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

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0 Children (2~11)
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How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)

How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)
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How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)
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How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)
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Cheap flights from Chicago to Sydney in December 2025 , January 2026

30 Dec - 27 Jan $ 1,754.00
CHI
Chicago
United Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
United Airlines
1 STOPS
CHI
Chicago
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25 Dec - 11 Jan $ 2,685.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
Hawaiian Airlines
2 STOPS
CHI
Chicago
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26 Dec - 05 Jan $ 4,397.00
CHI
Chicago
Hawaiian Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
Hawaiian Airlines
2 STOPS
CHI
Chicago
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Last minute flights from Chicago to Sydney

28 Dec - 31 Dec $ 2,114.00
CHI
Chicago
United Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
United Airlines
1 STOPS
CHI
Chicago
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24 Dec - 31 Dec $ 2,114.00
CHI
Chicago
United Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
United Airlines
1 STOPS
CHI
Chicago
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26 Dec - 31 Dec $ 2,148.00
CHI
Chicago
United Airlines
1 STOPS
SYD
Sydney
SYD
Sydney
United Airlines
1 STOPS
CHI
Chicago
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One-way flights to Sydney from Chicago

4:20 PM - 8:15 PM
United Airlines
1 Stops
21h
CHI - SYD
$ 1,039
Kiwi
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2:17 PM - 8:25 PM
United Airlines
1 Stops
23h 43m
CHI - SYD
$ 1,042
Kiwi
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4:20 PM - 8:15 PM
United Airlines
1 Stops
21h
CHI - SYD
$ 1,112
Kiwi
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How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)

Related info for your journey
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How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Chicago (CHI) to Sydney (SYD)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.