Cheap flights from Sydney to Chicago O'Hare Intl Airport from $685
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 18/11. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — ORD
7 Dec — 14 Dec1
Return
1 adult
Economy
Return
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 7 November 2025.
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 7 November 2025.
Sat 8/1107:45SYD - ORD
2 stops29h 40mAir New Zealand
Sat 15/1114:35ORD - SYD
2 stops25h 10mAir New Zealand
Deal found 6/11$1,456
Wed 26/1109:55SYD - ORD
2 stops28h 22mAir New Zealand
Thu 11/1210:45ORD - SYD
2 stops30h 45mAir New Zealand
Deal found 6/11$1,562
Sat 29/1111:50SYD - ORD
1 stop36h 51mUnited Airlines
Sun 14/1206:55ORD - SYD
1 stop33h 20mUnited Airlines
Deal found 5/11$1,588
Sun 30/1114:05SYD - ORD
1 stop26h 26mAmerican Airlines
Wed 31/1213:39ORD - SYD
1 stop26h 21mAmerican Airlines
Deal found 5/11$1,596
Sun 23/1111:20SYD - ORD
2 stops22h 50mAmerican Airlines
Sun 30/1110:25ORD - SYD
1 stop27h 30mAmerican Airlines
Deal found 5/11$1,602
Sun 23/1111:20SYD - ORD
2 stops37h 40mAir Canada
Sun 30/1120:15ORD - SYD
2 stops44h 20mAir Canada
Deal found 5/11$1,636
Sat 6/1211:45SYD - ORD
2 stops24h 05mAir New Zealand
Sat 13/1213:00ORD - SYD
2 stops26h 45mAir New Zealand
Deal found 6/11$1,654
Sun 30/1121:30SYD - ORD
2 stops34h 11mMultiple Airlines
Wed 31/1215:40ORD - SYD
1 stop24h 55mMultiple Airlines
Deal found 5/11$1,660
Thu 25/1216:00SYD - ORD
1 stop20h 54mAir Canada
Thu 22/115:40ORD - SYD
2 stops30h 00mAir Canada
Deal found 5/11$1,687
Fri 14/1111:45SYD - ORD
2 stops24h 05mAir New Zealand
Fri 28/1114:21ORD - SYD
2 stops25h 24mAir New Zealand
Deal found 6/11$1,704
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 7 November 2025.
Sat 29/1111:50SYD - ORD
1 stop36h 51mUnited Airlines
Sun 14/1206:55ORD - SYD
1 stop33h 20mUnited Airlines
Deal found 5/11$1,588
Sun 30/1114:05SYD - ORD
1 stop20h 10mAmerican Airlines
Sun 14/1211:45ORD - SYD
1 stop28h 15mAmerican Airlines
Deal found 5/11$1,596
Sun 30/1121:30SYD - ORD
2 stops34h 11mMultiple Airlines
Wed 31/1215:40ORD - SYD
1 stop24h 55mMultiple Airlines
Deal found 5/11$1,660
Fri 14/1111:45SYD - ORD
2 stops24h 05mAir New Zealand
Fri 28/1114:21ORD - SYD
2 stops25h 24mAir New Zealand
Deal found 6/11$1,704
Sat 29/1115:00SYD - ORD
2 stops40h 41mAir Canada
Sun 14/1217:55ORD - SYD
2 stops46h 40mAir Canada
Deal found 5/11$1,731
Fri 14/1121:40SYD - ORD
2 stops24h 21mAlaska Airlines
Thu 27/1112:59ORD - SYD
2 stops37h 46mAlaska Airlines
Deal found 6/11$2,124
Sat 29/1117:45SYD - ORD
1 stop20h 33mAmerican Airlines
Sat 27/1213:16ORD - SYD
1 stop24h 39mAmerican Airlines
Deal found 5/11$1,757
Tue 25/1111:20SYD - ORD
2 stops37h 40mAir Canada
Tue 30/1215:40ORD - SYD
1 stop24h 55mAir Canada
Deal found 6/11$2,070
Fri 14/1121:40SYD - ORD
2 stops36h 17mAlaska Airlines
Tue 25/1108:00ORD - SYD
2 stops42h 45mAlaska Airlines
Deal found 6/11$2,137
Fri 14/1111:20SYD - ORD
1 stop20h 21mAir Canada
Mon 1/1215:40ORD - SYD
1 stop24h 55mAir Canada
Deal found 6/11$2,161
Last-minute flights from Sydney to O'Hare Intl
Discover last-minute flight deals from Sydney to O'Hare Intl. Data last updated 7 November 2025 and is based on user searches.
Sat 8/1107:45SYD - ORD
2 stops29h 40mAir New Zealand
Sat 15/1114:35ORD - SYD
2 stops25h 10mAir New Zealand
Deal found 6/11$1,456
Fri 14/1111:45SYD - ORD
2 stops24h 05mAir New Zealand
Fri 28/1114:21ORD - SYD
2 stops25h 24mAir New Zealand
Deal found 6/11$1,704
Sun 23/1111:20SYD - ORD
2 stops22h 50mAmerican Airlines
Sun 30/1110:25ORD - SYD
1 stop27h 30mAmerican Airlines
Deal found 5/11$1,602
Sun 23/1111:20SYD - ORD
2 stops37h 40mAir Canada
Sun 30/1120:15ORD - SYD
2 stops44h 20mAir Canada
Deal found 5/11$1,636
Wed 26/1109:55SYD - ORD
2 stops28h 22mAir New Zealand
Thu 11/1210:45ORD - SYD
2 stops30h 45mAir New Zealand
Deal found 6/11$1,562
Sat 29/1111:50SYD - ORD
1 stop36h 51mUnited Airlines
Sun 14/1206:55ORD - SYD
1 stop33h 20mUnited Airlines
Deal found 5/11$1,588
Sun 30/1114:05SYD - ORD
1 stop20h 10mAmerican Airlines
Sun 14/1211:45ORD - SYD
1 stop28h 15mAmerican Airlines
Deal found 5/11$1,596
Sun 30/1121:30SYD - ORD
2 stops34h 11mMultiple Airlines
Wed 31/1215:40ORD - SYD
1 stop24h 55mMultiple Airlines
Deal found 5/11$1,660
Sat 6/1211:45SYD - ORD
2 stops24h 05mAir New Zealand
Sat 13/1213:00ORD - SYD
2 stops26h 45mAir New Zealand
Deal found 6/11$1,654
Thu 25/1216:00SYD - ORD
1 stop20h 54mAir Canada
Thu 22/115:40ORD - SYD
2 stops30h 00mAir Canada
Deal found 5/11$1,687
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 7 November 2025.
Tue 18/1114:00SYD - ORD
2 stops34h 28mMultiple Airlines
Deal found 6/11$685
Wed 12/1114:00SYD - ORD
3 stops41h 51mMultiple Airlines
Deal found 6/11$697
Fri 14/1114:00SYD - ORD
2 stops34h 28mMultiple Airlines
Deal found 6/11$737
Mon 17/1114:00SYD - ORD
3 stops26h 44mMultiple Airlines
Deal found 6/11$748
Sat 15/1114:00SYD - ORD
3 stops34h 54mMultiple Airlines
Deal found 6/11$759
Thu 13/1114:00SYD - ORD
3 stops36h 31mMultiple Airlines
Deal found 6/11$888
Sun 16/1106:00SYD - ORD
3 stops42h 28mMultiple Airlines
Deal found 6/11$934
Tue 21/411:50SYD - ORD
2 stops23h 32mAir New Zealand
Deal found 6/11$937
Tue 21/412:15SYD - ORD
3 stops50h 43mMultiple Airlines
Deal found 6/11$1,077
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 7 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 29/11
11:50-07:41
1 stop36h 51m
Chicago O'Hare Intl
Sun 14/12
06:55-09:15
1 stop33h 20m
$1,588
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sun 30/11
14:05-17:15
1 stop20h 10m
Chicago O'Hare Intl
Sun 14/12
11:45-09:00
1 stop28h 15m
$1,596
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sun 30/11
21:30-14:41
2 stops34h 11m
Chicago O'Hare Intl
Wed 31/12
15:40-09:35
1 stop24h 55m
$1,660
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 14/11
11:45-18:50
2 stops24h 05m
Chicago O'Hare Intl
Fri 28/11
14:21-08:45
2 stops25h 24m
$1,704
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sat 29/11
15:00-14:41
2 stops40h 41m
Chicago O'Hare Intl
Sun 14/12
17:55-09:35
2 stops46h 40m
$1,731
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Sat 29/11
17:45-21:18
1 stop20h 33m
Chicago O'Hare Intl
Sat 27/12
13:16-06:55
1 stop24h 39m
$1,757
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Tue 25/11
11:20-08:00
2 stops37h 40m
Chicago O'Hare Intl
Tue 30/12
15:40-09:35
1 stop24h 55m
$2,070
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 14/11
21:40-05:01
2 stops24h 21m
Chicago O'Hare Intl
Thu 27/11
12:59-19:45
2 stops37h 46m
$2,124
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 14/11
21:40-16:57
2 stops36h 17m
Chicago O'Hare Intl
Tue 25/11
08:00-19:45
2 stops42h 45m
$2,137
SydneyChicago
SYD - ORD
SYDORD
Sydney Kingsford Smith
Fri 14/11
11:20-14:41
1 stop20h 21m
Chicago O'Hare Intl
Mon 1/12
15:40-09:35
1 stop24h 55m
$2,161
Flights are sorted by cheapest return flights first.
Deals found on 6/11
Showing 1-10 of 19 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
Prices
More
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 31 October 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 $954). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,634). 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 7 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?
What’s the top stopover airport for flights from Sydney to Chicago O'Hare Intl Airport?
Share of one-stop return flights from Sydney to Chicago O'Hare Intl Airport chosen by Cheapflights users in the past 12 months, using the same stopover each way.
Los Angeles (LAX) – chosen by Cheapflights users on 74% of one-stop itineraries from Sydney to Chicago O'Hare Intl Airport on Cheapflights.
What’s the fastest stopover option from Sydney to Chicago O'Hare Intl Airport?
Shortest average travel time for one-stop one-way flights from Sydney to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Dallas (DFW) have the shortest average one-way travel time for one-stop routes: 20h 22m.
What’s the fastest stopover option from Sydney to Chicago O'Hare Intl Airport?
Shortest average travel time for one-stop one-way flights from Sydney to Chicago O'Hare Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.
Flights via Dallas (DFW) have the shortest average one-way travel time for one-stop routes: 20h 22m.
Which airport typically offers the quickest stopover for flights from Sydney to Chicago O'Hare Intl Airport?
Average stopover duration for one-stop one-way flights from Sydney to Chicago O'Hare Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 2h 25m.
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 7 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.
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.
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.
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.
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.
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.
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 20h 10m. Fly via United Airlines, American Airlines, or Air New Zealand 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 $1,012, 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 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 $954). Flying from Sydney to Chicago O'Hare Intl Airport in December is currently the most expensive (average of $1,634). 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.
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 7 November 2025.
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 7 November 2025.
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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