Cheap flights from Sydney to Chicago O'Hare Intl Airport from $977

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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
17 Dec — 24 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Sydney Kingsford Smith to Chicago O'Hare Intl are usually found in February or May, booked 78 days in advance, depart on a Monday or Thursday and return on a Friday

Cheap 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 17 November 2025.

Round-trip from

$1,496

One-way from

$977

Popular in

December

Cheapest in

February

Average price

$1,781
Air New Zealand
  • Air New Zealand
  • 25/2-11/3
  • 4 total stops
  • 56h 19m total
  • Sydney to Chicago
Air New Zealand
  • Air New Zealand
  • 8/3
  • 2 total stops
  • 27h 03m total
  • Sydney to Chicago
Highest demand for flights based on searches. 19% potential increase in price ($568 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease ($102 potential savings vs. average return price).
Average for round-trip flights in November 2025

Find 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 17 November 2025.

Mon 1/1209:55SYD - ORD
2 stops25h 55mAir New Zealand
Mon 8/1214:35ORD - SYD
2 stops26h 55mAir New Zealand
Deal found 16/11$1,706
Mon 29/1211:20SYD - ORD
1 stop29h 20mQantas Airways
Sun 11/118:40ORD - SYD
1 stop21h 20mQantas Airways
Deal found 15/11$2,221
Mon 29/1216:00SYD - ORD
1 stop39h 41mAir Canada
Sun 11/121:15ORD - SYD
2 stops43h 20mAir Canada
Deal found 15/11$2,356
Tue 30/1211:50SYD - ORD
1 stop19h 50mUnited Airlines
Tue 6/113:00ORD - SYD
2 stops27h 15mUnited Airlines
Deal found 15/11$2,371
Fri 5/1211:20SYD - ORD
1 stop21h 42mQantas Airways
Sat 20/1221:04ORD - SYD
1 stop42h 56mQantas Airways
Deal found 15/11$2,426
Thu 25/1217:45SYD - ORD
1 stop29h 20mAmerican Airlines
Fri 23/115:10ORD - SYD
1 stop24h 50mAmerican Airlines
Deal found 16/11$2,440
Thu 25/1211:20SYD - ORD
1 stop20h 12mUnited Airlines
Fri 23/114:12ORD - SYD
1 stop23h 48mUnited Airlines
Deal found 15/11$2,446
Thu 25/1214:15SYD - ORD
2 stops36h 10mDelta
Fri 23/109:52ORD - SYD
2 stops29h 38mDelta
Deal found 15/11$2,448
Wed 31/1217:45SYD - ORD
1 stop20h 24mAmerican Airlines
Fri 23/115:10ORD - SYD
1 stop24h 50mAmerican Airlines
Deal found 15/11$2,452
Fri 5/1221:40SYD - ORD
2 stops43h 33mMultiple Airlines
Tue 23/1219:44ORD - SYD
1 stop42h 41mMultiple Airlines
Deal found 16/11$2,470

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 17 November 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

Sydney

Fly to

O'Hare Intl

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 1/12

09:55-18:50

2 stops25h 55m

Chicago O'Hare Intl

Mon 8/12

14:35-10:30

2 stops26h 55m

$1,706

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 3/2

11:20-17:08

2 stops22h 48m

Chicago O'Hare Intl

Sat 7/2

08:45-09:35

2 stops31h 50m

$1,865

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 1/2

12:25-07:20

1 stop35h 55m

Chicago O'Hare Intl

Sat 9/5

20:00-09:25

2 stops46h 25m

$1,904

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 25/2

16:10-23:56

2 stops48h 46m

Chicago O'Hare Intl

Wed 11/3

06:04-21:15

3 stops47h 11m

$2,007

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 1/2

16:10-19:45

3 stops44h 35m

Chicago O'Hare Intl

Sat 9/5

18:50-05:55

2 stops44h 05m

$2,172

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 29/12

11:20-23:40

1 stop29h 20m

Chicago O'Hare Intl

Sun 11/1

18:40-09:00

1 stop21h 20m

$2,221

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 29/12

16:00-14:41

1 stop39h 41m

Chicago O'Hare Intl

Sun 11/1

21:15-09:35

2 stops43h 20m

$2,356

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 30/12

11:50-14:40

1 stop19h 50m

Chicago O'Hare Intl

Tue 6/1

06:47-09:15

1 stop33h 28m

$2,371

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

17:45-06:05

1 stop29h 20m

Chicago O'Hare Intl

Fri 23/1

15:10-09:00

1 stop24h 50m

$2,440

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

11:20-14:32

1 stop20h 12m

Chicago O'Hare Intl

Fri 23/1

14:12-07:00

1 stop23h 48m

$2,446

Flights are sorted by cheapest return flights first.

Deals found on 16/11

Showing 1-10 of 17 results
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?

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 14 November 2025.

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 $948). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,602). 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.

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

Find hourly flight availability from Sydney to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 November 2025.

It’s optimal to fly from Sydney to Chicago O'Hare Intl Airport in the afternoon. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the morning.

What is the cheapest day to fly from Sydney to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly return from Sydney to O'Hare Intl. Price data was last updated on 16 December 2024.

Travellers seeking maximum savings on their Sydney to Chicago O'Hare Intl Airport flight should consider departing on Monday at midday when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 17 November 2025.
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.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

Boarding

8.2

Crew

8.5

Overall

8.0

Food

7.4

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - BNE

I had no worries going through customs in Canada but in New Zealand there were two machines and it beeped on me. Something on my side. There was nothing on my side. I lifted my top to show, i had a fabric belt tied around my skirt, maybe that which wasn’t knotted is what triggered. Shrug. I do wonder what that was that had me patted lightly with a guard in plastic gloves. so it goes.

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 22h 48m. Fly via Air New Zealand, Air Canada, or ANA 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?

    Qantas Airways, at $1,006, 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 Air Canada. These flights start at 32% 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 $948). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,602). 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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Alternative routes for Sydney to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.

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 17 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,006Average$1,146FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
American AirlinesCheapest$1,193Average$1,243FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$1,195Average$1,740FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,523Average$1,612FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
ANACheapest$1,607Average$1,734FlexibilityNo cancel feeOn-time80%
Search ANA flights
United AirlinesCheapest$1,659Average$2,350FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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.

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