What’s the fastest stopover option from Sydney to Chicago O'Hare Intl Airport?

Flights via San Francisco (SFO) have the shortest average one-way travel time for one-stop routes: 20h 00m.

What’s the cheapest stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?

Dallas (DFW) is the most affordable one-stop option, with an average return flight price of $1,518.

Which airport typically offers the quickest stopover for flights from Sydney to Chicago O'Hare Intl Airport?

Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 1h 55m.

What’s the top stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?

Los Angeles (LAX) – chosen by Cheapflights users on 62% of one-stop itineraries from Sydney to Chicago O'Hare Intl Airport on Cheapflights.

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 31h 10m. Fly via Cathay Pacific or British Airways to get the fastest option. Airlines will cover a distance of 14851 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

Air Canada, at $1,050, was found to be the cheapest airline from Sydney to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include American Airlines and Qantas Airways. These flights start at 45% lower than the current average price 3 months from now.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

What are the most popular airlines that fly from Sydney to Chicago O'Hare Intl Airport?

When booking a flight from Sydney to Chicago O'Hare Intl Airport, you may want to consider flying on Qantas Airways, Air Canada or Air New Zealand as they are the most popular for this route.

What is the cheapest time of day to fly from SYD to ORD?

When flying from Sydney to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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. 5 airlines have flights to Chicago O'Hare Intl from Sydney Kingsford Smith on a regular basis.

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.

$549+ Cheap Flights from Sydney to Chicago O'Hare Intl Airport

Cheap flight deals from Sydney to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest

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One-way

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 8 September 2026.

Mon 19/1014:15 -

3 stops31h 01m

Mon 26/1006:30 -

3 stops38h 05m

Deal found 4/9$1,403

Thu 5/1114:00 -

3 stops32h 13m

Mon 9/1106:30 -

3 stops37h 05m

Deal found 7/9$1,440

Fri 4/1221:25 -

1 stop25h 34m

Sat 5/1221:00 -

1 stop40h 25m

Deal found 3/9$1,458

Sat 3/1009:10 -

2 stops30h 13m

Fri 16/1020:01 -

1 stop44h 04m

Deal found 4/9$1,689

Wed 21/1018:50 -

1 stop27h 44m

Wed 28/1009:00 -

2 stops29h 25m

Deal found 6/9$1,696

Thu 17/909:10 -

2 stops25h 25m

Wed 30/906:20 -

2 stops34h 10m

Deal found 7/9$1,737

Wed 4/1111:50 -

2 stops26h 55m

Mon 9/1109:21 -

2 stops30h 14m

Deal found 8/9$1,756

Thu 29/1022:20 -

1 stop31h 10m

Wed 11/1114:10 -

1 stop26h 25m

Deal found 4/9$1,763

Thu 22/1022:20 -

1 stop31h 35m

Mon 26/1015:10 -

1 stop26h 25m

Deal found 3/9$1,764

Thu 5/1122:20 -

1 stop31h 10m

Tue 10/1114:10 -

1 stop26h 25m

Deal found 7/9$1,770

Wed 4/1122:20 -

1 stop31h 10m

Mon 9/1114:10 -

1 stop37h 40m

Deal found 3/9$1,773

Find flight deals from Sydney to O'Hare Intl

Round-trip from	$1,403
One-way from	$549
Popular in	January
Cheapest in	September
Average price	$1,299

19/10-26/10
6 total stops
69h 06m total
Sydney to Chicago

Search Deals

20/10-31/12
2 total stops
32h 19m total
Sydney to Chicago

Search Deals

Highest demand for flights based on searches. 24% potential increase in price ($879 potential increase over avg. return price).

Search Deals

Cheapest flight prices on average. 11% potential price decrease ($273 potential savings vs. average return price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Cheapflights Fare Finder

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 Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 7/11

21:30-07:55

1 stop51h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,023

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 24/11

15:15-12:30

1 stop38h 15m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,163

Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 24/11

19:45-12:30

2 stops33h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,227

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 7/11

18:30-12:30

2 stops35h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,257

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 8/10

07:00-13:55

2 stops46h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,288

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 9/10

07:00-13:55

2 stops46h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,318

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 26/9

06:25-13:55

2 stops46h 30m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,425

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 5/11

22:20-12:30

1 stop31h 10m

Chicago O'Hare Intl

Mon 9/11

14:10-20:50

1 stop37h 40m

$1,865

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 4/11

19:45-12:30

2 stops33h 45m

Chicago O'Hare Intl

Mon 9/11

14:10-09:35

1 stop26h 25m

$1,911

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Mon 5/10

10:10-05:40

1 stop35h 30m

Chicago O'Hare Intl

Sun 18/10

13:26-06:25

1 stop24h 59m

$1,972

Flights are sorted by cheapest return flights first.

Deals found on 3/9

Showing 1-10 of 17 resultsSorted by cheapest first

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.

SYD-ORD

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

Prices

The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 55 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 $1,299). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $4,090). 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?

Airfare is typical for this route at the moment.

Sydney to Chicago O'Hare Intl Airport flights typically cost between $1,224 and $1,832 in October.
The cheapest return price found within the last 5 days was $1,403 on Multiple Airlines (19 Oct–26 Oct).

Reviews of airlines servicing O'Hare Intl

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

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Air New Zealand

8.0

Very Good

668 reviews

Air New Zealand

8.0

Very Good

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Qantas Airways

7.5

Good

1,090 reviews

Air New Zealand

8.0

Very Good

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

United Airlines

7.4

Good

10,183 reviews

Air New Zealand

8.0

Very Good

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

American Airlines

7.1

Good

12,040 reviews

Air New Zealand

8.0

Very Good

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Air Canada

7.1

Good

11,600 reviews

Air New Zealand

8.0

Very Good

668 reviews

Check prices

Reviews

1 / 20

6.0

Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Related info for your journey

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. 5 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 31h 10m. Fly via Cathay Pacific or British Airways to get the fastest option. Airlines will cover a distance of 14851 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.
What are the cheapest airlines flying from Sydney to Chicago O'Hare Intl Airport round-trip?
Air Canada, at $1,050, was found to be the cheapest airline from Sydney to Chicago O'Hare Intl Airport.Alternate airlines to your destination round-trip include American Airlines and Qantas Airways. These flights start at 45% 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 $1,299). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $4,090). 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

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Sydney to Midway flights

Top 5 airlines flying from Sydney to O'Hare Intl

Airline	Cheapest	Average	Flexibility	On-time
Air Canada	Cheapest$1,050	Average$1,533	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
American Airlines	Cheapest$1,224	Average$1,683	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
Qantas Airways	Cheapest$1,227	Average$1,725	FlexibilityNo cancel fee	On-time74%	Search Qantas Airways flights
Air New Zealand	Cheapest$1,311	Average$1,544	FlexibilityNo cancel fee	On-time78%	Search Air New Zealand flights
United Airlines	Cheapest$1,370	Average$1,832	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights

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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?

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Cheap flights from Sydney to Chicago O'Hare Intl Airport from $549

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Sydney to O'Hare Intl

Cheapest flights from Sydney to O'Hare IntlExplore 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 8 September 2026.

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 8 September 2026.

Best flights from Sydney to O'Hare IntlDiscover carefully curated flight deals from Sydney to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 8 September 2026.

Discover carefully curated flight deals from Sydney to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 8 September 2026.

Last-minute flights from Sydney to O'Hare IntlDiscover last-minute flight deals from Sydney to O'Hare Intl. Data last updated 8 September 2026 and is based on user searches.

Discover last-minute flight deals from Sydney to O'Hare Intl. Data last updated 8 September 2026 and is based on user searches.

One-way flights from Sydney to O'Hare IntlSearch for one-way flight options from Sydney to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 8 September 2026.

Search for one-way flight options from Sydney to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 8 September 2026.

Find flight deals from Sydney to O'Hare Intl

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Use the filters below to find and compare flights from Sydney to Chicago O'Hare Intl Airport that are best for you.

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.

Cheapflights Insights

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

The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 55 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?

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

Airfare is typical for this route at the moment.

Sydney to Chicago O'Hare Intl Airport flights typically cost between $1,224 and $1,832 in October.The cheapest return price found within the last 5 days was $1,403 on Multiple Airlines (19 Oct–26 Oct).

What’s the top stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?

Los Angeles (LAX) – chosen by Cheapflights users on 62% of one-stop itineraries from Sydney to Chicago O'Hare Intl Airport on Cheapflights.

What’s the cheapest stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?

Dallas (DFW) is the most affordable one-stop option, with an average return flight price of $1,518.

What’s the fastest stopover option from Sydney to Chicago O'Hare Intl Airport?

Flights via San Francisco (SFO) have the shortest average one-way travel time for one-stop routes: 20h 00m.

Which airport typically offers the quickest stopover for flights from Sydney to Chicago O'Hare Intl Airport?

Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 1h 55m.

Reviews of airlines servicing O'Hare Intl

Related info for your journey

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

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

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

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

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

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

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

Travelling to a place near Chicago O'Hare Intl Airport?

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Alternative routes for Sydney to O'Hare Intl

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Complete your trip

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Direct flights to United States

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Search flights from Sydney to O'Hare Intl by cabin class

Find flights from Sydney to O'Hare Intl, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to O'Hare Intl

Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 8 September 2026.

Sydney and O'Hare Intl flights

Browse other Sydney and O'Hare Intl flight options. Last updated on 8 September 2026.

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Browse through other flights departing from Sydney. Flights are based on user searches made on Cheapflights and were last updated on 8 September 2026.

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Top 5 airlines flying from Sydney to O'Hare Intl

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

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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 8 September 2026.

Best flights from Sydney to O'Hare Intl
Discover carefully curated flight deals from Sydney to O'Hare Intl that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 8 September 2026.

Last-minute flights from Sydney to O'Hare Intl
Discover last-minute flight deals from Sydney to O'Hare Intl. Data last updated 8 September 2026 and is based on user searches.

One-way flights from Sydney to O'Hare Intl
Search for one-way flight options from Sydney to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 8 September 2026.

Sydney to Chicago O'Hare Intl Airport flights typically cost between $1,224 and $1,832 in October.
The cheapest return price found within the last 5 days was $1,403 on Multiple Airlines (19 Oct–26 Oct).