Airfare Deals Chicago to Sydney

On HolidayPrice.com you will find 0 direct and 6 connecting flights from Chicago to Sydney at a price of from $602. You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - SYD flight schedule to find best flight time, convenient departure and arrival airports.

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The cost of airline tickets from Chicago to Sydney (Australia) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Sydney.

One way flight from Chicago to Sydney

Below are the prices of tickets for direct one-way flights from Chicago to Sydney. The cheapest flight from Chicago to Sydney starts from $602 – the departure date for this flight is 19 January 2026.

*Prices include: baggage, hand luggage, airline fees and charges.

Round trip from Chicago to Sydney

You can buy a round-trip ticket from Chicago to Sydney (Australia) and back using the table below. The best offer starts from $1 351, the flight dates are: there on 09 November 2025 year and back on 23 November 2025 year.

Sort by: Departure dateCheap flightsTrip timeDirect flights
Air Canada AC 1049 Evening flight
Departure 17.01.26 21:40, Sa
2 Stopovers Trip 13 days
Return 31.01.26 04:00, Sa
Air Canada AC 1049 Evening flight
Departure 19.01.26 21:40, Mo
2 Stopovers Trip 6 days
Return 26.01.26 00:20, Mo
*Prices include: baggage, hand luggage, airline fees and charges.
From Chicago to Sydney from $508! Airfare Deals by Qantas
from $508 left 30 days
Sales dates 01 November 2025 Flight dates: 07 December 2025
Chicago - Sydney One way, Economy - from $508
Find flights

Flight Schedule Chicago to Sydney 2025

The current flight schedule for the route from Chicago to Sydney for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.

Flight schedule not found

Select a date to search for cheap flights to the destination.

*Schedule is indicated only for direct scheduled flights and low-cost airlines.

Flight Information

Flying to Sydney from Chicago takes 20:28 minutes (excluding transfers). The distance between Chicago and Sydney is 9223 miles (14849 kilometers). Planes depart from Chicago between 01:00 and 01:45. The fastest flight from the company United Airlines with flight number UA 211. Flies for just 21:15 minutes with departure from O'Hare and arrival in Sydney (Kingsford Smith) Airport.

time

Average flight time

20:28 min

distance

Distance

9223 mi

The earliest flight

The earliest flight

01:00

The latest flight

The latest flight

01:45

Airplane

The fastest flight

21:15

Airlines

Direct flight

There are 0 airlines that fly directly from Chicago to Sydney. The most popular company carrying out non-stop flights is .

*Flight number

Flights with Transfers

Flights with transfers from Chicago to Sydney can be bought from 6 airlines:

  • Emirates: Dubai
  • United Airlines: Long Beach, San Francisco, Abbotsford
  • American Airlines: Honolulu, Long Beach
  • Etihad Airways: Abu Dhabi
  • Southwest Airlines: Long Beach, Nadi
  • Air New Zealand: Auckland

*Transit cities

Airports

Airports serving the air communication between Chicago and Sydney. You can fly to Sydney from 2 Chicago airports. Planes arrive at 1 airport in Sydney.

Chicago airports:

O'Hare  ~ 25 km* from $ 435Chicago Midway  ~ 14 km* from $ 475

Sydney airports:

Sydney (Kingsford Smith) Airport  ~ 9 km* from $ 750

*Distance from the airport to the city center

Aircraft

You can fly from Chicago to Sydney on board of 6 airlines that utilize 12 aircraft models.

  • Airbus A319
  • Airbus A320
  • Airbus A321
  • Airbus A330-200
  • Airbus A380-800
  • Boeing 737-700
  • Boeing 737-800
  • Boeing 757-300
  • Boeing 777-200LR
  • Boeing 777-300ER
  • Boeing 787-800
  • Boeing 787-900

Connecting cities

The list of cities on transfer flights to Sydney from Chicago. The best options are to fly through: Dubai, Long Beach, Honolulu, San Francisco, Abbotsford, Abu Dhabi, Nadi, Auckland.

Cheap airline tickets from Chicago to Australia

Here is a list of flights from Chicago to Australia purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.

Chicago - Sydney UA 211 United Airlines Airbus A320
21:50 O'Hare
in a way 21 hours 15 min 1 Stopover
19:05 Sydney (Kingsford Smith) Airport
Flights
from $602
19 January 2026
Chicago - Melbourne UA 411 United Airlines Boeing 737-900
01:30 O'Hare
in a way 22 hours 0 min 1 Stopover
23:30 Avalon Airport
Flights
from $686
19 February 2026
Chicago - Brisbane AA 2715 American Airlines Boeing 737-800
00:35 O'Hare
in a way 20 hours 40 min 1 Stopover
21:15 Brisbane Airport
Flights
Find
14 November 2025
Chicago - Perth BA 296 British Airways Boeing 777
02:35 O'Hare
in a way 1 hours 55 min 1 Stopover
04:30 Perth
Flights
Find
14 November 2025
Chicago - Adelaide NZ 27 Air New Zealand Boeing 787-900
01:15 O'Hare
in a way 22 hours 55 min 1 Stopover
00:10 Adelaide Airport
Flights
Find
14 November 2025

All flights from Chicago

Flights from United States to Sydney

Here are the cheapest flight bookings from United States to Sydney made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.

New York - Sydney QF 12 Qantas Boeing 787-900
01:10 John F. Kennedy
in a way 22 hours 20 min Direct
23:30 Sydney (Kingsford Smith) Airport
Flights
from $449
16 November 2025
Los Angeles - Sydney VA 2 Boeing 777-300ER
09:20 Los Angeles
in a way 14 hours 45 min Direct
00:05 Sydney (Kingsford Smith) Airport
Flights
from $302
01 April 2026
Miami - Sydney UA 1139 United Airlines Airbus A320
22:00 Fort Lauderdale Executive Airport
in a way 22 hours 0 min 1 Stopover
20:00 Sydney (Kingsford Smith) Airport
Flights
Find
14 November 2025
Chicago - Sydney UA 211 United Airlines Airbus A320
21:50 O'Hare
in a way 21 hours 15 min 1 Stopover
19:05 Sydney (Kingsford Smith) Airport
Flights
from $602
19 January 2026
San Francisco - Sydney QF 74 Qantas Boeing 747-400
07:35 San Francisco
in a way 14 hours 35 min Direct
22:10 Sydney (Kingsford Smith) Airport
Flights
from $527
25 November 2025

All flights to Sydney

Tips for buying a ticket

Chicago – Sydney – Chicago round-trip route are always cheaper than tickets purchased there and back separately.

Cheap flights from Chicago to Sydney
Sydney city

To start searching for tickets, Specify dates.

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