$734+ Cheap flights to Illinois

— ORD
9 Dec — 16 Dec1
1 adult
1 adult, Economy, 0 bags

Flights to Illinois in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Illinois

Thu 12/1114:00 -
3 stops27h 21m
Wed 25/1107:49 -
3 stops35h 46m
Deal found 6/11$1,663
Thu 12/1122:20 -
1 stop31h 10m
Wed 25/1114:10 -
1 stop26h 25m
Deal found 6/11$1,786
Thu 19/1108:45 -
1 stop44h 45m
Wed 2/1214:10 -
1 stop26h 25m
Deal found 6/11$1,793
Thu 19/1111:55 -
2 stops27h 34m
Wed 2/1214:29 -
2 stops27h 06m
Deal found 6/11$1,880
Sun 22/1111:30 -
1 stop46h 25m
Fri 11/1222:45 -
1 stop42h 05m
Deal found 4/11$1,996
Mon 16/1111:05 -
1 stop42h 25m
Thu 3/1214:10 -
1 stop29h 50m
Deal found 7/11$2,069
Thu 19/1122:20 -
1 stop31h 10m
Wed 2/1207:00 -
2 stops30h 25m
Deal found 6/11$2,079
Thu 26/1111:15 -
2 stops30h 38m
Thu 3/1207:00 -
2 stops30h 25m
Deal found 9/11$2,209

Find flight deals to Illinois

Return from

$1,410

One-way from

$734

Popular in

May

Cheapest in

October

Average price

$1,760
Air Canada
  • Air Canada
  • 21/1-28/1
  • 3 total stops
  • 46h 52m total
  • Sydney to Chicago
5/3-31/12
  • 5/3-31/12
  • 2 total stops
  • 34h 05m total
  • Sydney to Illinois
Highest demand for flights based on searches. 7% potential increase in price ($158 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease ($50 potential savings vs. average return price).
Average for return flights in November 2026

Cheapflights Fare Finder

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

Fly from

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Sat 20/3

22:20-13:30

1 stop31h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,094

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 19/11

11:55-22:29

2 stops27h 34m

Chicago O'Hare Intl

Wed 2/12

14:29-10:35

2 stops27h 06m

$1,880

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Wed 7/4

17:20-13:55

2 stops35h 35m

Chicago O'Hare Intl

Mon 19/4

16:15-18:00

2 stops34h 45m

$2,183

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 4/2

21:35-18:20

2 stops37h 45m

Chicago O'Hare Intl

Mon 8/2

20:15-19:25

2 stops54h 10m

$2,311

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 18/2

21:35-18:20

2 stops37h 45m

Chicago O'Hare Intl

Mon 22/2

20:15-19:25

2 stops54h 10m

$2,344

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 1/4

14:15-12:08

3 stops37h 53m

Chicago O'Hare Intl

Mon 10/5

11:20-19:00

2 stops40h 40m

$2,387

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 1/4

08:40-13:55

1 stop45h 15m

Chicago O'Hare Intl

Mon 10/5

16:15-18:00

2 stops34h 45m

$2,444

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 26/11

11:10-15:16

1 stop21h 06m

Chicago O'Hare Intl

Thu 3/12

06:49-06:55

2 stops31h 06m

$2,482

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 26/11

14:05-20:37

2 stops23h 32m

Chicago O'Hare Intl

Fri 11/12

14:22-12:50

2 stops29h 28m

$2,493

SydneyChicago

SYD Sydney Kingsford Smith - ORD Chicago O'Hare Intl

SYDORD

Sydney Kingsford Smith

Thu 26/11

21:40-14:21

2 stops33h 41m

Chicago O'Hare Intl

Fri 11/12

18:47-19:45

2 stops31h 58m

$2,600

Flights are sorted by cheapest return flights first.

Deals found on 9/11

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Best time to book a flight to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight to Illinois

How long is the flight to Illinois?

On average, a flight from Sydney to Illinois takes 22 hours 58 minutes. Flights to Illinois from other popular cities in Australia will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Illinois?

The cheapest airlines flying from Sydney to Illinois are American Airlines, Air Canada and Delta.

Rainfall in Illinois by month

In terms of precipitation, rainfall in Illinois ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Illinois when rainfall is around 43.0 mm.

Temperature in Illinois by month

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

When is the best time to book a flight to Illinois?

To ensure you get the cheapest price possible for a flight to Illinois, you should look to book at least 81 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Illinois

Read through reviews of airlines serving the United States, such as Air New Zealand,Qantas Airways, andUnited Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Food

7.5

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2026

FLL - IAH

All good. Problem was delay caused by weather in Houston creating anxiety about my AirNZ connection. Nothing that United could do about that, and in fairness th captain kept us very well informed

FAQs about flying to Illinois

  • Can I find cheaper flights to Illinois if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Illinois on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Illinois?

    Based on reviews from Cheapflights users, Air New Zealand is rated the highest out of the airlines that fly to Illinois.

  • What is the cheapest airport to fly to in Illinois?

    Chicago Midway is currently the cheapest airport to fly to in Illinois. One-way flights to Chicago Midway typically cost $227, while return flights cost around $218.

  • How much is a return flight to Illinois?

    A return flight to Illinois will typically cost around $415, however they can be found for as little as $218.

  • Where does the fastest flight to Illinois depart from?

    For those looking to save time traveling to Illinois, Sydney Kingsford Smith offers the quickest one-way flight (20 hours 56 minutes).

  • Does Chicago O'Hare Intl have car hire?

    Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Chicago O'Hare Intl?

    Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 km away from Chicago O'Hare Intl).

See more FAQs

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Certainly. Search results for flights to Illinois shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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