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Cheap flights from Sydney to Chicago from $638

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 15/10. 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

Air Canada Logo
11:20 - 15:10SYD-ORD
44h 50m2 stops
Air Canada Logo
15:40 - 09:35ORD-SYD
24h 55m1 stop
$1,303Air Canada
Find Deal
Sat, 8 Nov - Sat, 22 Nov
Air Canada Logo
10:20 - 15:00SYD-ORD
20h 40m1 stop
Air Canada Logo
08:00 - 06:55ORD-SYD
29h 55m2 stops
$1,307Air Canada
Find Deal
Mon, 6 Oct - Thu, 25 Dec
Qantas Airways Logo
09:10 - 15:51SYD-ORD
21h 41m1 stop
Qantas Airways Logo
18:03 - 09:00ORD-SYD
21h 57m1 stop
$1,421Qantas Airways
Find Deal
Tue, 30 Sep - Wed, 12 Nov
United Airlines Logo
12:10 - 19:01SYD-ORD
23h 51m2 stops
United Airlines Logo
12:45 - 09:15ORD-SYD
27h 30m1 stop
$1,439United Airlines
Find Deal
Sat, 15 Nov - Sun, 16 Nov
American Airlines Logo
09:10 - 17:18SYD-ORD
23h 08m2 stops
American Airlines Logo
15:00 - 09:00ORD-SYD
25h 00m1 stop
$1,481American Airlines
Find Deal
Tue, 30 Sep - Wed, 12 Nov
Air New Zealand Logo
09:55 - 23:12SYD-ORD
29h 17m2 stops
Air New Zealand Logo
15:40 - 10:30ORD-SYD
26h 50m2 stops
$1,498Air New Zealand
Find Deal
Wed, 8 Oct - Wed, 29 Oct
American Airlines Logo
09:10 - 21:22SYD-ORD
27h 12m1 stop
American Airlines Logo
12:15 - 06:10ORD-SYD
24h 55m1 stop
$1,580American Airlines
Find Deal
Sat, 4 Oct - Tue, 23 Dec
United Airlines Logo
09:30 - 17:05SYD-ORD
22h 35m2 stops
United Airlines Logo
14:17 - 07:00ORD-SYD
23h 43m1 stop
$1,582United Airlines
Find Deal
Sat, 4 Oct - Tue, 23 Dec
Qantas Airways Logo
17:45 - 23:59SYD-ORD
23h 14m1 stop
Qantas Airways Logo
12:25 - 06:10ORD-SYD
24h 45m1 stop
$1,586Qantas Airways
Find Deal
Wed, 26 Nov - Tue, 27 Jan
Air New Zealand Logo
11:45 - 20:25SYD-ORD
24h 40m2 stops
Air New Zealand Logo
14:30 - 10:30ORD-SYD
27h 00m2 stops
$1,595Air New Zealand
Find Deal
Sat, 1 Nov - Sat, 15 Nov

Air Canada flights from Sydney to Chicago O'Hare Intl Airport

Our best Air Canada deals on Sydney to Chicago O'Hare Intl Airport flight tickets
Air Canada
8 Nov
SYD11:20Sydney Kingsford Smith
44h 50m
2 stops
ORD15:10Chicago O'Hare Intl
22 Nov
ORD15:40Chicago O'Hare Intl
24h 55m
1 stop
SYD09:35Sydney Kingsford Smith
$1,303
Find similar
Air Canada
6 Oct
SYD10:20Sydney Kingsford Smith
20h 40m
1 stop
ORD15:00Chicago O'Hare Intl
25 Dec
ORD08:00Chicago O'Hare Intl
29h 55m
2 stops
SYD06:55Sydney Kingsford Smith
$1,307
Find similar
Air Canada
8 Nov
SYD11:20Sydney Kingsford Smith
25h 10m
2 stops
ORD19:30Chicago O'Hare Intl
22 Nov
ORD08:00Chicago O'Hare Intl
32h 35m
2 stops
SYD09:35Sydney Kingsford Smith
$1,316
Find similar

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
8 Oct
SYD09:55Sydney Kingsford Smith
29h 17m
2 stops
ORD23:12Chicago O'Hare Intl
29 Oct
ORD15:40Chicago O'Hare Intl
26h 50m
2 stops
SYD10:30Sydney Kingsford Smith
$1,498
Find similar
Air New Zealand
1 Nov
SYD11:45Sydney Kingsford Smith
24h 40m
2 stops
ORD20:25Chicago O'Hare Intl
15 Nov
ORD14:30Chicago O'Hare Intl
27h 00m
2 stops
SYD10:30Sydney Kingsford Smith
$1,595
Find similar
Air New Zealand
30 Sept
SYD07:45Sydney Kingsford Smith
26h 55m
2 stops
ORD19:40Chicago O'Hare Intl
12 Nov
ORD14:35Chicago O'Hare Intl
25h 10m
2 stops
SYD08:45Sydney Kingsford Smith
$1,607
Find similar

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 16 September 2025.
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

Sat 8/11

11:20-15:10

2 stops44h 50m

Chicago O'Hare Intl

Sat 22/11

15:40-09:35

1 stop24h 55m

$1,303

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 6/10

10:20-15:00

1 stop20h 40m

Chicago O'Hare Intl

Thu 25/12

08:00-06:55

2 stops29h 55m

$1,307

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/9

09:10-15:51

1 stop21h 41m

Chicago O'Hare Intl

Wed 12/11

18:03-09:00

1 stop21h 57m

$1,421

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 15/11

12:10-19:01

2 stops23h 51m

Chicago O'Hare Intl

Sun 16/11

12:45-09:15

1 stop27h 30m

$1,439

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/9

09:10-17:18

2 stops23h 08m

Chicago O'Hare Intl

Wed 12/11

15:00-09:00

1 stop25h 00m

$1,481

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 8/10

09:55-23:12

2 stops29h 17m

Chicago O'Hare Intl

Wed 29/10

15:40-10:30

2 stops26h 50m

$1,498

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 4/10

09:10-21:22

1 stop27h 12m

Chicago O'Hare Intl

Tue 23/12

12:15-06:10

1 stop24h 55m

$1,580

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 4/10

09:30-17:05

2 stops22h 35m

Chicago O'Hare Intl

Tue 23/12

14:17-07:00

1 stop23h 43m

$1,582

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 26/11

17:45-23:59

1 stop23h 14m

Chicago O'Hare Intl

Tue 27/1

12:25-06:10

1 stop24h 45m

$1,586

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 1/11

11:45-20:25

2 stops24h 40m

Chicago O'Hare Intl

Sat 15/11

14:30-10:30

2 stops27h 00m

$1,595

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 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 $1,078. 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 $1,121.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart from Sydney to Chicago O'Hare Intl Airport is on a Monday. Travellers who choose to depart for Chicago O'Hare Intl Airport on a Monday will often find tickets for as low as $1,821. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,217.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Our data shows that the cheapest Sydney to Chicago O'Hare Intl Airport flights are usually those with departure times in the afternoon. Our users have found flights to Chicago O'Hare Intl Airport in the afternoon for as low as $1,731. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $1,963.

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 $1,477 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 $1,165 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 September 2025, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 58% 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

Direct flights

None
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 20h 21m, 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 $988Free cancellationRating
7.5
907 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,170Free cancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,173Free cancellationRating
7.1
10,000 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,529Free cancellationRating
8.0
505 reviews
Search Air New Zealand flights
ANAPriceFrom $1,577Free cancellationRating
8.4
963 reviews
Search ANA flights
United AirlinesPriceFrom $1,628Free cancellationRating
7.4
8,924 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
Naperville

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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