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Cheap flights from Sydney to Chicago from $688

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 25/7. 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.
Multiple Airlines Logo
13:15 - 05:50
SYD
-
ORD
31h 35m
2 stops
Multiple Airlines Logo
08:30 - 11:50
ORD
-
SYD
36h 20m
3 stops
$1,498Multiple Airlines
Mon, 4 May - Fri, 8 May
Multiple Airlines Logo
13:15 - 23:13
SYD
-
ORD
48h 58m
3 stops
Multiple Airlines Logo
08:30 - 22:10
ORD
-
SYD
46h 40m
3 stops
$1,502Multiple Airlines
Mon, 4 May - Fri, 8 May
Multiple Airlines Logo
06:00 - 06:04
SYD
-
ORD
39h 04m
2 stops
Multiple Airlines Logo
09:33 - 11:50
ORD
-
SYD
35h 17m
3 stops
$1,529Multiple Airlines
Fri, 5 Jun - Wed, 12 Aug
Multiple Airlines Logo
13:15 - 20:43
SYD
-
ORD
46h 28m
3 stops
Multiple Airlines Logo
07:12 - 22:10
ORD
-
SYD
47h 58m
3 stops
$1,530Multiple Airlines
Mon, 8 Jun - Wed, 10 Jun
Multiple Airlines Logo
06:00 - 05:50
SYD
-
ORD
38h 50m
2 stops
Multiple Airlines Logo
08:30 - 22:10
ORD
-
SYD
46h 40m
3 stops
$1,536Multiple Airlines
Mon, 4 May - Fri, 8 May
Multiple Airlines Logo
13:15 - 23:13
SYD
-
ORD
48h 58m
3 stops
Multiple Airlines Logo
07:12 - 11:50
ORD
-
SYD
37h 38m
3 stops
$1,540Multiple Airlines
Thu, 4 Jun - Thu, 11 Jun
Multiple Airlines Logo
13:15 - 06:04
SYD
-
ORD
31h 49m
2 stops
Multiple Airlines Logo
07:12 - 12:05
ORD
-
SYD
37h 53m
3 stops
$1,552Multiple Airlines
Mon, 8 Jun - Wed, 10 Jun
Multiple Airlines Logo
06:00 - 05:50
SYD
-
ORD
38h 50m
2 stops
Multiple Airlines Logo
06:55 - 11:50
ORD
-
SYD
37h 55m
3 stops
$1,569Multiple Airlines
Mon, 4 May - Sat, 9 May
Multiple Airlines Logo
13:15 - 06:04
SYD
-
ORD
31h 49m
2 stops
Multiple Airlines Logo
07:12 - 11:50
ORD
-
SYD
37h 38m
3 stops
$1,622Multiple Airlines
Thu, 4 Jun - Thu, 11 Jun
Multiple Airlines Logo
13:15 - 06:04
SYD
-
ORD
31h 49m
2 stops
Multiple Airlines Logo
07:12 - 11:50
ORD
-
SYD
37h 38m
3 stops
$1,624Multiple Airlines
Thu, 4 Jun - Thu, 11 Jun

ANA flights from Sydney to Chicago O'Hare Intl Airport

Our best ANA deals on Sydney to Chicago O'Hare Intl Airport flight tickets
ANA
2 Sept
SYD11:45Sydney Kingsford Smith
32h 00m
2 stops
ORD04:45Chicago O'Hare Intl
11 Sept
ORD17:45Chicago O'Hare Intl
24h 40m
1 stop
SYD09:25Sydney Kingsford Smith
$1,679
ANA
4 Sept
SYD11:45Sydney Kingsford Smith
32h 00m
2 stops
ORD04:45Chicago O'Hare Intl
12 Sept
ORD17:45Chicago O'Hare Intl
34h 25m
1 stop
SYD19:10Sydney Kingsford Smith
$1,779
ANA
15 Oct
SYD21:45Sydney Kingsford Smith
26h 55m
1 stop
ORD08:40Chicago O'Hare Intl
5 Nov
ORD20:00Chicago O'Hare Intl
31h 15m
2 stops
SYD20:15Sydney Kingsford Smith
$1,809

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 21 April 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
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/5

13:15-05:50

2 stops31h 35m

Chicago O'Hare Intl

Fri 8/5

08:30-11:50

3 stops36h 20m

$1,498

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/5

13:15-23:13

3 stops48h 58m

Chicago O'Hare Intl

Fri 8/5

08:30-22:10

3 stops46h 40m

$1,502

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 5/6

06:00-06:04

2 stops39h 04m

Chicago O'Hare Intl

Wed 12/8

09:33-11:50

3 stops35h 17m

$1,529

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 8/6

13:15-20:43

3 stops46h 28m

Chicago O'Hare Intl

Wed 10/6

07:12-22:10

3 stops47h 58m

$1,530

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/5

06:00-05:50

2 stops38h 50m

Chicago O'Hare Intl

Fri 8/5

08:30-22:10

3 stops46h 40m

$1,536

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/6

13:15-23:13

3 stops48h 58m

Chicago O'Hare Intl

Thu 11/6

07:12-11:50

3 stops37h 38m

$1,540

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 8/6

13:15-06:04

2 stops31h 49m

Chicago O'Hare Intl

Wed 10/6

07:12-12:05

3 stops37h 53m

$1,552

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 4/5

06:00-05:50

2 stops38h 50m

Chicago O'Hare Intl

Sat 9/5

06:55-11:50

3 stops37h 55m

$1,569

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/6

13:15-06:04

2 stops31h 49m

Chicago O'Hare Intl

Thu 11/6

07:12-11:50

3 stops37h 38m

$1,622

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/6

13:15-06:04

2 stops31h 49m

Chicago O'Hare Intl

Thu 11/6

07:12-11:50

3 stops37h 38m

$1,624

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 September is, on average, the cheapest month to fly to Chicago O'Hare Intl Airport from Sydney, with most prices found around $1,308. 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 $1,439.

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 $1,859 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 $1,378 on momondo.

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

You could potentially save up to 52% 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 April 2026, prices for Sydney to Chicago O'Hare Intl Airport flights are approximately 94% 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

21h 39m

Direct flights

None
The fastest flight from Sydney to Chicago O'Hare Intl Airport takes 21h 39m
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 21h 39m, 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 $1,057Free cancellationRating
7.1
10,949 reviews
Search Air Canada flights
American AirlinesPriceFrom $1,089Free cancellationRating
7.1
11,647 reviews
Search American Airlines flights
Qantas AirwaysPriceFrom $1,232Free cancellationRating
7.5
1,024 reviews
Search Qantas Airways flights
Air New ZealandPriceFrom $1,321Free cancellationRating
8.0
632 reviews
Search Air New Zealand flights
United AirlinesPriceFrom $1,380Free cancellationRating
7.4
9,613 reviews
Search United Airlines flights
ANAPriceFrom $1,467Free cancellationRating
8.4
1,185 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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