Cheap Flights from Sydney to Chicago, IL from $445

Return flight: Chicago – Sydney

On Cheapflightsplus.com you will find 1000 connecting flights from Sydney to Chicago. You can compare airfare deals from 34 airlines and multiple travel sites from $445, book and save on cheap plane tickets and last minute offers. Also check out SYD-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Flight Information

Below we will explain in detail what the flights cost on the destination from Sydney to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Sydney and Chicago is 14883 miles. Time difference between the cities is 4h. Airplanes depart 06:00 to 22:20 from 5 Sydney airports and arrive 06:00 to 22:20 to 7 Chicago airports. Average flight time is 35h 55m.

  • The fastest flight 19h 24m
  • Average flight time 35h 55m
  • The earliest flight 06:00
  • The latest flight 22:20
  • Distance 9248 ml

The cheapest months to travel to Chicago are august (from 445 $), july (from 456 $), may (from 494 $).

The most expensive months are december (from 1 757 $), january (from 1 108 $), february (from 1 038 $).

What is the lowest airfare Sydney to Chicago?

The cheapest plane ticket found by our users is $445. This airfare is for economy class on one-way FJ914 flight by Air Pacific for August 28, 2025 which leaves Kingsford Smith in Sydney at 06:00 am and arrives at Chicago O'Hare International at 23:31.

Economy class
$445
Find
Business class
?
Find
First class
?
Find

Flight Schedule Sydney to Chicago (Illinois)

09:10 — 14:15
20h 5m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
2h stop
08:00 — 14:15 Los Angeles — Chicago
QF3319 Qantas
09:10 — 15:54
21h 44m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
3h 36m stop
17:48 — 23:59 Los Angeles — Chicago
QF4548 Qantas
09:10 — 17:02
22h 52m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
4h 38m stop
11:45 — 17:53 Los Angeles — Chicago
QF3011 Qantas
09:10 — 17:02
22h 52m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
4h 38m stop
11:05 — 17:17 Los Angeles — Chicago
QF4128 Qantas
09:10 — 19:29
25h 19m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
7h stop
13:00 — 19:29 Los Angeles — Chicago
QF3109 Qantas
09:10 — 21:08
26h 58m flight time
Find flight
from$494
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
9h 2m stop
15:02 — 21:08 Los Angeles — Chicago
QF4307 Qantas
09:10 — 22:32
28h 22m flight time
Find flight
from$504
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
10h 20m stop
16:20 — 22:32 Los Angeles — Chicago
QF3029 Qantas
09:10 — 15:44
21h 34m flight time
Find flight
from$506
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
3h 36m stop
09:43 — 15:55 Los Angeles — Chicago
QF3159 Qantas
09:10 — 16:48
22h 38m flight time
Find flight
from$506
09:10 — 06:00 Sydney — Los Angeles
QF4111 Qantas
4h 33m stop
11:16 — 17:26 Los Angeles — Chicago
QF4664 Qantas
17:45 — 23:35
20h 50m flight time
Find flight
from$494
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
3h 4m stop
17:48 — 23:59 Los Angeles — Chicago
QF4548 Qantas
17:45 — 23:43
20h 58m flight time
Find flight
from$506
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
3h 6m stop
09:43 — 15:55 Los Angeles — Chicago
QF3159 Qantas
17:45 — 16:48+1day
38h 3m flight time
Find flight
from$506
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
20h 8m stop
11:16 — 17:26 Los Angeles — Chicago
QF4664 Qantas
17:45 — 11:36+1day
32h 51m flight time
Find flight
from$581
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
15h 5m stop
05:30 — 11:36 Los Angeles — Chicago
NK2192 Spirit Airlines
17:45 — 06:42+1day
27h 57m flight time
Find flight
from$584
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
10h 16m stop
00:41 — 06:42 Los Angeles — Chicago
NK2549 Spirit Airlines
17:45 — 11:36+1day
32h 51m flight time
Find flight
from$634
17:45 — 14:25 Sydney — Los Angeles
QF11 Qantas
15h 5m stop
07:13 — 13:22 Los Angeles — Chicago
NK466 Spirit Airlines
Full flight schedule will help you in detecting at what time planes fly from Sydney to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
*Departure and arrival times - local. Updated on October 14, 2025.

Popular Airlines on the Route

The flight Sydney — Chicago is served by 34 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by Japan Airlines - JAL - 1 departures per week at the price of from $ 1094 . And the most expensive tickets are offered by China Airlines airline - from $ 1434.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 1000 flights with layovers on the route. The fastest connecting flight is QF7 by Qantas takes 19h 24m and the cheapest is FJ914 by Air Pacific for $445.

  • 3U - Sichuan Airlines
    from $618
    Find
  • PR - Philippine Airlines
    from $797
    Find
  • JL - Japan Airlines - JAL
    from $1094
    Find
  • FJ - Air Pacific
    from $445
    Find
  • JQ - Jetstar Airways
    from $752
    Find
  • NZ - Air New Zealand Limited
    from $839
    Find
  • UA - United Airlines
    from $876
    Find
  • QF - Qantas
    from $494
    Find
  • MF - Xiamen Airlines
    from $1263
    Find
  • KE - Korean Air
    from $1075
    Find
  • MH - Malaysia Airlines
    from $1101
    Find
  • WS - WestJet
    from $1262
    Find
See more connecting flights

Airports

You can fly from Sydney to Chicago from 5 airports (Bankstown, Palm Beach SPB, Rose Bay, Kingsford Smith, Sydney West).

Sydney airports

  • Bankstown-BWU
    Find
  • Palm Beach SPB-LBH
    Find
  • Rose Bay-RSE
    Find
  • Kingsford Smith-SYD
    from $445
    Find
  • Sydney West-SWZ
    Find

Chicago airports

  • O'Hare International-ORD
    Find
  • Midway-MDW
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

Back