Find cheap flights to Chicago

Return
1 adult
Economy
From?
To?
Tue 26/10
Tue 2/11

Cheapest flights to Chicago airports

Find the cheapest flights to these Chicago airports from your nearest city or airport
Sydney
Chicago O'Hare Intl Airport

CHEAPEST ROUTE FROM Sydney TO Chicago

Sydney (SYD) to Chicago (CHI)

Typically, flights to Chicago from Sydney are cheaper when flying from Sydney Kingsford Smith to Chicago, which has an average price of $1,345


When is the best time to fly to Chicago?

  • What is the absolute cheapest flight to Chicago?

    The best price found on momondo to Chicago was $122/pp from New York, which is 90% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

  • What is the cheapest month to fly to Chicago?

    If you don’t want to visit Chicago in February, then you should wait until August to fly from Australia, when ticket prices are also cheap, with an average price of $1,149.

  • How far in advance should I book a flight to Chicago?

    We recommend purchasing flights from Australia to Chicago 0 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago for $1,345.

  • What is the cheapest day to depart on your flight to Chicago?

    Our data shows that Tuesday is the least expensive day to fly to Chicago. Tickets to fly out on this day can be as low as $1,223. Flights from Australia to Chicago on a Saturday will generally be more expensive and average around $1,371. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

  • What is the cheapest time of day to depart on your flight to Chicago?

    Our data shows that the cheapest Australia to Chicago flights are usually those with departure times in the morning. Our users have found flights to Chicago in the morning for as low as $1,282. Flights in the afternoon are often more expensive, with an average ticket price of $1,525.

  • When is it best to fly to Chicago to go sightseeing?

    Sights like Wrigley Field and Magnificent Mile are most enjoyable in months with moderate weather conditions like May or June. Plan your flight to Chicago for those months.

  • Is there an alternative airport near Chicago?

    Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago O'Hare Intl Airport (26 km from Chicago city centre) or Chicago Greater Rockford Airport (126 km from Chicago city centre).

  • Is there a cheaper alternative to flying into Chicago?

    You can find deals at Chicago Midway Airport for $1,166pp on average, but that price can change based on your departure airport. To save money, try momondo’s Airport-to-Airport Pricing Tool.


Chicago flight deals found on momondo

Check out some of the best fares from airports in Australia to Chicago found recently by users on momondo
Japan Airlines
24 Mar.
SYD05:15Sydney Kingsford Smith
39h 20m
1 stop
ORD20:35Chicago O'Hare Intl
12 Aug.
ORD08:40Chicago O'Hare Intl
26h 30m
1 stop
SYD11:10Sydney Kingsford Smith
Japan Airlines
24 Mar.
SYD05:15Sydney Kingsford Smith
39h 20m
1 stop
ORD20:35Chicago O'Hare Intl
12 Aug.
ORD08:40Chicago O'Hare Intl
26h 30m
1 stop
SYD11:10Sydney Kingsford Smith
Japan Airlines
8 Feb.
SYD04:15Sydney Kingsford Smith
39h 20m
1 stop
ORD19:35Chicago O'Hare Intl
26 Jul.
ORD08:40Chicago O'Hare Intl
26h 30m
1 stop
SYD11:10Sydney Kingsford Smith
Japan Airlines
25 Mar.
SYD05:15Sydney Kingsford Smith
39h 20m
1 stop
ORD20:35Chicago O'Hare Intl
14 Sep.
ORD08:25Chicago O'Hare Intl
26h 45m
1 stop
SYD11:10Sydney Kingsford Smith
Japan Airlines
4 Apr.
SYD04:15Sydney Kingsford Smith
40h 15m
1 stop
ORD20:30Chicago O'Hare Intl
20 Apr.
ORD08:25Chicago O'Hare Intl
26h 45m
1 stop
SYD11:10Sydney Kingsford Smith
Multiple Airlines
7 Apr.
MEL20:35Melbourne
35h 50m
2 stops
ORD08:25Chicago O'Hare Intl
17 Apr.
ORD08:25Chicago O'Hare Intl
31h 10m
2 stops
MEL15:35Melbourne

Find the cheapest one-way flights to Chicago

If you're looking for one-way flights from Australia to Chicago, view some of our deals below.
Multiple Airlines
5 Jan.
SYD01:15Sydney Kingsford Smith
31h 17m
2 stops
ORD08:32Chicago O'Hare Intl
Multiple Airlines
18 Nov.
SYD09:10Sydney Kingsford Smith
32h 25m
3 stops
ORD17:35Chicago O'Hare Intl
Multiple Airlines
18 Nov.
SYD09:10Sydney Kingsford Smith
32h 35m
2 stops
ORD17:45Chicago O'Hare Intl

Which airlines fly to Chicago?

Here you can see a selection of the most popular and cheapest airlines for flights to Chicago
  • Which airlines fly to Chicago?

    When flying to Chicago from Australia, momondo travellers will most often fly with one of these popular airlines: Air New Zealand, United Airlines, Air Canada or American Airlines. Depending on what airport in Australia you fly from, you may be able to find flights with any of these popular airlines.


Airports near Chicago

Below you will find all the airports in Chicago along with their distance from the city centre

Popular routes to Chicago

Most frequently searched flights to Chicago along with the cheapest price and shortest flight duration
Sydney to Chicago Flights
Fastest flight time33h 55m
Cheapest price$1,369
Brisbane to Chicago Flights
Fastest flight time21h 06m
Cheapest price$1,535
Adelaide to Chicago Flights
Fastest flight time53h 05m
Cheapest price$1,754
Perth to Chicago Flights
Fastest flight time30h 05m
Cheapest price$2,066
Coolangatta to Chicago Flights
Fastest flight time26h 22m
Cheapest price$2,099
Townsville to Chicago Flights
Fastest flight time30h 30m
Cheapest price$2,381
Cairns to Chicago Flights
Fastest flight time62h 55m
Cheapest price$2,430

Start planning your trip to Chicago