Search flights from Sydney (SYD) to Chicago (CHI)

Book your plane tickets from Sydney to Chicago with ease

Cheapest flights to Chicago

The cheapest flights available in the next 60 days – prices are updated regularly

Thu 12 Feb
US$1,007.31
One way
Economy
1 traveller
Fri 13 Feb
US$1,009.60
One way
Economy
1 traveller
Wed 11 Feb
US$1,019.64
One way
Economy
1 traveller

Flying from Sydney to Chicago: things to know

The most popular route is from Kingsford Smith Airport in Sydney to Chicago O'Hare International Airport in Chicago. On average this flight takes 23 hours 40 minutes one way and costs US$1,911 for the round trip.

Most popular route
Kingsford Smith Airport (SYD) to Chicago O'Hare International Airport (ORD)
Average flight time
23 hours 40 minutes
Average round-trip price
US$1,911
Fly from Sydney to Chicago
10 airlines

Reasons to book flights with Booking.com

  • Great selection

    Easily compare flights, airlines and prices – all in one place

  • No hidden fees

    Always know exactly what you’re paying for

  • Flexibility

    Use our flexible plane ticket option to change your dates if needed

Flexible plane ticket options are available for an additional cost on selected airfares

Airlines that fly from Sydney to Chicago

Airline options may vary according to recently booked flights and your search terms

  • American Airlines
  • Air Canada
  • All Nippon Airways
  • United Airlines
  • Air New Zealand
  • Qantas Airways
  • Virgin Australia
  • Japan Airlines
  • Etihad Airways
  • Cathay Pacific

Frequently asked questions

Fly to more destinations from Sydney

Research, refine and make plans for your whole trip

Flights to Chicago O'Hare International Airport

Jet into this airport to explore Chicago at your leisure. Compare flights, fares and airlines – all in one place.

Flights to Midway International Airport

Jet into this airport to explore Chicago at your leisure.

All flights

Fly to your next dream destination.

Flights from Australia to the United States

More options to fly to the United States.

Hotels in Chicago

A popular choice with visitors to the United States.

Flights from Sydney to the United States

Plan your next getaway from Sydney.