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Cheap Flights from Sydney to Chicago

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Reverse direction: CHI to SYD

Airlines Show All Airlines

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Return
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AA,AS,FJ,PR Return flights from $2,193
Dep. Wed 04 AugRet. Mon 16 Aug$2,193
QF Return flights from $2,231
Dep. Wed 04 AugRet. Mon 16 Aug$2,231
Dep. Mon 07 DecRet. Thu 07 Jan$4,239
CX Return flights from $2,277
Dep. Wed 04 AugRet. Mon 16 Aug$2,277
Dep. Mon 07 DecRet. Thu 07 Jan$4,001
AS,FJ,KE,VJ Return flights from $2,314
Dep. Wed 04 AugRet. Mon 16 Aug$2,314
AS,CX,FJ,VJ Return flights from $2,330
Dep. Wed 04 AugRet. Mon 16 Aug$2,330
AS,FJ,PR,VJ Return flights from $2,344
Dep. Wed 04 AugRet. Mon 16 Aug$2,344
NZ Return flights from $2,396
Dep. Wed 04 AugRet. Mon 16 Aug$2,396
Dep. Mon 07 DecRet. Thu 07 Jan$3,925
NZ,UA Return flights from $2,437
Dep. Wed 04 AugRet. Mon 16 Aug$2,437
AS,FJ,NH Return flights from $2,469
Dep. Wed 04 AugRet. Mon 16 Aug$2,469
CX,QF Return flights from $2,475
Dep. Wed 04 AugRet. Mon 16 Aug$2,475
Dep. Mon 07 DecRet. Thu 07 Jan$3,838
AS,CX,FJ,TR Return flights from $2,486
Dep. Wed 04 AugRet. Mon 16 Aug$2,486
CX,KE,VJ Return flights from $2,570
Dep. Wed 04 AugRet. Mon 16 Aug$2,570
CX,VJ Return flights from $2,586
Dep. Wed 04 AugRet. Mon 16 Aug$2,586
5J,AS,FJ,PR Return flights from $2,597
Dep. Wed 04 AugRet. Mon 16 Aug$2,597
CX,PR,VJ Return flights from $2,601
Dep. Wed 04 AugRet. Mon 16 Aug$2,601

Prices are from searches made in the last 24 hours and current prices may differ.

Do you need to catch a flight to Sydney? Check out our domestic flights to Sydney. If Sydney is not your closest airport, then here are all our flights to Chicago from New Zealand and flights to United States (USA). Maybe a different destination? Here are all the flights from Sydney


Average Sydney to Chicago Return Prices

These are the average prices for Sydney to Chicago return airfares.

November 2026
$3,673
April 2027
$3,945
July 2027
$4,309
August 2027
$3,840

How I Want That Flight can help you

What's the benefit of using I Want That Flight for my Sydney to Chicago flight?

Think of us as your personal shortcut to a great deal. Instead of you opening fifty different tabs, we instantly cross-check rates across heaps of airlines and booking sites to score you the sweet spot on pricing. Millions of holidaymakers count on us every year to get them airborne, so you're running with a pretty savvy crowd.

Can you sort me out with direct flights from Sydney to Chicago?

100%. As soon as the page finishes loading your options, hit the "Direct" filter. The layovers will vanish, leaving you with only the non-stop routes.

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Once you punch your details into our search tool, we unlock all kinds of handy tricks to map out your journey. We’ll map out the most budget-friendly calendar dates and takeoff slots, and let you slice and dice the data until you pinpoint the exact itinerary that works for you.

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Popular Destinations
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