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Cheap flights from Chicago to Sydney from $785

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 10/2. 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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Cheap return flights

Enter your travel dates to find the best prices.
Qantas Airways Logo
14:15 - 09:00ORD-SYD
25h 45m1 stop
Qantas Airways Logo
07:05 - 16:49SYD-ORD
26h 44m2 stops
$1,390Qantas Airways
Find Deal
Wed, 21 Jan - Tue, 3 Feb
Qantas Airways Logo
09:02 - 07:25ORD-SYD
29h 23m1 stop
Qantas Airways Logo
07:05 - 16:49SYD-ORD
26h 44m2 stops
$1,400Qantas Airways
Find Deal
Thu, 22 Jan - Sun, 1 Feb
Qantas Airways Logo
09:02 - 09:00ORD-SYD
30h 58m1 stop
Qantas Airways Logo
07:05 - 14:57SYD-ORD
24h 52m2 stops
$1,406Qantas Airways
Find Deal
Fri, 23 Jan - Fri, 30 Jan
Qantas Airways Logo
18:40 - 09:00ORD-SYD
21h 20m1 stop
Qantas Airways Logo
07:05 - 16:39SYD-ORD
26h 34m2 stops
$1,469Qantas Airways
Find Deal
Tue, 10 Feb - Tue, 3 Mar
Air Canada Logo
12:50 - 09:35ORD-SYD
27h 45m2 stops
Air Canada Logo
11:20 - 08:00SYD-ORD
37h 40m2 stops
$1,472Air Canada
Find Deal
Tue, 10 Feb - Tue, 3 Mar
Air Canada Logo
07:15 - 09:35ORD-SYD
33h 20m3 stops
Air Canada Logo
11:20 - 08:00SYD-ORD
37h 40m2 stops
$1,482Air Canada
Find Deal
Tue, 10 Feb - Tue, 3 Mar
Qantas Airways Logo
09:02 - 09:00ORD-SYD
30h 58m1 stop
Qantas Airways Logo
17:50 - 14:57SYD-ORD
38h 07m2 stops
$1,503Qantas Airways
Find Deal
Tue, 27 Jan - Mon, 2 Feb
Multiple Airlines Logo
15:35 - 18:05ORD-SYD
33h 30m2 stops
Multiple Airlines Logo
11:20 - 14:41SYD-ORD
20h 21m1 stop
$1,522Multiple Airlines
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Mon, 12 Jan - Wed, 21 Jan
Delta Logo
13:28 - 08:30MDW-SYD
26h 02m2 stops
Delta Logo
10:40 - 22:22SYD-MDW
28h 42m2 stops
$1,782Delta
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Sun, 18 Jan - Sun, 1 Feb
Delta Logo
13:26 - 06:50MDW-SYD
24h 24m2 stops
Delta Logo
14:15 - 22:44SYD-MDW
25h 29m2 stops
$1,804Delta
Find Deal
Tue, 10 Feb - Tue, 17 Feb

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets
Qantas Airways
21 Jan
ORD14:15Chicago O'Hare Intl
25h 45m
1 stop
SYD09:00Sydney Kingsford Smith
3 Feb
SYD07:05Sydney Kingsford Smith
26h 44m
2 stops
ORD16:49Chicago O'Hare Intl
$1,390
Find similar
Qantas Airways
22 Jan
ORD09:02Chicago O'Hare Intl
29h 23m
1 stop
SYD07:25Sydney Kingsford Smith
1 Feb
SYD07:05Sydney Kingsford Smith
26h 44m
2 stops
ORD16:49Chicago O'Hare Intl
$1,400
Find similar
Qantas Airways
23 Jan
ORD09:02Chicago O'Hare Intl
30h 58m
1 stop
SYD09:00Sydney Kingsford Smith
30 Jan
SYD07:05Sydney Kingsford Smith
24h 52m
2 stops
ORD14:57Chicago O'Hare Intl
$1,406
Find similar

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets
Air Canada
10 Feb
ORD12:50Chicago O'Hare Intl
27h 45m
2 stops
SYD09:35Sydney Kingsford Smith
3 Mar
SYD11:20Sydney Kingsford Smith
37h 40m
2 stops
ORD08:00Chicago O'Hare Intl
$1,472
Find similar
Air Canada
10 Feb
ORD07:15Chicago O'Hare Intl
33h 20m
3 stops
SYD09:35Sydney Kingsford Smith
3 Mar
SYD11:20Sydney Kingsford Smith
37h 40m
2 stops
ORD08:00Chicago O'Hare Intl
$1,482
Find similar
Air Canada
11 Feb
ORD08:45Chicago O'Hare Intl
31h 50m
2 stops
SYD09:35Sydney Kingsford Smith
28 Feb
SYD11:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
$1,539
Find similar

momondo Fare Finder

 
Customise 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 78,305 searches. Data last updated 25 November 2025.
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

Wed 21/1

14:15-09:00

1 stop25h 45m

Sydney Kingsford Smith

Tue 3/2

07:05-16:49

2 stops26h 44m

$1,390

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 22/1

09:02-07:25

1 stop29h 23m

Sydney Kingsford Smith

Sun 1/2

07:05-16:49

2 stops26h 44m

$1,400

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 23/1

09:02-09:00

1 stop30h 58m

Sydney Kingsford Smith

Fri 30/1

07:05-14:57

2 stops24h 52m

$1,406

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/2

18:40-09:00

1 stop21h 20m

Sydney Kingsford Smith

Tue 3/3

07:05-16:39

2 stops26h 34m

$1,469

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/2

12:50-09:35

2 stops27h 45m

Sydney Kingsford Smith

Tue 3/3

11:20-08:00

2 stops37h 40m

$1,472

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/2

07:15-09:35

3 stops33h 20m

Sydney Kingsford Smith

Tue 3/3

11:20-08:00

2 stops37h 40m

$1,482

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 27/1

09:02-09:00

1 stop30h 58m

Sydney Kingsford Smith

Mon 2/2

17:50-14:57

2 stops38h 07m

$1,503

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 12/1

15:35-18:05

2 stops33h 30m

Sydney Kingsford Smith

Wed 21/1

11:20-14:41

1 stop20h 21m

$1,522

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 18/1

13:28-08:30

2 stops26h 02m

Sydney Kingsford Smith

Sun 1/2

10:40-22:22

2 stops28h 42m

$1,782

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 10/2

13:26-06:50

2 stops24h 24m

Sydney Kingsford Smith

Tue 17/2

14:15-22:44

2 stops25h 29m

$1,804

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

The month of August is, on average, the cheapest month to fly to Sydney from Chicago, with most prices found around $1,321. If you aren’t able to travel to Sydney during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $1,338.

What is the cheapest day to depart on your flight to Sydney?

Our data shows that Sunday is the least expensive day to fly to Sydney. Tickets to fly out on this day can be as low as $1,827. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,510.

What is the cheapest time of day to depart on your flight to Sydney?

According to our data, the cheapest time of day to fly to Sydney is in the afternoon. momondo users have found flights departing from Chicago to Sydney in the afternoon for as low as $2,138. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at midday when prices are $3,268 on average. Flights to Sydney from Chicago at midday are generally more expensive because this time of day is more convenient for travellers’ schedules.

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 $1,625 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sydney from Chicago for as low as $1,314 on momondo.

Can stopping save me money on Chicago to Sydney flights?

You could potentially save up to 37% 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 November 2025, prices for Chicago to Sydney flights are approximately 52% 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 return 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 20m

Direct flights

None
The fastest flight from Chicago to Sydney takes 21h 20m
There are no direct flights from Chicago to Sydney. There are no popular flight routes from Chicago to Sydney.
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  • How far is Chicago to Sydney Kingsford Smith by plane?

    Chicago and Sydney Kingsford Smith are 14866.2 km apart from one another. A reasonable flight in good conditions will take 21h 20m.

  • 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 for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and stopovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Sydney Kingsford Smith Airport.

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

    The necessary travel and health documents for your Sydney Kingsford Smith Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's licence and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted 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 $1,326Free cancellationRating
7.2
11,038 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,353Free cancellationRating
7.5
944 reviews
Search Qantas Airways flights

Travelling to a place near Sydney?

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

Why use momondo?

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

It is quick and easy to find Chicago to Sydney flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Sydney that suits 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 in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Sydney from Chicago.

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

If you are simply researching potential flights to Sydney, momondo offers a useful price alert feature which will track prices for flights to Sydney from Chicago and alert you when they change.

An easier way to manage your Sydney trip

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