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Cheap Flight Deals from Chicago to Sydney

Discover our range of affordable one-way and round-trip flights from Chicago to Sydney and kick-start your next adventure today!

  • One way
  • Return
      • ORD15:35
        5h 20m
        1 stop
        YQY22:55
        Tue, Dec 3|Chicago - Sydney|Air Canada
        AU$ 542AU$ 908
        40% OFF
        40% OFF
        AU$ 908AU$ 542

        Choose Air Canada flights from Chicago to Sydney. The one-way connecting flight with Air Canada departs from O'Hare International Airport on Tue, Dec 3, arriving at Sydney Airport. One-way Prices start from AU$ 542 including taxes and charges.

      • ORD07:20
        13h 35m
        1 stop
        YQY22:55
        Wed, Dec 4|Chicago - Sydney|Air Canada
        AU$ 613AU$ 908
        32% OFF
        32% OFF
        AU$ 908AU$ 613

        Choose Air Canada flights from Chicago to Sydney. The one-way connecting flight with Air Canada departs from O'Hare International Airport on Wed, Dec 4, arriving at Sydney Airport. One-way Prices start from AU$ 613 including taxes and charges.

      • ORD07:20
        13h 35m
        1 stop
        YQY22:55
        Thu, Nov 21|Chicago - Sydney|Air Canada
        AU$ 637AU$ 908
        30% OFF
        30% OFF
        AU$ 908AU$ 637

        Choose Air Canada flights from Chicago to Sydney. The one-way connecting flight with Air Canada departs from O'Hare International Airport on Thu, Nov 21, arriving at Sydney Airport. One-way Prices start from AU$ 637 including taxes and charges.

      • ORD18:34
        14h 55m
        1 stop
        YQY11:29
        Tue, Dec 3|Chicago - Sydney|American Airlines
        AU$ 690
        AU$ 690

        Choose American Airlines flights from Chicago to Sydney. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Tue, Dec 3, arriving at Sydney Airport. One-way Prices start from AU$ 690 including taxes and charges.

      • ORD10:51
        22h 38m
        1 stop
        YQY11:29
        Tue, Dec 3|Chicago - Sydney|United Airlines
        AU$ 696
        AU$ 696

        Choose United Airlines flights from Chicago to Sydney. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Tue, Dec 3, arriving at Sydney Airport. One-way Prices start from AU$ 696 including taxes and charges.

      • MDW17:35
        15h 54m
        1 stop
        YQY11:29
        Thu, Nov 21|Chicago - Sydney|Air Transat
        AU$ 745
        AU$ 745

        Choose Air Transat flights from Chicago to Sydney. The one-way connecting flight with Air Transat departs from Midway International Airport on Thu, Nov 21, arriving at Sydney Airport. One-way Prices start from AU$ 745 including taxes and charges.

      • CHI13:00
        3h 5m
        Nonstop
        YQY14:00
        Thu, Nov 21|Chicago - Sydney|Air Canada
        Find More Flights
        Find More Flights

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

Best Time to Book Flights from Chicago to Sydney

Explore the best time to buy affordable tickets to Sydney with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Top Airlines Flying from Chicago to Sydney

Compare prices from various providers below to understand which option best suits your travel needs, before enjoying a comfortable journey with a trusted airline from Chicago to Sydney.

Porter Airlines
From AU$ 362
United Airlines
From AU$ 370
Air Canada
From AU$ 451
American Airlines
From AU$ 690
Air Transat
From AU$ 745
WestJet
From AU$ 753

Find more flights and airlines

Alternative Routes from Chicago to Sydney

There are various non-direct routes from Chicago to Sydney which could be cheaper and faster! Check out these alternative options to see if they could work for your trip.

  • Cheapest
    Porter Airlines
    MDW
    12:05
    20h 40m
    2 transfer
    YQY
    10:45
    Midway International Airport - Sydney Airport
    Wed, Dec 4Porter Airlines
    AU$ 362
  • United Airlines
    ORD
    07:20
    10h 10m
    2 transfer
    YQY
    19:30
    O'Hare International Airport - Sydney Airport
    Wed, Dec 4United Airlines
    AU$ 370
  • United Airlines
    ORD
    07:20
    10h 10m
    2 transfer
    YQY
    19:30
    O'Hare International Airport - Sydney Airport
    Wed, Dec 4United Airlines
    AU$ 370
    Find More Flights

FAQ

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

    Airlines adjust prices for flights from Chicago to Sydney based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Chicago (CHI) to Sydney (YQY) cost?

    According to Trip.com's data, the lowest price is around AU$ 959.

  • What is the transportation method from the main airport to downtown in Sydney?

    • The distance from Sydney Airport to downtown is about 11km, by taxi about 30 minutes.

  • How many airports in Sydney (YQY)?

    There are 1 airport(s) in Sydney (YQY): Sydney Airport.

How to find a cheap flight from Chicago to Sydney

Understanding the common pitfalls when booking your flight tickets can help you save massively when it comes time to fly. We’ve listed our six essential steps to keep in mind when you’re booking flight tickets to help you find the best price.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Chicago to Sydney

Cheapest direct flight priceAU$ 541
Off-season for travelJanuary
Peak season for travelNovember
Flight distance2,245.13km
Popular airlineAmerican Airlines

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