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Cheap flights from Sydney to Chicago from $976

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 15/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

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Air Canada Logo
09:20 - 16:36
SYD
-
ORD
46h 16m2 stops
Air Canada Logo
10:53 - 07:20
ORD
-
SYD
29h 27m2 stops
$1,449Air Canada
Sun, 26 Apr - Wed, 29 Apr
Air Canada Logo
11:20 - 20:10
SYD
-
ORD
25h 50m2 stops
Air Canada Logo
07:15 - 09:35
ORD
-
SYD
33h 20m2 stops
$1,552Air Canada
Thu, 22 Jan - Wed, 4 Feb
Air Canada Logo
11:20 - 11:06
SYD
-
ORD
40h 46m2 stops
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
$1,553Air Canada
Thu, 22 Jan - Wed, 4 Feb
Air Canada Logo
06:00 - 14:43
SYD
-
ORD
23h 43m2 stops
Air Canada Logo
15:40 - 07:20
ORD
-
SYD
24h 40m1 stop
$1,577Air Canada
Sun, 26 Apr - Wed, 29 Apr
Air Canada Logo
11:20 - 14:41
SYD
-
ORD
20h 21m1 stop
Air Canada Logo
15:35 - 09:35
ORD
-
SYD
25h 00m1 stop
$1,602Air Canada
Thu, 22 Jan - Wed, 4 Feb
Air Canada Logo
09:00 - 14:41
SYD
-
ORD
22h 41m2 stops
Air Canada Logo
20:40 - 09:35
ORD
-
SYD
43h 55m2 stops
$1,635Air Canada
Mon, 26 Jan - Sun, 8 Feb
Air Canada Logo
11:20 - 08:05
SYD
-
ORD
37h 45m3 stops
Air Canada Logo
08:45 - 09:35
ORD
-
SYD
31h 50m2 stops
$1,647Air Canada
Thu, 22 Jan - Wed, 4 Feb
Air Canada Logo
11:20 - 08:00
SYD
-
ORD
37h 40m2 stops
Air Canada Logo
21:21 - 08:35
ORD
-
SYD
43h 14m2 stops
$1,651Air Canada
Wed, 4 Mar - Sun, 8 Mar
Air New Zealand Logo
11:45 - 18:52
SYD
-
ORD
24h 07m2 stops
Air New Zealand Logo
12:55 - 08:45
ORD
-
SYD
26h 50m2 stops
$1,672Air New Zealand
Tue, 3 Feb - Fri, 20 Feb
Air New Zealand Logo
11:45 - 22:59
SYD
-
ORD
28h 14m2 stops
Air New Zealand Logo
12:55 - 08:45
ORD
-
SYD
26h 50m2 stops
$1,683Air New Zealand
Sun, 1 Feb - Sat, 21 Feb

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
3 Feb
SYD11:45Sydney Kingsford Smith
24h 07m
2 stops
ORD18:52Chicago O'Hare Intl
20 Feb
ORD12:55Chicago O'Hare Intl
26h 50m
2 stops
SYD08:45Sydney Kingsford Smith
$1,672
Find similar
Air New Zealand
1 Feb
SYD11:45Sydney Kingsford Smith
28h 14m
2 stops
ORD22:59Chicago O'Hare Intl
21 Feb
ORD12:55Chicago O'Hare Intl
26h 50m
2 stops
SYD08:45Sydney Kingsford Smith
$1,683
Find similar
Air New Zealand
16 May
SYD11:55Sydney Kingsford Smith
24h 16m
2 stops
ORD21:11Chicago O'Hare Intl
6 June
ORD16:40Chicago O'Hare Intl
25h 05m
2 stops
SYD08:45Sydney Kingsford Smith
$1,748
Find similar

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
26 Apr
SYD09:20Sydney Kingsford Smith
46h 16m
2 stops
ORD16:36Chicago O'Hare Intl
29 Apr
ORD10:53Chicago O'Hare Intl
29h 27m
2 stops
SYD07:20Sydney Kingsford Smith
$1,449
Find similar
Air Canada
22 Jan
SYD11:20Sydney Kingsford Smith
25h 50m
2 stops
ORD20:10Chicago O'Hare Intl
4 Feb
ORD07:15Chicago O'Hare Intl
33h 20m
2 stops
SYD09:35Sydney Kingsford Smith
$1,552
Find similar
Air Canada
22 Jan
SYD11:20Sydney Kingsford Smith
40h 46m
2 stops
ORD11:06Chicago O'Hare Intl
4 Feb
ORD15:35Chicago O'Hare Intl
25h 00m
1 stop
SYD09:35Sydney Kingsford Smith
$1,553
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 6 December 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

Sun 26/4

09:20-16:36

2 stops46h 16m

Chicago O'Hare Intl

Wed 29/4

10:53-07:20

2 stops29h 27m

$1,449

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 22/1

11:20-20:10

2 stops25h 50m

Chicago O'Hare Intl

Wed 4/2

07:15-09:35

2 stops33h 20m

$1,552

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 22/1

11:20-11:06

2 stops40h 46m

Chicago O'Hare Intl

Wed 4/2

15:35-09:35

1 stop25h 00m

$1,553

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 26/4

06:00-14:43

2 stops23h 43m

Chicago O'Hare Intl

Wed 29/4

15:40-07:20

1 stop24h 40m

$1,577

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 22/1

11:20-14:41

1 stop20h 21m

Chicago O'Hare Intl

Wed 4/2

15:35-09:35

1 stop25h 00m

$1,602

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 26/1

09:00-14:41

2 stops22h 41m

Chicago O'Hare Intl

Sun 8/2

20:40-09:35

2 stops43h 55m

$1,635

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 22/1

11:20-08:05

3 stops37h 45m

Chicago O'Hare Intl

Wed 4/2

08:45-09:35

2 stops31h 50m

$1,647

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 4/3

11:20-08:00

2 stops37h 40m

Chicago O'Hare Intl

Sun 8/3

21:21-08:35

2 stops43h 14m

$1,651

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 3/2

11:45-18:52

2 stops24h 07m

Chicago O'Hare Intl

Fri 20/2

12:55-08:45

2 stops26h 50m

$1,672

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 1/2

11:45-22:59

2 stops28h 14m

Chicago O'Hare Intl

Sat 21/2

12:55-08:45

2 stops26h 50m

$1,683

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 February is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from Sydney, with most prices found around $1,095. 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 $1,122.

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 $1,830. The most expensive day to fly to Chicago O'Hare Intl Airport is Sunday, with ticket prices averaging around $2,228.

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 $1,739. In contrast, the most expensive time of day to depart to Chicago O'Hare Intl Airport is in the morning when prices are around $1,972.

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 $1,475 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 $1,170 on momondo.

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

You could potentially save up to 66% 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 December 2025, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 47% 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 38m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 19h 38m
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 38m, 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 $991Free cancellationRating
7.5
948 reviews
Search Qantas Airways flights
American AirlinesPriceFrom $1,176Free cancellationRating
7.2
11,043 reviews
Search American Airlines flights
Air CanadaPriceFrom $1,178Free cancellationRating
7.1
10,506 reviews
Search Air Canada flights
Air New ZealandPriceFrom $1,427Free cancellationRating
8.0
549 reviews
Search Air New Zealand flights
ANAPriceFrom $1,584Free cancellationRating
8.4
1,017 reviews
Search ANA flights
United AirlinesPriceFrom $1,608Free cancellationRating
7.4
9,066 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

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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