Cheap Flights from Sydney to Chicago, IL from $442

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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 $442, 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: $442 (one-way), $758 (round-trip).

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Best Flights from Sydney to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Sydney to Chicago with the lowest price of $442. Take a look at the list of flights with layovers from Sydney to Chicago from $442. There’re no direct flights. The fastest connecting flight – 19h 24m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $491 Find flight	09:10 Sydney Kingsford Smith	14:15 Chicago O'Hare International	20h 5m layover 2h 0m - Los Angeles	Qantas	QF4111 QF3319
from $578 Find flight	17:45 Sydney Kingsford Smith	11:36+1 день Chicago O'Hare International	32h 51m layover 15h 5m - Los Angeles	Qantas	QF11 NK2192
from $442 Find flight	06:00 Sydney Kingsford Smith	23:31 Chicago O'Hare International	32h 31m layover 9h 45m - Nadi 4h 29m - Los Angeles	Air Pacific	FJ914 FJ810 NK3010
from $515 Find flight	09:20 Sydney Kingsford Smith	11:36+1 день Chicago O'Hare International	41h 16m layover 1h 30m - Vancouver 18h 13m - Los Angeles	Air Canada	AC34 AC552 NK2192

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 18, 2025

Flight Schedule Sydney to Chicago (Illinois)

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	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$491
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$491
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$491
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$491
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$491
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$501
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$503
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$503
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$809
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$803
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$649
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$491
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$503
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$578
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$581

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on September 18, 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

The cheapest months to travel to Chicago are august (from 442 $), july (from 453 $), may (from 491 $).

The most expensive months are december (from 1 748 $), january (from 1 102 $), february (from 1 032 $).

What is the lowest airfare Sydney to Chicago?

The cheapest plane ticket found by our users is $442. 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

$442

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Business class

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First class

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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 $ 1327 . And the most expensive tickets are offered by All Nippon Airways airline - from $ 2235.

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 $442.

3U - Sichuan Airlines

from $615

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PR - Philippine Airlines

from $793

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JL - Japan Airlines - JAL

from $1327

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FJ - Air Pacific

from $442

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JQ - Jetstar Airways

from $804

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NZ - Air New Zealand Limited

from $835

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UA - United Airlines

from $871

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QF - Qantas

from $491

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MF - Xiamen Airlines

from $1256

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KE - Korean Air

from $1295

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MH - Malaysia Airlines

from $1095

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WS - WestJet

from $1255

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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 $442
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Sydney West-SWZ

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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

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Sydney by 34 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top International Destinations from Sydney

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

Sydney — New York

from $54

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Sydney — Los Angeles

from $63

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Sydney — Honolulu

from $77

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Sydney — Las Vegas

from $56

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Sydney — San Francisco

from $57

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Sydney — Dallas

from $70

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Sydney — Miami

from $55

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Sydney — Chicago

from $66

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Sydney — Seattle

from $57

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Sydney — Boston

from $56

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How to book a plane 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.
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