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Cheap flights from Sydney to Chicago O'Hare Intl Airport from $746

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 30/9. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
24 May — 31 May1
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 24 April 2026.

Mon 4/513:15
SYD
-
ORD
3 stops48h 58m
Multiple Airlines
Fri 8/508:30
ORD
-
SYD
3 stops46h 40m
Multiple Airlines
Deal found 20/4$1,506
Wed 3/613:20
SYD
-
ORD
3 stops48h 53m
Multiple Airlines
Wed 10/607:12
ORD
-
SYD
3 stops47h 58m
Multiple Airlines
Deal found 21/4$1,517
Mon 4/506:00
SYD
-
ORD
2 stops38h 50m
Multiple Airlines
Sat 9/506:55
ORD
-
SYD
3 stops48h 15m
Multiple Airlines
Deal found 21/4$1,525
Fri 5/606:00
SYD
-
ORD
2 stops39h 04m
Multiple Airlines
Wed 12/809:33
ORD
-
SYD
3 stops35h 17m
Multiple Airlines
Deal found 20/4$1,532
Mon 8/613:15
SYD
-
ORD
3 stops46h 28m
Multiple Airlines
Wed 10/607:12
ORD
-
SYD
3 stops47h 58m
Multiple Airlines
Deal found 21/4$1,534
Thu 4/613:15
SYD
-
ORD
3 stops48h 58m
Multiple Airlines
Thu 11/607:12
ORD
-
SYD
3 stops37h 38m
Multiple Airlines
Deal found 19/4$1,543
Wed 28/1021:45
SYD
-
ORD
1 stop26h 35m
ANA
Wed 4/1120:00
ORD
-
SYD
2 stops31h 15m
ANA
Deal found 21/4$1,602
Tue 27/1012:25
SYD
-
ORD
2 stops32h 40m
ANA
Wed 4/1116:25
ORD
-
SYD
1 stop34h 50m
ANA
Deal found 21/4$1,609

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 24 April 2026.

Round-trip from

$1,506

One-way from

$746

Popular in

January

Cheapest in

September

Average price

$2,051
4/5-8/5
  • 4/5-8/5
  • 6 total stops
  • 95h 38m total
  • Sydney to Chicago
Search Deals
30/9
  • 30/9
  • 3 total stops
  • 47h 10m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($1,036 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($290 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 24 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

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 5/6

20:45-18:50

2 stops37h 05m

Chicago O'Hare Intl

Wed 12/8

20:05-18:50

2 stops31h 45m

$2,173

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 4/6

13:15-21:38

2 stops23h 23m

Chicago O'Hare Intl

Wed 12/8

19:00-11:50

2 stops25h 50m

$2,342

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 6/8

10:20-14:50

1 stop19h 30m

Chicago O'Hare Intl

Sat 29/8

21:30-06:55

1 stop42h 25m

$2,377

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 3/6

09:30-17:05

2 stops22h 35m

Chicago O'Hare Intl

Wed 10/6

16:12-07:00

2 stops23h 48m

$2,380

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 12/5

20:45-06:20

3 stops24h 35m

Chicago O'Hare Intl

Wed 27/5

17:44-18:50

2 stops34h 06m

$2,411

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 14/5

20:45-06:20

3 stops24h 35m

Chicago O'Hare Intl

Fri 29/5

19:49-18:50

2 stops32h 01m

$2,421
Fastest return journey

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 18/6

09:10-15:49

1 stop21h 39m

Chicago O'Hare Intl

Tue 7/7

19:01-07:05

1 stop21h 04m

$2,445

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 22/6

09:15-21:57

2 stops27h 42m

Chicago O'Hare Intl

Sun 19/7

07:45-06:50

2 stops32h 05m

$2,450
Cheapest one-way

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 30/9

20:50-05:00

3 stops47h 10m

$746

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 27/5

13:15-06:34

2 stops32h 19m

$1,023

Flights are sorted by cheapest return flights first.

Deals found on 20/4

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

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?

The best time to book flights from Sydney to Chicago O'Hare Intl Airport is 42 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 $1,311). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $4,129). 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 24 April 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
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air New Zealand
8.0
Very Good
632 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Qantas Airways
7.5
Good
1,025 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
United Airlines
7.4
Good
9,643 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
American Airlines
7.1
Good
11,667 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding
Air Canada
7.1
Good
10,961 reviews
Air New Zealand
8.0
Very Good
632 reviews
Check prices

Entertainment

7.4

Food

7.4

Crew

8.5

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
6.0
Good

Anonymous,Mar 2026

SIN - AKL

We were stuck on tarmac for an hour after boarding

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 19h 30m. Fly via United Airlines 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?

    Air Canada, at $1,060, 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 43% 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 $1,311). Flying from Sydney to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $4,129). 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 24 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$1,060Average$1,720FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapest$1,091Average$1,138FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Qantas AirwaysCheapest$1,235Average$1,640FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air New ZealandCheapest$1,324Average$1,480FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
United AirlinesCheapest$1,384Average$1,946FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,470Average$1,586FlexibilityNo cancel feeOn-time80%
Search ANA flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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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