYD
26h 02m
2 stops
Delta Logo
10:40 am - 5:45 pm
SYD
-
MDW
24h 05m
2 stops
$1,437Delta
Sun, Feb 22 - Fri, Mar 6

Delta flights from Chicago to Sydney

Our best Delta deals on Chicago to Sydney flight tickets
Delta
Mar 10
MDW2:05 pmChicago Midway
25h 25m
2 stops
SYD7:30 amSydney Kingsford Smith
Mar 17
SYD9:40 amSydney Kingsford Smith
23h 42m
2 stops
MDW5:22 pmChicago Midway
$1,387
Delta
Feb 15
MDW11:45 amChicago Midway
27h 45m
2 stops
SYD8:30 amSydney Kingsford Smith
Mar 11
SYD9:40 amSydney Kingsford Smith
23h 42m
2 stops
MDW5:22 pmChicago Midway
$1,388
Delta
Feb 22
MDW1:28 pmChicago Midway
26h 02m
2 stops
SYD8:30 amSydney Kingsford Smith
Mar 6
SYD10:40 amSydney Kingsford Smith
24h 05m
2 stops
MDW5:45 pmChicago Midway
$1,437

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets
Qantas Airways
Feb 16
ORD4:45 pmChicago O'Hare Intl
23h 15m
1 stop
SYD9:00 amSydney Kingsford Smith
Feb 25
SYD7:05 amSydney Kingsford Smith
26h 32m
2 stops
ORD4:37 pmChicago O'Hare Intl
$941
Qantas Airways
Feb 14
ORD4:45 pmChicago O'Hare Intl
21h 40m
1 stop
SYD7:25 amSydney Kingsford Smith
Feb 20
SYD7:05 amSydney Kingsford Smith
26h 32m
2 stops
ORD4:37 pmChicago O'Hare Intl
$949
Qantas Airways
Feb 10
ORD6:40 pmChicago O'Hare Intl
21h 20m
1 stop
SYD9:00 amSydney Kingsford Smith
Feb 18
SYD7:05 amSydney Kingsford Smith
24h 48m
2 stops
ORD2:53 pmChicago O'Hare Intl
$952

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 February 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

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 3/31

7:29 pm-7:30 am

1 stop44h 01m

Sydney Kingsford Smith

Mon 4/13

1:15 pm-5:39 am

2 stops31h 24m

$946

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 3/31

7:29 pm-7:30 am

1 stop44h 01m

Sydney Kingsford Smith

Mon 4/13

1:15 pm-5:39 am

2 stops31h 24m

$950

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 4/1

7:45 pm-7:30 am

1 stop43h 45m

Sydney Kingsford Smith

Wed 4/15

1:15 pm-5:50 am

2 stops31h 35m

$953

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 3/4

1:15 pm-8:50 pm

2 stops38h 35m

Sydney Kingsford Smith

Sun 3/15

11:20 am-4:36 pm

1 stop21h 16m

$961

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 2/23

4:45 pm-9:00 am

1 stop23h 15m

Sydney Kingsford Smith

Tue 3/3

7:15 pm-4:37 pm

2 stops38h 22m

$962

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 3/3

4:49 pm-7:35 am

2 stops45h 46m

Sydney Kingsford Smith

Tue 3/10

11:20 am-4:36 pm

1 stop21h 16m

$963

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 3/18

1:14 pm-8:50 pm

2 stops39h 36m

Sydney Kingsford Smith

Mon 3/30

6:50 pm-11:47 pm

1 stop20h 57m

$970

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 3/10

2:05 pm-7:30 am

2 stops25h 25m

Sydney Kingsford Smith

Tue 3/17

9:40 am-5:22 pm

2 stops23h 42m

$1,387

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

2:00 pm-6:50 am

2 stops25h 50m

Sydney Kingsford Smith

Wed 8/26

9:15 am-6:05 pm

2 stops23h 50m

$1,388

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 2/22

1:28 pm-8:30 am

2 stops26h 02m

Sydney Kingsford Smith

Fri 3/6

10:40 am-5:45 pm

2 stops24h 05m

$1,437

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, June 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 $865. If you are unable to visit Sydney during the month of June, then departing from Chicago during the month May is also very affordable. Most momondo users find prices during this month for around $869.

How far in advance should I book a flight 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 $1,110 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 $911 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 1% 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 February 2026, prices for Chicago to Sydney flights are approximately 33% cheaper 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

21h 11m

Direct flights

None
The fastest flight from Chicago to Sydney takes 21h 11m
There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.
Search flight deals

  • 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 21h 11m.

  • 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
Fiji AirwaysPriceFrom $795Free CancellationRating
8.0
225 reviews
Search Fiji Airways flights
American AirlinesPriceFrom $804Free CancellationRating
7.2
11,249 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $812Free CancellationRating
7.5
988 reviews
Search Qantas Airways flights
United AirlinesPriceFrom $870Free CancellationRating
7.4
9,255 reviews
Search United Airlines flights
Air CanadaPriceFrom $890Free CancellationRating
7.1
10,697 reviews
Search Air Canada flights
DeltaPriceFrom $935Free CancellationRating
7.9
8,173 reviews
Search Delta flights
ANAPriceFrom $1,177Free CancellationRating
8.4
1,089 reviews
Search ANA flights
Air New ZealandPriceFrom $1,282Free CancellationRating
8.0
582 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
Bondi Beach
Parramatta
Katoomba
Wollongong
Randwick
Penrith
Coogee
Manly
Lithgow
Leura
Cronulla
Charlestown
Terrigal
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
Tue 3/10
Tue 3/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Australia