Illinois

$507+ Cheap flights from Sydney (SYD) to Illinois

SYD — ORD
Dec 10 — Dec 171
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Cheap flight deals from Sydney to Illinois

Cheapest flights from Sydney to Illinois

Thu 11/122:00 pm -
3 stops27h 21m
Wed 11/257:49 am -
3 stops35h 46m
Deal found 11/6$1,148
Thu 11/1210:20 pm -
1 stop31h 10m
Wed 11/252:10 pm -
1 stop26h 25m
Deal found 11/6$1,233
Thu 11/198:45 am -
1 stop44h 45m
Wed 12/22:10 pm -
1 stop26h 25m
Deal found 11/6$1,238
Thu 11/1911:55 am -
2 stops27h 34m
Wed 12/22:29 pm -
2 stops27h 06m
Deal found 11/6$1,298
Thu 12/244:00 pm -
2 stops33h 00m
Thu 12/313:30 pm -
1 stop25h 05m
Deal found 11/9$1,393
Mon 11/1611:05 am -
1 stop42h 25m
Thu 12/32:10 pm -
1 stop29h 50m
Deal found 11/7$1,428
Thu 11/1910:20 pm -
1 stop31h 10m
Wed 12/27:00 am -
2 stops30h 25m
Deal found 11/6$1,435
Thu 11/2611:15 am -
2 stops30h 38m
Thu 12/37:00 am -
2 stops30h 25m
Deal found 11/9$1,525

Find flight deals from Sydney to Illinois

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$973
(Booking.com)

One-way from

$507
(Trip.com)

Popular in

May

Cheapest in

October

Average price

$1,215
Provider with most accurate pricing for Sydney Kingsford Smith-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Sydney Kingsford Smith-Chicago (CHI) flights.
From Sydney Kingsford Smith to Illinois
One-way flight from Sydney Kingsford Smith to Illinois
Highest demand for flights based on searches. 7% potential increase in price ($109 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($34 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Sydney to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 3/20

10:20 pm-1:30 pm

1 stop31h 10m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$755

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 3/20

7:45 pm-1:30 pm

2 stops33h 45m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$935

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 1/21

11:20 am-2:32 pm

1 stop20h 12m

Chicago O'Hare Intl

Thu 1/28

1:55 pm-9:35 am

2 stops26h 40m

$973
Quickest round-trip

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Fri 12/4

9:40 pm-5:37 am

3 stops24h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$988

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 4/15

8:10 pm-3:05 pm

1 stop33h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$992

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/26

3:50 pm-2:30 pm

1 stop39h 40m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$997

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 11/26

9:40 pm-2:21 pm

2 stops33h 41m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$1,011

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Tue 2/16

7:25 pm-8:39 pm

2 stops42h 14m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$1,060

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 12/10

9:40 pm-5:37 am

3 stops24h 57m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$1,148

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 12/17

7:35 am-2:30 pm

3 stops47h 55m

Chicago O'Hare Intl

Wed 12/31

12:00 am-4:00 pm

Nonstop0h 00m

$1,258

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/9

Showing 1-10 of 17 resultsSorted by cheapest first
1
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Best time to book a flight from Sydney to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Sydney with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Sydney to Illinois

What is the cheapest month to book a flight from Sydney to Illinois?

Currently, October is the cheapest month in which you can book a flight from Sydney to Illinois (average of $1,063). Flying from Sydney to Illinois in December is currently the most expensive (average of $1,589). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Sydney to Illinois?

Airfare is below average for this route at the moment.
Sydney to Illinois flights typically cost between $989 and $1,496 in January.
The cheapest round-trip price found within the last 5 days was $973 on Air Canada (Jan 21-Jan 28).

How far ahead should I book a flight from Sydney to Illinois?

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Sydney to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Reviews of airlines servicing Illinois

Get a feel of what it's like to fly with Qantas Airways and United Airlines from Sydney to Illinois by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.2

Boarding

7.7

Crew

8.1

Food

7.0

Comfort

7.5

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Jodie,Oct 2026

SYD - GFF

Pretty good but it was delayed by almost an hour

Entertainment

7.2

Boarding

7.7

Crew

8.1

Food

7.0

Comfort

7.5

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Jodie,Oct 2026

SYD - GFF

Pretty good but it was delayed by almost an hour

Entertainment

7.2

Boarding

7.7

Crew

8.1

Food

7.0

Comfort

7.5

Overall

7.5

Reviews

1 / 20
8.0
Excellent

Jodie,Oct 2026

SYD - GFF

Pretty good but it was delayed by almost an hour

Related info for your journey

  • What airport do you fly from for flights from Sydney to Illinois?

    Sydney Kingsford Smith (SYD), located 4.6 mi from the city center, is the airport you fly out of when you book flights from Sydney to Illinois.

  • How long is the flight from Sydney to Illinois?

    Airlines like Air Canada and Turkish Airlines fly from Sydney to Illinois in about 20h 12m. The time it takes to get you to your destination can typically vary by up to 17h 33m. Sydney and Illinois are separated by a distance of 9228 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Sydney to Illinois one-way?

    $462 is the cheapest one-way deal found within the past few days, from Qantas Airways. You may also be able to find cheap deals on Air Canada and United Airlines, with prices starting from $808 and $867, respectively.

  • What are the most popular routes from Sydney to Illinois?

  • Can I find deals for flights from Sydney to Illinois that include hotel bookings?

    Yes. In addition to deals on Sydney to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sydney to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to Illinois.

  • Can I find deals for business class flights from Sydney to Illinois?

    Yes. Cheapflights offers flight deals from Sydney to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Sydney to Illinois?

    Currently, October is the cheapest month in which you can book a flight from Sydney to Illinois (average of $1,063). Flying from Sydney to Illinois in December is currently the most expensive (average of $1,589). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Sydney to Illinois

AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$970Average$1,633FlexibilityNo cancel feeOn-time74%

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