Cheap Flights from Sydney to Chicago, IL from $456

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 $456, 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.

Find One-Way and Round-Trip Sydney to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $456 (one-way), $782 (round-trip).
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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 Arrival Flight Details Flight Duration Price
09:10 — 14:15
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
2h stop
08:00 — 14:15 QF3319 Qantas
Los Angeles — Chicago
20h 5m
including layover
Find flight
from$495
09:10 — 15:54
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
3h 36m stop
17:48 — 23:59 QF4548 Qantas
Los Angeles — Chicago
21h 44m
including layover
Find flight
from$495
09:10 — 17:02
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
4h 38m stop
11:05 — 17:17 QF4128 Qantas
Los Angeles — Chicago
22h 52m
including layover
Find flight
from$495
09:10 — 19:29
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
7h stop
13:00 — 19:29 QF3109 Qantas
Los Angeles — Chicago
25h 19m
including layover
Find flight
from$495
09:10 — 21:08
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
9h 2m stop
15:02 — 21:08 QF4307 Qantas
Los Angeles — Chicago
26h 58m
including layover
Find flight
from$495
09:10 — 22:32
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
10h 20m stop
16:20 — 22:32 QF3029 Qantas
Los Angeles — Chicago
28h 22m
including layover
Find flight
from$505
09:10 — 15:44
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
3h 36m stop
09:43 — 15:55 QF3159 Qantas
Los Angeles — Chicago
21h 34m
including layover
Find flight
from$508
09:10 — 16:48
09:10 — 06:00 QF4111 Qantas
Sydney — Los Angeles
4h 33m stop
11:16 — 17:26 QF4664 Qantas
Los Angeles — Chicago
22h 38m
including layover
Find flight
from$508
10:20 — 16:42
09:20 — 06:45 AC34 Air Canada
Sydney — Vancouver
3h 45m stop
10:30 — 16:42 AC5104 Air Canada
Vancouver — Chicago
22h 22m
including layover
Find flight
from$816
11:10 — 14:25
+1 day
10:10 — 17:50 CX162 Cathay Pacific
Sydney — Hong Kong
18h 50m stop
12:40 — 14:25 CX806 Cathay Pacific
Hong Kong — Chicago
43h 15m
including layover
Find flight
from$810
16:40 — 08:45
+1 day
15:40 — 00:05 EY451 Etihad Airways
Sydney — Abu Dhabi
2h 50m stop
02:55 — 08:45 EY9 Etihad Airways
Abu Dhabi — Chicago
32h 5m
including layover
Find flight
from$655
17:45 — 23:35
17:45 — 14:25 QF11 Qantas
Sydney — Los Angeles
3h 4m stop
17:48 — 23:59 QF4548 Qantas
Los Angeles — Chicago
20h 50m
including layover
Find flight
from$495
17:45 — 16:48
+1 day
17:45 — 14:25 QF11 Qantas
Sydney — Los Angeles
20h 8m stop
11:16 — 17:26 QF4664 Qantas
Los Angeles — Chicago
38h 3m
including layover
Find flight
from$507
17:45 — 11:36
+1 day
17:45 — 14:25 QF11 Qantas
Sydney — Los Angeles
15h 5m stop
05:30 — 11:36 NK2192 Spirit Airlines
Los Angeles — Chicago
32h 51m
including layover
Find flight
from$583
17:45 — 06:42
+1 day
17:45 — 14:25 QF11 Qantas
Sydney — Los Angeles
10h 16m stop
00:41 — 06:42 NK2549 Spirit Airlines
Los Angeles — Chicago
27h 57m
including layover
Find flight
from$586
*Departure and arrival times - local. Updated on September 12, 2025

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

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 $ 1339 . And the most expensive tickets are offered by All Nippon Airways airline - from $ 2255.

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.

  • 3U - Sichuan Airlines
    from $620
    Find
  • PR - Philippine Airlines
    from $800
    Find
  • JL - Japan Airlines - JAL
    from $1339
    Find
  • FJ - Air Pacific
    from $446
    Find
  • JQ - Jetstar Airways
    from $811
    Find
  • NZ - Air New Zealand Limited
    from $842
    Find
  • UA - United Airlines
    from $878
    Find
  • QF - Qantas
    from $495
    Find
  • MF - Xiamen Airlines
    from $1267
    Find
  • KE - Korean Air
    from $1307
    Find
  • MH - Malaysia Airlines
    from $1105
    Find
  • WS - WestJet
    from $1266
    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
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  • Palm Beach SPB-LBH
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  • Rose Bay-RSE
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  • Kingsford Smith-SYD
    from $446
    Find
  • Sydney West-SWZ
    Find

Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • 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.

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