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Cheap Flights from Sydney to Chicago

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Reverse direction: CHI to SYD

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DL Return flights from $1,495
Dep. Sun 06 SepRet. Sun 27 Sep$1,495
Dep. Fri 04 SepRet. Fri 25 Sep$1,564
DLShow more Flights
Dep. Fri 26 MarRet. Sun 04 Apr$2,437
Dep. Fri 26 MarRet. Sat 03 Apr$2,472
F9,FJ,VA Return flights from $1,670
Dep. Fri 04 SepRet. Fri 25 Sep$1,670
Dep. Sun 06 SepRet. Sun 27 Sep$1,717
F9,FJ,JQ Return flights from $1,682
Dep. Fri 04 SepRet. Fri 25 Sep$1,682
Dep. Sun 06 SepRet. Sun 27 Sep$1,725
AS,F9,FJ,VA Return flights from $1,693
Dep. Fri 04 SepRet. Fri 25 Sep$1,693
Dep. Sun 06 SepRet. Sun 27 Sep$2,191
AS,F9,FJ,JQ Return flights from $1,705
Dep. Fri 04 SepRet. Fri 25 Sep$1,705
Dep. Sun 06 SepRet. Sun 27 Sep$2,199
QF Return flights from $1,830
Dep. Fri 26 MarRet. Sun 04 Apr$1,830
Dep. Fri 04 SepRet. Fri 25 Sep$1,870
QFShow more Flights
Dep. Fri 26 MarRet. Sat 03 Apr$1,905
Dep. Sun 06 SepRet. Sun 27 Sep$2,494
F9,FJ,QF Return flights from $1,835
Dep. Sun 06 SepRet. Sun 27 Sep$1,835
Dep. Fri 04 SepRet. Fri 25 Sep$2,011
F9,FJ,NH,VA Return flights from $1,888
Dep. Sun 06 SepRet. Sun 27 Sep$1,888
F9,FJ,JQ,NH Return flights from $1,896
Dep. Sun 06 SepRet. Sun 27 Sep$1,896
NZ Return flights from $1,931
Dep. Fri 04 SepRet. Fri 25 Sep$1,931
Dep. Sun 06 SepRet. Sun 27 Sep$2,464
NZShow more Flights
Dep. Fri 26 MarRet. Sat 03 Apr$2,464
Dep. Fri 26 MarRet. Sun 04 Apr$3,066
F9,FJ,NH,QF Return flights from $1,972
Dep. Sun 06 SepRet. Sun 27 Sep$1,972
AA Return flights from $1,993
Dep. Fri 26 MarRet. Sat 03 Apr$1,993
Dep. Fri 26 MarRet. Sun 04 Apr$1,993
AAShow more Flights
Dep. Sun 06 SepRet. Sun 27 Sep$2,165
Dep. Fri 04 SepRet. Fri 25 Sep$2,275
AS,F9,FJ,QF Return flights from $1,998
Dep. Fri 04 SepRet. Fri 25 Sep$1,998
Dep. Sun 06 SepRet. Sun 27 Sep$2,285
F9,NH,QF Return flights from $1,998
Dep. Sun 06 SepRet. Sun 27 Sep$1,998
NZ,UA Return flights from $2,002
Dep. Fri 04 SepRet. Fri 25 Sep$2,002
Dep. Fri 26 MarRet. Sat 03 Apr$2,464
NZ,UAShow more Flights
Dep. Sun 06 SepRet. Sun 27 Sep$2,576

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 Australia 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.

October 2026
$2,915

Frequently Asked Questions about flying from Sydney to Chicago

When is the cheapest time to travel from Sydney to Chicago - All airports?

The cheapest month to travel is typically October.

How much do return flights from Sydney to Chicago - All airports cost?

The best price we found for a return flight from Sydney to Chicago - All airports is $1496.

What is the cheapest date to fly from Sydney to Chicago - All airports?

Currently, the cheapest date for a return flight from Sydney to Chicago - All airports is 06 September 2026.

What is the cheapest airline that flys from Sydney to Chicago - All airports?

Currently, the cheapest airline that flys from Sydney to Chicago - All airports is Delta.

How long does a direct flight from Sydney to Chicago - All airports take?

We were not able to find any direct flights to Chicago - All airports.

What is the IATA airport code for Chicago - All airports?

The IATA code for All airports is CHI.

When should you book flights to Chicago - All airports?

From our data, you should book flights to Chicago - All airports 60 days out.


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.

How does I Want That Flight find me the best Sydney to Chicago flights?

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.

I'm still in the planning phase. Can you ping me if Sydney to Chicago fares drop?

No worries at all. Just kick off a quick search, drop your email into our price tracker, and we’ll send a heads-up straight to your inbox the moment the price drops.

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