Cheap flights from Sydney to Chicago O'Hare Intl Airport from $678

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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
27 Dec — 3 Jan1
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 27 November 2025.

Round-trip from

$1,551

One-way from

$678

Popular in

December

Cheapest in

February

Average price

$1,790
American Airlines
  • American Airlines
  • 16/5-6/6
  • 2 total stops
  • 71h 37m total
  • Sydney to Chicago
5/12
  • 5/12
  • 2 total stops
  • 27h 13m total
  • Sydney to Chicago
Highest demand for flights based on searches. 19% potential increase in price ($572 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease ($104 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 27 November 2025.

Thu 25/1214:15SYD - ORD
2 stops36h 10mDelta
Fri 23/106:50ORD - SYD
2 stops32h 40mDelta
Deal found 26/11$1,876
Thu 25/1217:45SYD - ORD
1 stop30h 14mAmerican Airlines
Fri 23/115:10ORD - SYD
1 stop24h 50mAmerican Airlines
Deal found 26/11$1,936
Thu 25/1211:20SYD - ORD
1 stop21h 29mMultiple Airlines
Sat 10/109:15ORD - SYD
2 stops30h 45mMultiple Airlines
Deal found 26/11$1,971
Thu 25/1211:20SYD - ORD
1 stop22h 31mQantas Airways
Sat 10/119:40ORD - SYD
1 stop41h 30mQantas Airways
Deal found 26/11$2,086
Wed 17/1217:30SYD - ORD
2 stops29h 35mMultiple Airlines
Fri 2/105:00ORD - SYD
2 stops33h 25mMultiple Airlines
Deal found 26/11$2,129
Thu 25/1212:10SYD - ORD
2 stops21h 49mUnited Airlines
Sat 10/112:53ORD - SYD
2 stops27h 22mUnited Airlines
Deal found 26/11$2,169
Thu 25/1216:00SYD - ORD
2 stops45h 10mAir Canada
Sat 10/115:35ORD - SYD
1 stop22h 20mAir Canada
Deal found 26/11$2,203
Mon 15/1217:45SYD - ORD
1 stop23h 14mQantas Airways
Tue 30/1216:34ORD - SYD
1 stop23h 26mQantas Airways
Deal found 25/11$2,206
Mon 15/1217:45SYD - ORD
1 stop29h 20mMultiple Airlines
Tue 30/1209:34ORD - SYD
3 stops34h 51mMultiple Airlines
Deal found 25/11$2,209

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 27 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

Sat 16/5

09:10-23:59

1 stop29h 49m

Chicago O'Hare Intl

Sat 6/6

22:17-07:05

1 stop41h 48m

$1,551

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 16/5

11:55-22:42

2 stops25h 47m

Chicago O'Hare Intl

Sat 6/6

16:40-08:45

2 stops25h 05m

$1,830

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

14:15-09:25

2 stops36h 10m

Chicago O'Hare Intl

Fri 23/1

06:50-08:30

2 stops32h 40m

$1,876

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

17:45-06:59

1 stop30h 14m

Chicago O'Hare Intl

Fri 23/1

15:10-09:00

1 stop24h 50m

$1,936

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 21/5

09:20-07:58

2 stops37h 38m

Chicago O'Hare Intl

Thu 28/5

08:40-07:20

3 stops31h 40m

$1,966

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 25/12

11:20-15:49

1 stop21h 29m

Chicago O'Hare Intl

Sat 10/1

09:15-09:00

2 stops30h 45m

$1,971

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 16/5

09:10-15:56

1 stop21h 46m

Chicago O'Hare Intl

Sat 6/6

18:45-07:05

1 stop21h 20m

$2,073

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 17/12

17:30-06:05

2 stops29h 35m

Chicago O'Hare Intl

Fri 2/1

05:00-07:25

2 stops33h 25m

$2,129

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sun 26/4

15:00-22:59

3 stops46h 59m

Chicago O'Hare Intl

Wed 29/4

17:00-05:55

2 stops45h 55m

$2,152

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 15/12

17:45-23:59

1 stop23h 14m

Chicago O'Hare Intl

Tue 30/12

16:34-09:00

1 stop23h 26m

$2,206

Flights are sorted by cheapest return flights first.

Deals found on 26/11

Showing 1-10 of 15 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 21 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 $953). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,610). 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 27 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 27 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.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before boarding.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before boarding.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before boarding.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before boarding.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before boarding.

Food

7.4

Boarding

8.2

Comfort

8.0

Crew

8.5

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Annabel,Nov 2025

AKL - WRE

The seat I sat in the Auckland Airport at A waiting to board gate 42. Not far from the check in desk was dripping rain on me. When I looked up you could see on the beam discoloured drips. I forgot to say something to someone before 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 25h 47m. Fly via American Airlines, Air New Zealand, or Delta 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 $1,011, 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 $953). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,610). 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 27 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,011Average$1,152FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
American AirlinesCheapest$1,199Average$1,250FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$1,201Average$1,733FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Air New ZealandCheapest$1,455Average$1,620FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
ANACheapest$1,615Average$1,743FlexibilityNo cancel feeOn-time80%
Search ANA flights
United AirlinesCheapest$1,639Average$2,326FlexibilityNo 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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