Featured airlines
![Stobart Air](https://a.travel-assets.com/air/airlines/re.gif)
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 15% on select hotels after you book a flight*
Cheap flights from Sydney to Chicago (SYD-ORD)
Prices were available within the past 7 days and start at €447 for one-way flights and €726 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Fri, 6 Jun - Fri, 13 Jun
SYD
Sydney
ORD
Chicago
€726 Return, found 6 days ago
€726
Return
found 6 days ago
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Fri, 6 Jun - Fri, 13 Jun
SYD
Sydney
ORD
Chicago
€728 Return, found 6 days ago
€728
Return
found 6 days ago
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Fri, 6 Jun - Fri, 13 Jun
SYD
Sydney
ORD
Chicago
€728 Return, found 6 days ago
€728
Return
found 6 days ago
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Tue, 9 Sep - Tue, 23 Sep
SYD
Sydney
ORD
Chicago
€730 Return, found 5 days ago
€730
Return
found 5 days ago
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Fri, 6 Jun - Fri, 13 Jun
SYD
Sydney
ORD
Chicago
€925 Return, found 6 days ago
€925
Return
found 6 days ago
![All Nippon Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/NH.gif)
Tue, 9 Sep - Tue, 23 Sep
SYD
Sydney
ORD
Chicago
€1,177 Return, found 5 days ago
€1,177
Return
found 5 days ago
![Qantas Airways](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/QF.gif)
Thu, 5 Jun - Thu, 19 Jun
SYD
Sydney
ORD
Chicago
€1,187 Return, found 1 day ago
€1,187
Return
found 1 day ago
![United](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)
Thu, 5 Jun - Thu, 19 Jun
SYD
Sydney
ORD
Chicago
€1,190 Return, found 1 day ago
€1,190
Return
found 1 day ago
![Air Canada](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif)
Thu, 5 Jun - Thu, 19 Jun
SYD
Sydney
ORD
Chicago
€1,215 Return, found 1 day ago
€1,215
Return
found 1 day ago
![Cathay Pacific](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/CX.gif)
Thu, 5 Jun - Thu, 19 Jun
SYD
Sydney
ORD
Chicago
€1,226 Return, found 1 day ago
€1,226
Return
found 1 day ago
Origin airport | Kingsford Smith Intl. |
Destination airport | O'Hare Intl. |
Return price | €726 |
Distance | 14775 km |
Perfect flights from Sydney to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Sydney to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Kingsford Smith Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €447 and roundtrip prices from €726. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Chicago.
Frequently asked questions
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Airlines
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Sydney
- Sydney to Auckland (SYD - AKL)
- Sydney to Los Angeles (SYD - LAX)
- Sydney to Denpasar (SYD - DPS)
- Sydney to Hobart (SYD - HBA)
- Sydney to Cairns (SYD - CNS)
- Sydney to Adelaide (SYD - ADL)
- Sydney to Gold Coast (SYD - OOL)
- Sydney to Dublin (SYD - DUB)
- Sydney to Tokyo (SYD - NRT)
- Sydney to Melbourne (SYD - MEL)
- Sydney to London (SYD - LHR)
- Sydney to Brisbane (SYD - BNE)
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Zagreb to Chicago (ZAG - ORD)
- New York to Chicago (LGA - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Budapest to Chicago (BUD - ORD)
- Shannon to Chicago (SNN - ORD)
- Vienna to Chicago (VIE - ORD)
Top Routes from Sydney
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Miami
- Flights to Key West
- Flights to Fort Lauderdale
- Flights to San Diego
- Flights to Gatlinburg
- Flights to Chicago
- Flights to Honolulu
- Flights to New Orleans
- Flights to Panama City Beach
- Flights to Nashville
- Flights to Los Angeles
- Flights to Destin
- Flights to Kissimmee
- Flights to Myrtle Beach
- Flights to Boston
- Flights to Phoenix
- Flights to Atlanta
Expedia's Latest Trends
Hotels
Hotels in Des PlainesCongress Plaza HotelAloft Chicago Mag MileCheap Hotels in Downtown ChicagoDoubleTree by Hilton Chicago - Magnificent MileHotels in The LoopHampton Inn & Suites Chicago DowntownLoews Chicago HotelThe Westin Michigan Avenue ChicagoLondonHouse Chicago, Curio Collection by HiltonWarwick Allerton - ChicagoBluegreen Vacations Hotel Blake, Ascend Resort CollectionPalmer House a Hilton HotelHilton Chicago/Magnificent Mile SuitesHyatt Regency ChicagoHotels in EdinburghHotels in Downtown ChicagoEurostars Magnificent MileHilton Garden Inn Chicago OHare AirportThe Royal Sonesta Chicago DowntownMillennium Knickerbocker ChicagoRadisson Blu Aqua Hotel ChicagoRiver HotelHotels in Magnificent MileHotel Felix River North/Magnificent Mile
Packages
General
*Available to Expedia members.