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Cheap flights from Sydney to Chicago from $636

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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Sydney to Chicago

Cheap return flights

Enter your travel dates to find the best prices.
Air Canada Logo
09:20 - 10:16
SYD
-
ORD
39h 56m
2 stops
Air Canada Logo
08:50 - 07:20
ORD
-
SYD
31h 30m
2 stops
$1,286Air Canada
Mon, 17 Aug - Mon, 31 Aug
Air Canada Logo
09:20 - 10:16
SYD
-
ORD
39h 56m
2 stops
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m
1 stop
$1,286Air Canada
Mon, 17 Aug - Mon, 31 Aug
Multiple Airlines Logo
13:15 - 06:17
SYD
-
ORD
32h 02m
2 stops
Multiple Airlines Logo
09:20 - 22:25
ORD
-
SYD
46h 05m
3 stops
$1,299Multiple Airlines
Tue, 25 Aug - Tue, 1 Sep
Multiple Airlines Logo
13:15 - 05:59
SYD
-
ORD
31h 44m
2 stops
Multiple Airlines Logo
06:05 - 11:50
ORD
-
SYD
38h 45m
3 stops
$1,409Multiple Airlines
Sun, 6 Sep - Sun, 13 Sep
Air New Zealand Logo
11:55 - 00:59
SYD
-
ORD
28h 04m
2 stops
Air New Zealand Logo
16:25 - 08:45
ORD
-
SYD
25h 20m
2 stops
$1,574Air New Zealand
Tue, 25 Aug - Tue, 1 Sep
Air New Zealand Logo
11:55 - 00:59
SYD
-
ORD
28h 04m
2 stops
Air New Zealand Logo
13:00 - 08:45
ORD
-
SYD
28h 45m
2 stops
$1,738Air New Zealand
Wed, 9 Sep - Sat, 19 Sep
Qantas Airways Logo
06:25 - 15:54
SYD
-
ORD
24h 29m
2 stops
Qantas Airways Logo
21:06 - 12:30
ORD
-
SYD
48h 24m
2 stops
$1,767Qantas Airways
Sat, 15 Aug - Sun, 30 Aug
Qantas Airways Logo
16:30 - 15:54
SYD
-
ORD
38h 24m
2 stops
Qantas Airways Logo
15:22 - 12:30
ORD
-
SYD
30h 08m
2 stops
$1,767Qantas Airways
Fri, 14 Aug - Sat, 29 Aug
United Airlines Logo
10:20 - 14:50
SYD
-
ORD
19h 30m
1 stop
United Airlines Logo
14:35 - 06:55
ORD
-
SYD
25h 20m
1 stop
$2,373United Airlines
Thu, 13 Aug - Tue, 1 Sep
United Airlines Logo
09:30 - 14:36
SYD
-
ORD
20h 06m
1 stop
United Airlines Logo
16:20 - 06:55
ORD
-
SYD
23h 35m
1 stop
$2,373United Airlines
Thu, 13 Aug - Sun, 30 Aug

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Air New Zealand flights from Sydney to Chicago O'Hare Intl Airport

Our best Air New Zealand deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Air New Zealand
9 Sept
SYD11:55Sydney Kingsford Smith
28h 04m
2 stops
ORD00:59Chicago O'Hare Intl
19 Sept
ORD13:00Chicago O'Hare Intl
28h 45m
2 stops
SYD08:45Sydney Kingsford Smith
$1,738
Air New Zealand
8 Sept
SYD11:55Sydney Kingsford Smith
31h 50m
2 stops
ORD04:45Chicago O'Hare Intl
15 Sept
ORD15:35Chicago O'Hare Intl
26h 10m
2 stops
SYD08:45Sydney Kingsford Smith
$1,762
Air New Zealand
17 Oct
SYD09:55Sydney Kingsford Smith
29h 00m
2 stops
ORD22:55Chicago O'Hare Intl
24 Oct
ORD12:45Chicago O'Hare Intl
27h 50m
2 stops
SYD08:35Sydney Kingsford Smith
$1,907

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
14 Aug
SYD16:30Sydney Kingsford Smith
38h 24m
2 stops
ORD15:54Chicago O'Hare Intl
29 Aug
ORD15:22Chicago O'Hare Intl
30h 08m
2 stops
SYD12:30Sydney Kingsford Smith
$1,767
Qantas Airways
10 Aug
SYD06:25Sydney Kingsford Smith
24h 29m
2 stops
ORD15:54Chicago O'Hare Intl
31 Aug
ORD17:16Chicago O'Hare Intl
32h 09m
2 stops
SYD16:25Sydney Kingsford Smith
$1,894
Qantas Airways
30 Sept
SYD12:00Sydney Kingsford Smith
22h 36m
1 stop
ORD19:36Chicago O'Hare Intl
11 Oct
ORD05:57Chicago O'Hare Intl
34h 08m
1 stop
SYD08:05Sydney Kingsford Smith
$1,925

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 28 July 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

Mon 17/8

09:20-10:16

2 stops39h 56m

Chicago O'Hare Intl

Mon 31/8

08:50-07:20

2 stops31h 30m

$1,286

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 17/8

09:20-10:16

2 stops39h 56m

Chicago O'Hare Intl

Mon 31/8

15:40-07:20

1 stop24h 40m

$1,286

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 25/8

13:15-06:17

2 stops32h 02m

Chicago O'Hare Intl

Tue 1/9

09:20-22:25

3 stops46h 05m

$1,299

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 6/9

13:15-05:59

2 stops31h 44m

Chicago O'Hare Intl

Sun 13/9

06:05-11:50

3 stops38h 45m

$1,409

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 25/8

11:55-00:59

2 stops28h 04m

Chicago O'Hare Intl

Tue 1/9

16:25-08:45

2 stops25h 20m

$1,574

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 9/9

11:55-00:59

2 stops28h 04m

Chicago O'Hare Intl

Sat 19/9

13:00-08:45

2 stops28h 45m

$1,738

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 15/8

06:25-15:54

2 stops24h 29m

Chicago O'Hare Intl

Sun 30/8

21:06-12:30

2 stops48h 24m

$1,767

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 14/8

16:30-15:54

2 stops38h 24m

Chicago O'Hare Intl

Sat 29/8

15:22-12:30

2 stops30h 08m

$1,767

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 13/8

10:20-14:50

1 stop19h 30m

Chicago O'Hare Intl

Tue 1/9

14:35-06:55

1 stop25h 20m

$2,373
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 13/8

09:30-14:36

1 stop20h 06m

Chicago O'Hare Intl

Sun 30/8

16:20-06:55

1 stop23h 35m

$2,373

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $1,412 to $2,334.
The lowest price recently found on this route was $1,286.

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 $1,339. 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 $1,501.

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 $1,959 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 $1,468 on momondo.

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

You could potentially save up to 17% 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 July 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 23% more expensive 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

23h 18m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 23h 18m
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 23h 18m, 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 $1,083Free cancellationRating
7.1
11,399 reviews
Search Air Canada flights
Qantas AirwaysPriceFrom $1,261Free cancellationRating
7.5
1,068 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,262Free cancellationRating
7.1
11,846 reviews
Search American Airlines flights
Air New ZealandPriceFrom $1,352Free cancellationRating
8.0
655 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,413Free cancellationRating
7.4
10,046 reviews
Search United Airlines flights

Travelling to a place near Chicago?

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

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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