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Flights from Sydney to Chicago Starting at £577

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Sydney to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Sydney to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Jetstar Airways
From £306
Fiji Airways
From £434
Delta Air Lines
From £499
China Southern Airlines
From £540
LATAM Airlines
From £547
Vietnam Airlines
From £586
Hawaiian Airlines
From £587
Philippine Airlines
From £594
Air New Zealand
From £598
VietJet Air
From £601
ANA airlines

Find more flights and airlines

Alternative Routes from Sydney to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Sydney to Chicago.

  • Cheapest
    Jetstar Airways
    SYD
    16:20
    46h 38m
    2 transfer
    ORD
    23:58
    Kingsford Smith Airport - O'Hare International Airport
    Mon, May 6Jetstar Airways
    £306
  • Fiji Airways
    SYD
    13:15
    23h 54m
    2 transfer
    MDW
    22:09
    Kingsford Smith Airport - Midway International Airport
    Tue, Apr 23Fiji Airways
    £434
  • Hawaiian Airlines
    SYD
    21:40
    29h 53m
    2 transfer
    RFD
    11:33
    Kingsford Smith Airport - Chicago Rockford International Airport
    Sat, Mar 30Hawaiian Airlines
    £1,012
  • Hawaiian Airlines
    SYD
    21:40
    29h 53m
    2 transfer
    RFD
    11:33
    Kingsford Smith Airport - Chicago Rockford International Airport
    Sat, Mar 30Hawaiian Airlines
    £1,012
    Find More Flights

How do I find the cheapest flights?

  • When are flight tickets from Sydney (SYD) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Sydney to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Sydney (SYD) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around £1,280.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • How many airports in Chicago (CHI)?

Flight Information from Sydney to Chicago

Cheapest direct flight price

£576

Cheapest month

January

Peak season for travel

June