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Cheap flights from Sydney to Chicago from $628

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 15/4. 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.
Air Canada Logo
10:25 - 14:41
SYD
-
ORD
20h 16m
1 stop
Air Canada Logo
20:40 - 08:35
ORD
-
SYD
43h 55m
2 stops
$1,326Air Canada
Thu, 12 Mar - Fri, 20 Mar
Air Canada Logo
10:25 - 19:45
SYD
-
ORD
25h 20m
2 stops
Air Canada Logo
20:40 - 08:35
ORD
-
SYD
43h 55m
2 stops
$1,337Air Canada
Thu, 12 Mar - Fri, 20 Mar
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
15:35 - 15:55
ORD
-
SYD
32h 20m
2 stops
$1,361Air Canada
Tue, 24 Feb - Wed, 11 Mar
Air Canada Logo
11:20 - 14:55
SYD
-
ORD
44h 35m
2 stops
Air Canada Logo
15:35 - 15:55
ORD
-
SYD
32h 20m
2 stops
$1,366Air Canada
Tue, 24 Feb - Wed, 11 Mar
Air Canada Logo
11:20 - 13:01
SYD
-
ORD
42h 41m
2 stops
Air Canada Logo
13:55 - 08:35
ORD
-
SYD
26h 40m
2 stops
$1,374Air Canada
Fri, 6 Mar - Sat, 14 Mar
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
15:35 - 08:35
ORD
-
SYD
25h 00m
1 stop
$1,386Air Canada
Tue, 24 Feb - Wed, 11 Mar
Air Canada Logo
11:20 - 20:00
SYD
-
ORD
25h 40m
1 stop
Air Canada Logo
13:55 - 08:35
ORD
-
SYD
26h 40m
2 stops
$1,406Air Canada
Fri, 6 Mar - Sat, 14 Mar
Multiple Airlines Logo
17:50 - 05:50
SYD
-
ORD
27h 00m
1 stop
Multiple Airlines Logo
21:20 - 07:30
ORD
-
SYD
43h 10m
1 stop
$1,423Multiple Airlines
Thu, 16 Apr - Mon, 18 May
Air Canada Logo
07:30 - 14:41
SYD
-
ORD
23h 11m
2 stops
Air Canada Logo
07:15 - 08:20
ORD
-
SYD
33h 05m
2 stops
$1,443Air Canada
Sat, 21 Mar - Sat, 28 Mar
Air Canada Logo
09:20 - 14:41
SYD
-
ORD
20h 21m
1 stop
Air Canada Logo
09:50 - 07:20
ORD
-
SYD
30h 30m
2 stops
$1,460Air Canada
Thu, 18 Jun - Sun, 19 Jul

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

Our best United Airlines deals on Sydney to Chicago O'Hare Intl Airport flight tickets
United Airlines
22 June
SYD09:30Sydney Kingsford Smith
26h 05m
1 stop
ORD20:35Chicago O'Hare Intl
19 July
ORD14:40Chicago O'Hare Intl
25h 20m
1 stop
SYD07:00Sydney Kingsford Smith
$1,565
United Airlines
22 June
SYD09:30Sydney Kingsford Smith
22h 35m
2 stops
ORD17:05Chicago O'Hare Intl
19 July
ORD14:40Chicago O'Hare Intl
25h 20m
1 stop
SYD07:00Sydney Kingsford Smith
$1,571
United Airlines
21 Mar
SYD12:10Sydney Kingsford Smith
20h 52m
1 stop
ORD17:02Chicago O'Hare Intl
28 Mar
ORD21:15Chicago O'Hare Intl
42h 40m
1 stop
SYD07:55Sydney Kingsford Smith
$1,624

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
19 Mar
SYD11:20Sydney Kingsford Smith
22h 26m
1 stop
ORD17:46Chicago O'Hare Intl
21 Apr
ORD08:57Chicago O'Hare Intl
31h 08m
1 stop
SYD07:05Sydney Kingsford Smith
$1,524
American Airlines
19 Mar
SYD11:20Sydney Kingsford Smith
24h 20m
2 stops
ORD19:40Chicago O'Hare Intl
21 Apr
ORD16:40Chicago O'Hare Intl
23h 25m
2 stops
SYD07:05Sydney Kingsford Smith
$1,528
American Airlines
23 Feb
SYD14:05Sydney Kingsford Smith
20h 40m
1 stop
ORD17:45Chicago O'Hare Intl
10 Mar
ORD17:25Chicago O'Hare Intl
23h 35m
2 stops
SYD09:00Sydney Kingsford Smith
$1,534

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 4 February 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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 12/3

10:25-14:41

1 stop20h 16m

Chicago O'Hare Intl

Fri 20/3

20:40-08:35

2 stops43h 55m

$1,326

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 12/3

10:25-19:45

2 stops25h 20m

Chicago O'Hare Intl

Fri 20/3

20:40-08:35

2 stops43h 55m

$1,337

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 24/2

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Wed 11/3

15:35-15:55

2 stops32h 20m

$1,361

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 24/2

11:20-14:55

2 stops44h 35m

Chicago O'Hare Intl

Wed 11/3

15:35-15:55

2 stops32h 20m

$1,366

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 6/3

11:20-13:01

2 stops42h 41m

Chicago O'Hare Intl

Sat 14/3

13:55-08:35

2 stops26h 40m

$1,374

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 24/2

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Wed 11/3

15:35-08:35

1 stop25h 00m

$1,386

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 6/3

11:20-20:00

1 stop25h 40m

Chicago O'Hare Intl

Sat 14/3

13:55-08:35

2 stops26h 40m

$1,406

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 16/4

17:50-05:50

1 stop27h 00m

Chicago O'Hare Intl

Mon 18/5

21:20-07:30

1 stop43h 10m

$1,423

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 21/3

07:30-14:41

2 stops23h 11m

Chicago O'Hare Intl

Sat 28/3

07:15-08:20

2 stops33h 05m

$1,443

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 18/6

09:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Sun 19/7

09:50-07:20

2 stops30h 30m

$1,460

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 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 February is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from Sydney, with most prices found around $1,057. If you are unable to visit Chicago O'Hare Intl Airport during the month of February, then departing from Sydney during the month May is also very affordable. Most momondo users find prices during this month for around $1,069.

How far in advance should I book a flight 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 $1,369 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 $1,130 on momondo.

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

You could potentially save up to 65% 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 February 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 18% 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

19h 33m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 19h 33m
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

  • 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 19h 33m, 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
Qantas AirwaysPriceFrom $935Free cancellationRating
7.5
986 reviews
Search Qantas Airways flights
Air CanadaPriceFrom $1,081Free cancellationRating
7.1
10,688 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,113Free cancellationRating
7.2
11,224 reviews
Search American Airlines flights
Air New ZealandPriceFrom $1,350Free cancellationRating
8.0
580 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,411Free cancellationRating
7.4
9,236 reviews
Search United Airlines flights
ANAPriceFrom $1,499Free cancellationRating
8.4
1,086 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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