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Cheap flights from Chicago to Sydney from $804

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.
1 adult

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Find the cheapest flights from Chicago to Sydney

Cheap return flights

Enter your travel dates to find the best prices.
Qantas Airways Logo
14:15 - 09:00
ORD
-
SYD
25h 45m1 stop
Qantas Airways Logo
07:05 - 21:33
SYD
-
ORD
31h 28m2 stops
$1,362Qantas Airways
Mon, 2 Feb - Mon, 16 Feb
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
$1,363Air Canada
Sun, 1 Feb - Sun, 15 Feb
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
Air Canada Logo
11:20 - 20:10
SYD
-
ORD
25h 50m2 stops
$1,368Air Canada
Sun, 1 Feb - Sun, 15 Feb
Qantas Airways Logo
14:15 - 09:00
ORD
-
SYD
25h 45m1 stop
Qantas Airways Logo
07:05 - 16:38
SYD
-
ORD
26h 33m2 stops
$1,386Qantas Airways
Sun, 8 Feb - Mon, 16 Feb
Qantas Airways Logo
17:10 - 20:50
ORD
-
SYD
34h 40m2 stops
Qantas Airways Logo
11:20 - 14:50
SYD
-
ORD
19h 30m1 stop
$1,419Qantas Airways
Sun, 8 Feb - Tue, 10 Mar
Qantas Airways Logo
18:40 - 17:40
ORD
-
SYD
30h 00m2 stops
Qantas Airways Logo
17:45 - 14:04
SYD
-
ORD
37h 19m1 stop
$1,430Qantas Airways
Thu, 5 Feb - Sun, 22 Feb
Air Canada Logo
08:45 - 09:35
ORD
-
SYD
31h 50m2 stops
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
$1,437Air Canada
Wed, 11 Feb - Wed, 4 Mar
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
$1,442Air Canada
Tue, 10 Feb - Wed, 25 Feb
Delta Logo
13:26 - 06:50
MDW
-
SYD
24h 24m2 stops
Delta Logo
14:15 - 22:42
SYD
-
MDW
25h 27m2 stops
$1,765Delta
Sun, 8 Feb - Mon, 16 Feb
Delta Logo
13:26 - 08:30
MDW
-
SYD
26h 04m2 stops
Delta Logo
10:40 - 22:42
SYD
-
MDW
29h 02m2 stops
$1,841Delta
Wed, 11 Feb - Fri, 27 Feb

Qantas Airways flights from Chicago to Sydney

Our best Qantas Airways deals on Chicago to Sydney flight tickets
Qantas Airways
2 Feb
ORD14:15Chicago O'Hare Intl
25h 45m
1 stop
SYD09:00Sydney Kingsford Smith
16 Feb
SYD07:05Sydney Kingsford Smith
31h 28m
2 stops
ORD21:33Chicago O'Hare Intl
$1,362
Find similar
Qantas Airways
8 Feb
ORD14:15Chicago O'Hare Intl
25h 45m
1 stop
SYD09:00Sydney Kingsford Smith
16 Feb
SYD07:05Sydney Kingsford Smith
26h 33m
2 stops
ORD16:38Chicago O'Hare Intl
$1,386
Find similar
Qantas Airways
8 Feb
ORD15:10Chicago O'Hare Intl
24h 50m
1 stop
SYD09:00Sydney Kingsford Smith
26 Feb
SYD14:35Sydney Kingsford Smith
43h 03m
2 stops
ORD16:38Chicago O'Hare Intl
$1,419
Find similar

Air Canada flights from Chicago to Sydney

Our best Air Canada deals on Chicago to Sydney flight tickets
Air Canada
1 Feb
ORD15:35Chicago O'Hare Intl
25h 00m
1 stop
SYD09:35Sydney Kingsford Smith
15 Feb
SYD11:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
$1,363
Find similar
Air Canada
1 Feb
ORD15:35Chicago O'Hare Intl
25h 00m
1 stop
SYD09:35Sydney Kingsford Smith
15 Feb
SYD11:20Sydney Kingsford Smith
25h 50m
2 stops
ORD20:10Chicago O'Hare Intl
$1,368
Find similar
Air Canada
10 Feb
ORD15:35Chicago O'Hare Intl
25h 00m
1 stop
SYD09:35Sydney Kingsford Smith
25 Feb
SYD11:20Sydney Kingsford Smith
20h 21m
1 stop
ORD14:41Chicago O'Hare Intl
$1,442
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 18 December 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

Mon 2/2

14:15-09:00

1 stop25h 45m

Sydney Kingsford Smith

Mon 16/2

07:05-21:33

2 stops31h 28m

$1,362

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 1/2

15:35-09:35

1 stop25h 00m

Sydney Kingsford Smith

Sun 15/2

11:20-14:41

1 stop20h 21m

$1,363

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 1/2

15:35-09:35

1 stop25h 00m

Sydney Kingsford Smith

Sun 15/2

11:20-20:10

2 stops25h 50m

$1,368

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 8/2

14:15-09:00

1 stop25h 45m

Sydney Kingsford Smith

Mon 16/2

07:05-16:38

2 stops26h 33m

$1,386

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 8/2

17:10-20:50

2 stops34h 40m

Sydney Kingsford Smith

Tue 10/3

11:20-14:50

1 stop19h 30m

$1,419

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 5/2

18:40-17:40

2 stops30h 00m

Sydney Kingsford Smith

Sun 22/2

17:45-14:04

1 stop37h 19m

$1,430

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 11/2

08:45-09:35

2 stops31h 50m

Sydney Kingsford Smith

Wed 4/3

11:20-14:41

1 stop20h 21m

$1,437

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 10/2

15:35-09:35

1 stop25h 00m

Sydney Kingsford Smith

Wed 25/2

11:20-14:41

1 stop20h 21m

$1,442

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 8/2

13:26-06:50

2 stops24h 24m

Sydney Kingsford Smith

Mon 16/2

14:15-22:42

2 stops25h 27m

$1,765

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 11/2

13:26-08:30

2 stops26h 04m

Sydney Kingsford Smith

Fri 27/2

10:40-22:42

2 stops29h 02m

$1,841

Flights are sorted by cheapest return 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 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 $1,289. If you aren’t able to travel to Sydney during the month of August, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $1,304.

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 $1,784. The most expensive day to fly to Sydney is Tuesday, with ticket prices averaging around $2,450.

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 $2,087. 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 $3,191 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 $1,621 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 $1,286 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 December 2025, prices for Chicago to Sydney flights are approximately 56% 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 05m

Direct flights

None
The fastest flight from Chicago to Sydney takes 21h 05m
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?

    Chicago and Sydney Kingsford Smith are 14866.2 km apart from one another. A reasonable flight in good conditions will take 21h 05m.

  • 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 $1,295Free cancellationRating
7.2
11,054 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,321Free cancellationRating
7.5
947 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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