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Cheap flights from Chicago to Sydney from $502

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 5/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago to Sydney

Cheap round-trip flights

Enter your travel dates to find the best prices.
Qantas Airways Logo
2:33 pm - 9:00 am
ORD
-
SYD
25h 27m
1 stop
Qantas Airways Logo
7:05 am - 2:53 pm
SYD
-
ORD
24h 48m
2 stops
$942Qantas Airways
Tue, Feb 17 - Wed, Mar 4
Qantas Airways Logo
6:40 pm - 8:50 pm
ORD
-
SYD
33h 10m
2 stops
Qantas Airways Logo
11:20 am - 5:46 pm
SYD
-
ORD
23h 26m
1 stop
$964Qantas Airways
Mon, Feb 9 - Mon, Feb 23
Qantas Airways Logo
6:40 pm - 9:00 am
ORD
-
SYD
21h 20m
1 stop
Qantas Airways Logo
7:15 pm - 4:37 pm
SYD
-
ORD
38h 22m
2 stops
$965Qantas Airways
Tue, Feb 10 - Tue, Mar 3
Qantas Airways Logo
5:10 pm - 8:50 pm
ORD
-
SYD
34h 40m
2 stops
Qantas Airways Logo
11:20 am - 2:53 pm
SYD
-
ORD
20h 33m
1 stop
$966Qantas Airways
Wed, Feb 11 - Thu, Feb 26
Multiple Airlines Logo
3:40 pm - 7:20 am
ORD
-
SYD
24h 40m
1 stop
Multiple Airlines Logo
7:00 am - 2:45 pm
SYD
-
ORD
22h 45m
2 stops
$975Multiple Airlines
Tue, Apr 28 - Tue, May 19
Qantas Airways Logo
5:37 pm - 5:40 pm
ORD
-
SYD
31h 03m
2 stops
Qantas Airways Logo
11:20 am - 2:53 pm
SYD
-
ORD
20h 33m
1 stop
$976Qantas Airways
Sat, Feb 7 - Sat, Feb 14
Multiple Airlines Logo
9:50 am - 7:20 am
ORD
-
SYD
30h 30m
2 stops
Multiple Airlines Logo
7:00 am - 2:45 pm
SYD
-
ORD
22h 45m
2 stops
$983Multiple Airlines
Tue, Apr 28 - Tue, May 19
Delta Logo
1:26 pm - 8:30 am
MDW
-
SYD
26h 04m
2 stops
Delta Logo
10:40 am - 4:22 pm
SYD
-
MDW
22h 42m
2 stops
$1,386Delta
Tue, Feb 24 - Sun, Mar 8
Delta Logo
12:45 pm - 6:50 am
MDW
-
SYD
25h 05m
2 stops
Delta Logo
10:40 am - 5:37 pm
SYD
-
MDW
23h 57m
2 stops
$1,436Delta
Sun, Feb 22 - Fri, Mar 6
Delta Logo
1:26 pm - 8:30 am
MDW
-
SYD
26h 04m
2 stops
Delta Logo
10:40 am - 5:45 pm
SYD
-
MDW
24h 05m
2 stops
$1,471Delta
Mon, Feb 9 - Mon, Mar 2

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets
Qantas Airways
Feb 17
ORD2:33 pmChicago O'Hare Intl
25h 27m
1 stop
SYD9:00 amSydney Kingsford Smith
Mar 4
SYD7:05 amSydney Kingsford Smith
24h 48m
2 stops
ORD2:53 pmChicago O'Hare Intl
$942
Qantas Airways
Feb 5
ORD6:40 pmChicago O'Hare Intl
27h 10m
2 stops
SYD2:50 pmSydney Kingsford Smith
May 16
SYD9:10 amSydney Kingsford Smith
23h 36m
1 stop
ORD5:46 pmChicago O'Hare Intl
$953
Qantas Airways
Feb 5
ORD6:40 pmChicago O'Hare Intl
27h 10m
2 stops
SYD2:50 pmSydney Kingsford Smith
Feb 22
SYD11:20 amSydney Kingsford Smith
20h 33m
1 stop
ORD2:53 pmChicago O'Hare Intl
$954

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets
Air Canada
May 5
ORD3:40 pmChicago O'Hare Intl
24h 40m
1 stop
SYD7:20 amSydney Kingsford Smith
May 19
SYD9:20 amSydney Kingsford Smith
20h 25m
1 stop
ORD2:45 pmChicago O'Hare Intl
$1,121
Air Canada
Apr 24
ORD8:40 amChicago O'Hare Intl
31h 40m
2 stops
SYD7:20 amSydney Kingsford Smith
May 10
SYD9:20 amSydney Kingsford Smith
20h 25m
1 stop
ORD2:45 pmChicago O'Hare Intl
$1,124
Air Canada
May 5
ORD8:45 amChicago O'Hare Intl
31h 35m
2 stops
SYD7:20 amSydney Kingsford Smith
May 19
SYD9:20 amSydney Kingsford Smith
25h 48m
2 stops
ORD8:08 pmChicago O'Hare Intl
$1,128

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 January 29, 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 2/17

2:33 pm-9:00 am

1 stop25h 27m

Sydney Kingsford Smith

Wed 3/4

7:05 am-2:53 pm

2 stops24h 48m

$942

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 2/9

6:40 pm-8:50 pm

2 stops33h 10m

Sydney Kingsford Smith

Mon 2/23

11:20 am-5:46 pm

1 stop23h 26m

$964

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/10

6:40 pm-9:00 am

1 stop21h 20m

Sydney Kingsford Smith

Tue 3/3

7:15 pm-4:37 pm

2 stops38h 22m

$965

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 2/11

5:10 pm-8:50 pm

2 stops34h 40m

Sydney Kingsford Smith

Thu 2/26

11:20 am-2:53 pm

1 stop20h 33m

$966

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

3:40 pm-7:20 am

1 stop24h 40m

Sydney Kingsford Smith

Tue 5/19

7:00 am-2:45 pm

2 stops22h 45m

$975

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 2/7

5:37 pm-5:40 pm

2 stops31h 03m

Sydney Kingsford Smith

Sat 2/14

11:20 am-2:53 pm

1 stop20h 33m

$976

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/28

9:50 am-7:20 am

2 stops30h 30m

Sydney Kingsford Smith

Tue 5/19

7:00 am-2:45 pm

2 stops22h 45m

$983

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 2/24

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Sun 3/8

10:40 am-4:22 pm

2 stops22h 42m

$1,386

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 2/22

12:45 pm-6:50 am

2 stops25h 05m

Sydney Kingsford Smith

Fri 3/6

10:40 am-5:37 pm

2 stops23h 57m

$1,436

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 2/9

1:26 pm-8:30 am

2 stops26h 04m

Sydney Kingsford Smith

Mon 3/2

10:40 am-5:45 pm

2 stops24h 05m

$1,471

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 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 $868.

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 $1,100 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 January 2026, prices for Chicago to Sydney flights are approximately 8% 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

23h 00m

Direct flights

None
The fastest flight from Chicago to Sydney takes 23h 00m
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 23h 00m.

  • 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
ANAPriceFrom $703Free CancellationRating
8.4
1,078 reviews
Search ANA flights
American AirlinesPriceFrom $803Free CancellationRating
7.2
11,206 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $805Free CancellationRating
7.5
981 reviews
Search Qantas Airways flights
Fiji AirwaysPriceFrom $849Free CancellationRating
8.0
223 reviews
Search Fiji Airways flights
Air CanadaPriceFrom $851Free CancellationRating
7.1
10,667 reviews
Search Air Canada flights
United AirlinesPriceFrom $870Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
DeltaPriceFrom $935Free CancellationRating
7.9
8,127 reviews
Search Delta flights
Air New ZealandPriceFrom $1,282Free CancellationRating
8.0
577 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
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.

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