Book a trip from Sydney to Chicago with Cathay Pacific , fares from AUD2,137

PROMOTION CODE (OPTIONAL)

Fly Cathay Pacific from Sydney (SYD) to Chicago (ORD). Enjoy award-winning service, entertainment, and an enhanced menu for Premium Economy and Business class during your flight. Book direct to secure our best fare and join as a Cathay member to earn Status Points or Miles.

When is the best time to fly from Sydney (SYD) to Chicago (ORD)?

Try alternate month or interact with individual days below in order to find offers.
Aug 2026
No results available
Sep 2026
FromAUD2,177*
Seen 1 day ago
Round trip/Economy
Oct 2026
No results available
cmp-daily-histogram-bars-legend-min-price-aria-label AUD2.2K
cmp-daily-histogram-bars-legend-max-price-aria-label AUD3.1K
Displaying fares for August-2026
  • SYD–ORD: cmp-view-offers-disclaimer. Find offers
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  • SYD–ORD, 11/09/2026 – 02/10/2026: From AUD2,385
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  • SYD–ORD, 12/09/2026 – 11/10/2026: From AUD3,078
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  • SYD–ORD, 13/09/2026 – 11/10/2026: From AUD2,508
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  • SYD–ORD, 14/09/2026 – 02/10/2026: From AUD2,177
    14

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  • SYD–ORD, 15/09/2026 – 11/10/2026: From AUD2,439
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  • SYD–ORD, 16/09/2026 – 11/10/2026: From AUD2,439
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  • SYD–ORD, 17/09/2026 – 11/10/2026: From AUD2,414
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  • SYD–ORD, 18/09/2026 – 11/10/2026: From AUD2,464
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  • SYD–ORD, 19/09/2026 – 11/10/2026: From AUD2,464
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  • SYD–ORD, 20/09/2026 – 02/10/2026: From AUD2,603
    20

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  • SYD–ORD, 21/09/2026 – 11/10/2026: From AUD2,439
    21

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  • SYD–ORD, 22/09/2026 – 11/10/2026: From AUD2,514
    22

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  • SYD–ORD, 23/09/2026 – 11/10/2026: From AUD2,513
    23

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  • SYD–ORD, 24/09/2026 – 02/10/2026: From AUD2,514
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    • RangeAUD2,177-AUD3,078

    Lowest fares on flights found by other customers on Cathay Pacific’s official website in the last 48 hours. All fares are subject to change at any time. Other Cathay Pacific Terms & Conditions apply.

    Travel Destination Facts

    Destination airport(s)
    • Chicago Midway International Airport (MDW)
    • O'Hare International Airport (ORD)
    • Pal-Waukee Airport (PWK)
    Aircraft Type

    Boeing 777, Airbus A321neo, Airbus A330 and Airbus A350 aircraft*

    Departure time zone
    GMT+10:00
    Arrival time zone
    GMT-05:00
    Cabin Class

    First class, Business class, Premium Economy, Economy^

    Lowest fare month
    January
    *Aircraft model may vary due to operational requirements. ^Cabin class availability is subject to aircraft configuration. Lowest fare month for flights found by other customers on Cathay Pacific’s official website in the last 48 hours. All fares are subject to change at any time. Other Cathay Pacific Terms & Conditions apply.

    Explore flight fares from Sydney (SYD) to Chicago (ORD)

    Make flexible bookings with Cathay Pacific and enjoy hassle-free travel when plans change.

    AUD
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    Explore flight fares from Sydney (SYD) to Chicago (ORD)
    From
    To
    Fare Type
    Dates
    Price
    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		17/02/2027 - 13/04/2027

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    AUD2,137

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		18/02/2027 - 13/04/2027

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		15/02/2027 - 13/04/2027

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		22/02/2027 - 13/04/2027

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    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		16/02/2027 - 13/04/2027

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		23/11/2026 - 30/12/2026

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		24/11/2026 - 30/12/2026

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		25/11/2026 - 30/12/2026

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
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    Economy    		26/11/2026 - 30/12/2026

    From

    AUD2,162

    Seen 1 day ago

    Sydney (SYD)Chicago (ORD)Round-trip
    /
    Economy    		14/09/2026 - 02/10/2026

    From

    AUD2,177

    Seen 1 day ago

    Lowest fares on round-trip flights found by other customers on Cathay Pacific’s official website in the last 48 hours. All fares are subject to change at any time. Other Cathay Pacific Terms & Conditions apply.

    Book Business Class flights to Chicago - selected offers

    Experience refined comfort in our award-winning Business class.

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    Lowest fares on flights found by other customers on Cathay Pacific’s official website in the last 48 hours. All fares are subject to change at any time. Other Cathay Pacific Terms & Conditions apply.

    Flights from Sydney SYD to Chicago ORD

    The third-largest city in the US, Chicago has many attractions and activities to suit all tastes. Whether visiting for business or pleasure, the beaches, museums, diverse restaurants, skyscrapers, shopping, and nightlife will keep you entertained. Book your flights to Chicago with Cathay Pacific and enjoy excellent service, delicious cuisine, and terrific in-flight entertainment.

    Top Attractions in Chicago

    The Windy City is known for its iconic architecture, including the country’s tallest skyscraper – Willis Tower. Ascend to the observation deck for sweeping city views. Relax at the parks and beaches around Lake Michigan, or take a boat trip on the waters. Navy Pier is a major landmark alongside the lake; ride the wheel for terrific views. Lincoln Park Zoo is great for families, and the unusual Puppet Bike will enchant all. Experience the cultural diversity in the different ethnic neighbourhoods, such as Chinatown, Little Italy, and Greektown.

    Explore Chicago

    Make the most of your stay with the official Chicago CityPass, and use the Chicago Pedway System if the weather conditions make walking uncomfortable. Cycling is a great option in the summer, and you’ll find many biking trails. The city has a great public transportation network too, including trains, buses, and the metro. Fly to Chicago in comfort with Cathay Pacific.