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Cheap flights from Sydney to Chicago O'Hare Intl Airport from $544

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/5. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
12 Mar — 19 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Sydney to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Sydney to O'Hare Intl
Explore the most affordable flight options available from Sydney to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 February 2026.

Mon 2/311:20
SYD
-
ORD
1 stop20h 21m
Air Canada
Mon 16/315:35
ORD
-
SYD
1 stop25h 00m
Air Canada
Deal found 8/2$1,091
Thu 5/311:20
SYD
-
ORD
1 stop20h 21m
Air Canada
Wed 18/315:35
ORD
-
SYD
1 stop25h 00m
Air Canada
Deal found 9/2$1,130
Wed 7/1010:20
SYD
-
ORD
1 stop25h 33m
Air Canada
Tue 13/1008:45
ORD
-
SYD
2 stops31h 35m
Air Canada
Deal found 9/2$1,135
Thu 19/310:25
SYD
-
ORD
2 stops37h 35m
Air Canada
Tue 21/408:42
ORD
-
SYD
2 stops31h 38m
Air Canada
Deal found 7/2$1,138
Tue 10/310:20
SYD
-
ORD
2 stops37h 40m
Air Canada
Tue 17/312:50
ORD
-
SYD
2 stops27h 45m
Air Canada
Deal found 7/2$1,149
Tue 6/1010:20
SYD
-
ORD
2 stops25h 52m
Air Canada
Mon 12/1008:45
ORD
-
SYD
3 stops31h 35m
Air Canada
Deal found 7/2$1,152

Find flight deals from Sydney to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Sydney (SYD) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 10 February 2026.

Round-trip from

$1,091

One-way from

$544

Popular in

January

Cheapest in

March

Average price

$1,516
Air Canada
  • Air Canada
  • 2/3-16/3
  • 2 total stops
  • 45h 21m total
  • Sydney to Chicago
Search Deals
19/5
  • 19/5
  • 2 total stops
  • 31h 35m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 33% potential increase in price ($1,207 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 15% potential price decrease ($322 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Sydney to O'Hare Intl 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, Cheapflights users made 647,157 searches. Data last updated 10 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

Sydney

Fly to

O'Hare Intl

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 19/3

10:25-08:00

2 stops37h 35m

Chicago O'Hare Intl

Tue 21/4

08:50-07:20

1 stop31h 30m

$1,135

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 5/3

11:20-22:04

2 stops27h 44m

Chicago O'Hare Intl

Wed 18/3

15:35-08:35

1 stop25h 00m

$1,135

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 12/3

10:25-14:41

1 stop20h 16m

Chicago O'Hare Intl

Thu 19/3

07:15-08:35

2 stops33h 20m

$1,142

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 17/6

09:20-14:45

1 stop20h 25m

Chicago O'Hare Intl

Wed 24/6

15:40-07:20

1 stop24h 40m

$1,171

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 26/2

11:20-09:13

2 stops38h 53m

Chicago O'Hare Intl

Fri 13/3

15:35-08:40

2 stops49h 05m

$1,264

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 19/5

13:15-05:50

2 stops31h 35m

$544

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 25/4

13:15-05:50

2 stops31h 35m

$571

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 26/4

13:15-05:50

2 stops31h 35m

$587

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 28/4

13:15-05:31

3 stops31h 16m

$622

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 16/3

14:00-11:17

3 stops37h 17m

$663

Flights are sorted by cheapest return flights first.

Deals found on 9/2

Showing 1-10 of 13 results
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Best time to book a flight from Sydney to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Sydney with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sydney to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Sydney to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a return flight from Sydney to O'Hare Intl. Price data was last updated on 6 February 2026.

The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Sydney to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $879). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $1,864). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Sydney to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated 10 February 2026.
Check out reviews from past customers who have flown with Air New Zealand, Qantas Airways, andUnited Airlines from Sydney to Chicago O'Hare Intl Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air New Zealand
8.0
Very Good
582 reviews
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Qantas Airways
7.5
Good
988 reviews
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
United Airlines
7.4
Good
9,267 reviews
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
American Airlines
7.2
Good
11,259 reviews
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air Canada
7.1
Good
10,701 reviews
Air New Zealand
8.0
Very Good
582 reviews
Check prices

Food

7.4

Crew

8.5

Comfort

8.0

Boarding

8.2

Entertainment

7.4

Overall

8.0

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane

Related info for your journey

Find useful and relevant information for your journey from Sydney to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Sydney to Chicago O'Hare Intl?

    For a flight from Sydney to Chicago O'Hare Intl, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago O'Hare Intl per day. 6 airlines have flights to Chicago O'Hare Intl from Sydney Kingsford Smith on a regular basis.

  • How long is the flight from Sydney to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Sydney to Chicago O'Hare Intl Airport in 37h 35m. Fly via Air Canada to get the fastest option. Airlines will cover a distance of 14851 km.

  • What are the cheapest airlines flying from Sydney to Chicago O'Hare Intl Airport round-trip?

    Qantas Airways, at $932, was found to be the cheapest airline from Sydney to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include Air Canada and American Airlines. These flights start at 44% lower than the current average price 3 months from now.

  • Can I find deals for flights from Sydney to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Sydney to O'Hare Intl flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Sydney to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to O'Hare Intl.

  • Can I find deals for business class flights from Sydney to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Sydney to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sydney to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Sydney to Chicago O'Hare Intl Airport (average of $879). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $1,864). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sydney to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Sydney to Midway flights

Top 6 airlines flying from Sydney to O'Hare Intl

Discover the top 6 airlines that operate flights from Sydney to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 10 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$932Average$1,077FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,074Average$1,539FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapest$1,105Average$1,152FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air New ZealandCheapest$1,341Average$1,499FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
United AirlinesCheapest$1,401Average$2,120FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,489Average$1,607FlexibilityNo cancel feeOn-time80%
Search ANA flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Sydney to O'Hare Intl?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to O'Hare Intl from Sydney today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Sydney to O'Hare Intl?

Millions of users choose and trust Cheapflights to book the best flight deals from Sydney to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Sydney to O'Hare Intl with no change fees?

Certainly. Search results for flights to O'Hare Intl from Sydney shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Sydney to O'Hare Intl become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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