Flight deals from Chicago to Sydney
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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ORD 08:405h 9m1 stopsYQY 15:49Chicago - Sydney | Fri, May 2 | Air CanadaYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Fri, May 9 | Air Canada£423 £59528% OFF28% OFF£595 £423
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ORD 08:405h 9m1 stopsYQY 15:49Chicago - Sydney | Wed, May 14 | Air CanadaYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Wed, May 21 | Air Canada£436 £59527% OFF27% OFF£595 £436
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ORD 08:405h 9m1 stopsYQY 15:49Chicago - Sydney | Sat, May 10 | Air CanadaYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Sat, May 17 | Air Canada£441 £59526% OFF26% OFF£595 £441
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MDW 09:4012h 19m1 stopsYQY 23:59Chicago - Sydney | Fri, May 16 | Porter AirlinesYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Fri, May 23 | Air Canada£45124% OFF£595 £451
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ORD 20:2513h 3m1 stopsYQY 11:28Chicago - Sydney | Mon, Apr 28 | Air CanadaYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Mon, May 5 | Air Canada£45623% OFF£595 £456
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ORD 07:1014h 49m1 stopsYQY 23:59Chicago - Sydney | Fri, May 16 | United AirlinesYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Fri, May 23 | Air Canada£46122% OFF£595 £461
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ORD 09:3512h 24m1 stopsYQY 23:59Chicago - Sydney | Fri, May 16 | Air CanadaYQY 16:305h 42m1 stopsORD 20:12Sydney - Chicago | Fri, May 23 | Air Canada£46222% OFF£595 £462
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ORD 20:2513h 3m1 stopsYQY 11:28Chicago - Sydney | Mon, Apr 21 | Air CanadaYQY 05:057h 42m1 stopsORD 10:47Sydney - Chicago | Mon, Apr 28 | Air Canada£48518% OFF£595 £485
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ORD 07:2013h 16m1 stopsYQY 22:36Chicago - Sydney | Wed, Apr 16 | Air CanadaYQY 05:057h 42m1 stopsORD 10:47Sydney - Chicago | Wed, Apr 23 | Air Canada£49417% OFF£595 £494
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ORD 20:2513h 3m1 stopsYQY 11:28Chicago - Sydney | Sat, Apr 19 | Air CanadaYQY 05:057h 42m1 stopsORD 10:47Sydney - Chicago | Sat, Apr 26 | Air Canada£50016% OFF£595 £500
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CHI 13:0017h 25m1 stopsYQY Invalid DateChicago - Sydney | Mon, Apr 7 | Normal AirlineYQY 15:006hNonstopCHI 16:00Sydney - Chicago | Wed, Apr 9 | Normal AirlineFind More FlightsFind More Flights
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ORD 17:3024h2 stopsYQY 19:30Chicago - Sydney | Sun, May 11 | WestJet£227 £49454% OFF54% OFF£494 £227
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MDW 11:1530h 15m2 stopsYQY 19:30Chicago - Sydney | Mon, Apr 28 | Porter Airlines£272 £49445% OFF45% OFF£494 £272
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MDW 11:1530h 15m2 stopsYQY 19:30Chicago - Sydney | Tue, Apr 29 | Porter Airlines£273 £49445% OFF45% OFF£494 £273
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MDW 11:1530h 15m2 stopsYQY 19:30Chicago - Sydney | Mon, Apr 28 | Air Transat£29540% OFF£494 £295
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MDW 11:1530h 15m2 stopsYQY 19:30Chicago - Sydney | Tue, Apr 29 | Air Transat£29540% OFF£494 £295
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ORD 10:4530h 45m2 stopsYQY 19:30Chicago - Sydney | Tue, Apr 29 | United Airlines£30838% OFF£494 £308
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ORD 06:0011h 30m2 stopsYQY 19:30Chicago - Sydney | Wed, Apr 30 | United Airlines£31736% OFF£494 £317
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ORD 08:1033h 20m2 stopsYQY 19:30Chicago - Sydney | Mon, Apr 28 | American Airlines£32035% OFF£494 £320
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ORD 12:5928h 31m2 stopsYQY 19:30Chicago - Sydney | Mon, Apr 28 | United Airlines£36227% OFF£494 £362
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MDW 11:1532h2 stopsYQY 21:15Chicago - Sydney | Mon, Apr 21 | Porter Airlines£41516% OFF£494 £415
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CHI 13:0017h 25m1 stopsYQY Invalid DateChicago - Sydney | Mon, Apr 7 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
FAQ
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When are flight tickets 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 cheapest 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 £574. -
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.
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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
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Sydney. Book your flights at the right time and save more.
Be flexible with your travel dates to get the cheapest flight from Chicago to Sydney.
Tap "Date" on the flight search bar to browse the calendar for Chicago to Sydney airfare over the next 6 months in 2025.
Compare cheap flight deals from Chicago to Sydney across hundreds of airlines.
Use our comprehensive search to compare fares from over 500 airlines and find the most affordable flight tickets from Chicago to Sydney.
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You can always find the latest offers through Trip.com Deals and Promo Codes for cheap flights. By signing up for a free membership, you'll get access to even more deals for your flights.
Book early or wait until the last minute.
It's usually best to book early. Flight tickets are often cheapest when they're first released, typically about a year before the departure date. So, have a look online as soon as the flights you're interested in become available. If you miss the cheapest time, you might still find some good deals as the departure date gets closer.
Search for flights on the go.
For the best travel flight booking experience, download the Trip.com app. You can search for cheap flights from Chicago to Sydney and snag some exclusive deals just for you.
Flight Information from Chicago to Sydney
Off-season travel month | May |
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Peak season for travel | April |
Flight distance | 2,245.13km |
Popular airline | Air Canada |
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