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Cheap flights from Sydney to Chicago from $780

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sydney to Chicago departing on 25/8. 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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Cheap return flights

Enter your travel dates to find the best prices.
American Airlines Logo
09:10 - 19:52
SYD
-
ORD
25h 42m
2 stops
American Airlines Logo
19:01 - 07:05
ORD
-
SYD
21h 04m
1 stop
$1,426American Airlines
Tue, 8 Sep - Mon, 21 Sep
Delta Logo
09:15 - 18:39
SYD
-
ORD
24h 24m
2 stops
Delta Logo
15:50 - 06:50
ORD
-
SYD
24h 00m
2 stops
$1,452Delta
Thu, 10 Sep - Mon, 21 Sep
American Airlines Logo
11:15 - 06:01
SYD
-
ORD
34h 46m
1 stop
American Airlines Logo
10:15 - 06:10
ORD
-
SYD
26h 55m
1 stop
$1,484American Airlines
Sat, 31 Oct - Wed, 4 Nov
American Airlines Logo
09:10 - 16:45
SYD
-
ORD
22h 35m
1 stop
American Airlines Logo
19:01 - 07:05
ORD
-
SYD
21h 04m
1 stop
$1,494American Airlines
Thu, 10 Sep - Thu, 24 Sep
American Airlines Logo
09:10 - 18:35
SYD
-
ORD
24h 25m
2 stops
American Airlines Logo
17:09 - 07:05
ORD
-
SYD
22h 56m
2 stops
$1,495American Airlines
Thu, 3 Sep - Sat, 12 Sep
American Airlines Logo
09:10 - 15:50
SYD
-
ORD
21h 40m
1 stop
American Airlines Logo
19:01 - 07:05
ORD
-
SYD
21h 04m
1 stop
$1,496American Airlines
Fri, 11 Sep - Sun, 20 Sep
American Airlines Logo
09:10 - 00:29
SYD
-
ORD
30h 19m
1 stop
American Airlines Logo
20:25 - 07:30
ORD
-
SYD
43h 05m
1 stop
$1,503American Airlines
Thu, 1 Oct - Fri, 9 Oct
American Airlines Logo
09:10 - 12:15
SYD
-
ORD
42h 05m
1 stop
American Airlines Logo
20:25 - 07:30
ORD
-
SYD
43h 05m
1 stop
$1,505American Airlines
Thu, 1 Oct - Fri, 9 Oct
Qantas Airways Logo
09:10 - 16:45
SYD
-
ORD
22h 35m
1 stop
Qantas Airways Logo
15:52 - 07:05
ORD
-
SYD
24h 13m
1 stop
$1,506Qantas Airways
Thu, 10 Sep - Thu, 24 Sep
American Airlines Logo
12:00 - 18:24
SYD
-
ORD
21h 24m
1 stop
American Airlines Logo
19:01 - 07:05
ORD
-
SYD
21h 04m
1 stop
$1,507American Airlines
Sat, 12 Sep - Mon, 21 Sep

American Airlines flights from Sydney to Chicago O'Hare Intl Airport

Our best American Airlines deals on Sydney to Chicago O'Hare Intl Airport flight tickets
American Airlines
8 Sept
SYD09:10Sydney Kingsford Smith
22h 34m
1 stop
ORD16:44Chicago O'Hare Intl
20 Sept
ORD19:01Chicago O'Hare Intl
21h 04m
1 stop
SYD07:05Sydney Kingsford Smith
$1,426
American Airlines
10 Sept
SYD09:10Sydney Kingsford Smith
22h 35m
1 stop
ORD16:45Chicago O'Hare Intl
24 Sept
ORD19:01Chicago O'Hare Intl
21h 04m
1 stop
SYD07:05Sydney Kingsford Smith
$1,494
American Airlines
3 Sept
SYD09:10Sydney Kingsford Smith
24h 25m
2 stops
ORD18:35Chicago O'Hare Intl
12 Sept
ORD17:09Chicago O'Hare Intl
22h 56m
2 stops
SYD07:05Sydney Kingsford Smith
$1,495

Qantas Airways flights from Sydney to Chicago O'Hare Intl Airport

Our best Qantas Airways deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Qantas Airways
10 Sept
SYD09:10Sydney Kingsford Smith
22h 35m
1 stop
ORD16:45Chicago O'Hare Intl
24 Sept
ORD15:52Chicago O'Hare Intl
24h 13m
1 stop
SYD07:05Sydney Kingsford Smith
$1,506
Qantas Airways
11 Aug
SYD06:00Sydney Kingsford Smith
25h 44m
2 stops
ORD16:44Chicago O'Hare Intl
22 Aug
ORD15:21Chicago O'Hare Intl
28h 09m
2 stops
SYD10:30Sydney Kingsford Smith
$1,757
Qantas Airways
7 Aug
SYD06:25Sydney Kingsford Smith
25h 19m
2 stops
ORD16:44Chicago O'Hare Intl
24 Aug
ORD17:15Chicago O'Hare Intl
25h 30m
2 stops
SYD09:45Sydney Kingsford Smith
$1,909

momondo Fare Finder

 
Customise your flight search to find flights from Sydney to Chicago O'Hare Intl Airport 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 11 May 2026.
Use the filters below to find and compare flights from Sydney to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 8/9

09:10-19:52

2 stops25h 42m

Chicago O'Hare Intl

Mon 21/9

19:01-07:05

1 stop21h 04m

$1,426

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/9

09:15-18:39

2 stops24h 24m

Chicago O'Hare Intl

Mon 21/9

15:50-06:50

2 stops24h 00m

$1,452

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 31/10

11:15-06:01

1 stop34h 46m

Chicago O'Hare Intl

Wed 4/11

10:15-06:10

1 stop26h 55m

$1,484

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/9

09:10-16:45

1 stop22h 35m

Chicago O'Hare Intl

Thu 24/9

19:01-07:05

1 stop21h 04m

$1,494

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 3/9

09:10-18:35

2 stops24h 25m

Chicago O'Hare Intl

Sat 12/9

17:09-07:05

2 stops22h 56m

$1,495

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 11/9

09:10-15:50

1 stop21h 40m

Chicago O'Hare Intl

Sun 20/9

19:01-07:05

1 stop21h 04m

$1,496

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 1/10

09:10-00:29

1 stop30h 19m

Chicago O'Hare Intl

Fri 9/10

20:25-07:30

1 stop43h 05m

$1,503

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 1/10

09:10-12:15

1 stop42h 05m

Chicago O'Hare Intl

Fri 9/10

20:25-07:30

1 stop43h 05m

$1,505

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 10/9

09:10-16:45

1 stop22h 35m

Chicago O'Hare Intl

Thu 24/9

15:52-07:05

1 stop24h 13m

$1,506
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 12/9

12:00-18:24

1 stop21h 24m

Chicago O'Hare Intl

Mon 21/9

19:01-07:05

1 stop21h 04m

$1,507

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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See travel insights to Chicago from

How to get the cheapest flight ticket from Sydney to Chicago O'Hare Intl Airport

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 Sydney and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from Sydney, with most prices found around $1,285. If you are unable to visit Chicago O'Hare Intl Airport during the month of September, then departing from Sydney during the month October is also very affordable. Most momondo users find prices during this month for around $1,423.

How far in advance should I book a flight from Sydney to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Sydney when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $1,824 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Sydney for as low as $1,362 on momondo.

Can stopping save me money on Sydney to Chicago O'Hare Intl Airport flights?

You could potentially save up to 34% on your flight if you consider stops on a Sydney to Chicago O'Hare Intl Airport flight.

How have Sydney to Chicago O'Hare Intl Airport flight prices changed over time?

As of May 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Sydney to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Sydney to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Sydney to Chicago O'Hare Intl Airport (SYD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sydney to Chicago O'Hare Intl Airport

Fastest flight time

20h 17m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 20h 17m
There are no direct flights from Sydney to Chicago O'Hare Intl Airport. There are no popular flight routes from Sydney to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Sydney to Chicago O'Hare Intl Airport

  • How far is Sydney Kingsford Smith to Chicago O'Hare Intl by plane?

    There are 14845.8 km between Sydney Kingsford Smith and Chicago O'Hare Intl. Flights usually cover this in 20h 17m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport refresh daily.

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

  • How old do you have to be to fly from Sydney Kingsford Smith Airport to Chicago O'Hare Intl 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 Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl 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 Sydney to Chicago O'Hare Intl Airport?

Best airlines flying from Sydney to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Sydney to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free cancellation
Price
Air CanadaPriceFrom $1,046Free cancellationRating
7.1
11,017 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,077Free cancellationRating
7.1
11,664 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,218Free cancellationRating
7.5
1,034 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,306Free cancellationRating
8.0
640 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,365Free cancellationRating
7.4
9,700 reviews
Search United Airlines flights
ANAPriceFrom $1,450Free cancellationRating
8.3
1,208 reviews
Search ANA flights

Travelling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Rosemont

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Sydney to Chicago. momondo saves you time and could save you money on your trip.

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

Flights from Sydney to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Sydney to Chicago.

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

If you are not ready to book a flight from Sydney to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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