
Popular airlines from Sydney Airport (SYD) to Chicago
- Qantas Airways
Qantas Airways
- American Airlines
American Airlines
- United
United
- Air Canada
Air Canada
- Delta
Delta
- Qatar Airways
Qatar Airways
- Cathay Pacific
Cathay Pacific
- Plan, book, fly with confidence
trending down icon Be in the knowGet alerts if flight prices drop or rise*bex rewards loyalty icon Book smarterSave up to 30% on select hotels after you book a flight*payments icon
Cheap flights from Sydney (SYD) to Chicago (CHI)
Prices were available within the past 7 days and start at CA $957 for one-way flights and CA $1,557 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Origin airport | Kingsford Smith Intl. |
Destination airport | O'Hare Intl. |
Roundtrip price | CA $1,557 |
Distance | 14775 km |
Sydney to Illinois Flights
The easy way to book your flights from Sydney to Chicago
With Expedia, it’s simple to find and book flights to Chicago from Sydney whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to CHI-All Airports, too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Sydney to Chicago today, tomorrow, or this week.
Save dollars with cheap flights from Kingsford Smith Intl., SYD to CHI-All Airports, CHI
Sort your search results by price to find great deals on your flight from Sydney to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Sydney currently is just CA $1,557 rising to CA $2,264.
Here are more money-saving tips:
- Fly in August when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Chicago
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Chicago from Sydney
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- Other Airlines
- Main Airports for Flights
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Routes from Sydney
- Sydney to Melbourne (SYD - AVV)
- Sydney to Auckland (SYD - AKL)
- Sydney to Calgary (SYD - YYC)
- Sydney to Winnipeg (SYD - YWG)
- Sydney to Cairns (SYD - CNS)
- Sydney to Proserpine (SYD - PPP)
- Sydney to Montreal (SYD - YUL)
- Sydney to Vancouver (SYD - YVR)
- Sydney to Melbourne (SYD - MEL)
- Sydney to Queenstown (SYD - ZQN)
- Sydney to Brisbane (SYD - BNE)
- Sydney to Ayers Rock (SYD - AYQ)
Top Routes to Chicago
- Ottawa to Chicago (YOW - CHI)
- Calgary to Chicago (YYC - CHI)
- Buffalo to Chicago (BUF - CHI)
- Vancouver to Chicago (YVR - CHI)
- Edmonton to Chicago (YEA - CHI)
- Toronto to Chicago (YTO - CHI)
- Winnipeg to Chicago (YWG - CHI)
- Halifax to Chicago (YHZ - CHI)
- Québec to Chicago (YQB - CHI)
- Montreal to Chicago (YMQ - CHI)
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Chicago
- Flights to San Diego
- Flights to Myrtle Beach
- Flights to Los Angeles
- Flights to Ocean City
- Flights to Panama City Beach
- Flights to Destin
- Flights to Boston
- Flights to Miami
- Flights to San Francisco
- Flights to Nashville
- Flights to Atlantic City
- Flights to Pigeon Forge
- Flights to Honolulu
- Flights to Houston
- Flights to Atlanta
- Flights to Seattle
Chicago
Main Airports for Flights
Expedia's Latest Trends
- Flights from Ottawa to Las Vegas
- Flights from Vancouver to San Diego
- Flights from Vancouver to Las Vegas
- Flights from Hamilton to Las Vegas
- Flights from Toronto to Philadelphia
- Flights from Toronto to Seattle
- Flights from Toronto to San Diego
- Flights from Toronto to Myrtle Beach
- Flights from Toronto to New York
- Flights from Montreal to Las Vegas
- Flights from Detroit to Las Vegas
- Flights from Vancouver to Seattle
- Flights from Montreal to Fort Lauderdale
- Flights from Kelowna to Las Vegas
- Flights from Fort Lauderdale to Toronto
- Flights from Vancouver to Boston
- Flights from Winnipeg to Las Vegas
- Flights from Calgary to Dallas
- Flights from Calgary to Seattle
- Flights from Buffalo to Fort Lauderdale
- Flights from Toronto to Fort Lauderdale
- Flights from Bellingham to Las Vegas
- Flights from Seattle to Delhi
- Flights from Vancouver to Palm Springs
- Flights from Vancouver to Dallas
- Flights from Toronto to Las Vegas
- Flights from Buffalo to Las Vegas
- Flights from Las Vegas to Toronto
- Flights from Edmonton to Seattle
- Flights from Victoria to Las Vegas