Cheap Flights from Sydney to Chicago, IL from $345

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On Cheapflightsplus.com you will find 835 connecting flights from Sydney to Chicago. You can compare airfare deals from 33 airlines and multiple travel sites from $345, 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: $345 (one-way), $592 (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 $345. Take a look at the list of flights with layovers from Sydney to Chicago from $345. There’re no direct flights. The fastest connecting flight – 19h 24m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $492 Find flight	17:45 Sydney Kingsford Smith	11:36+1 день Chicago O'Hare International	32h 51m layover 15h 5m - Los Angeles	Qantas	QF11 NK466
from $507 Find flight	16:40 Sydney Kingsford Smith	08:45+1 день Chicago O'Hare International	32h 5m layover 2h 50m - Abu Dhabi	Etihad Airways	EY451 EY9
from $627 Find flight	11:10 Sydney Kingsford Smith	14:25+1 день Chicago O'Hare International	43h 15m layover 18h 50m - Hong Kong	Cathay Pacific	CX162 CX806
from $345 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 $354 Find flight	13:15 Sydney Kingsford Smith	05:25+1 день Chicago O'Hare International	31h 10m layover 2h 45m - Nadi 10h 25m - Los Angeles	Air Pacific	FJ910 FJ810 NK1103
from $465 Find flight	10:20 Sydney Kingsford Smith	23:10 Chicago O'Hare International	28h 50m layover 1h 50m - Vancouver 4h 34m - Newark	Air Canada	AC34 AC548 NK329
from $510 Find flight	13:50 Sydney Kingsford Smith	09:05+1 день Chicago O'Hare International	35h 15m layover 2h 35m - Singapore 5h 45m - Tokyo	Tiger Airways	TR3 JL36 JL10
from $512 Find flight	21:45 Sydney Kingsford Smith	15:45+1 день Chicago O'Hare International	34h 0m layover 4h 55m - Singapore 2h 5m - Tokyo	Tiger Airways	TR13 JL712 JL56
from $512 Find flight	13:50 Sydney Kingsford Smith	09:05+1 день Chicago O'Hare International	35h 15m layover 6h 40m - Singapore 1h 40m - Tokyo	Tiger Airways	TR3 JL38 JL10
from $578 Find flight	12:15 Sydney Kingsford Smith	09:30+1 день Chicago O'Hare International	37h 15m layover 5h 35m - Manila 6h 5m - Seoul	CEBU Pacific Air	5J40 KE624 KE37
from $578 Find flight	12:15 Sydney Kingsford Smith	09:30+1 день Chicago O'Hare International	37h 15m layover 9h 10m - Manila 2h 25m - Seoul	CEBU Pacific Air	5J40 KE620 KE37
from $582 Find flight	21:30 Sydney Kingsford Smith	12:07+1 день Chicago O'Hare International	29h 37m layover 2h 4m - San Francisco 8h 0m - Seattle	Qantas	QF73 QF3669 HA6816
from $582 Find flight	21:30 Sydney Kingsford Smith	23:59+1 день Chicago O'Hare International	41h 29m layover 2h 4m - San Francisco 19h 54m - Seattle	Qantas	QF73 QF3669 HA6819
from $584 Find flight	20:00 Sydney Kingsford Smith	14:25+1 день Chicago O'Hare International	33h 25m layover 2h 25m - Brisbane 5h 50m - Hong Kong	Jetstar Airways	JQ824 CX156 CX806
from $584 Find flight	18:25 Sydney Kingsford Smith	14:25+1 день Chicago O'Hare International	35h 0m layover 4h 0m - Brisbane 5h 50m - Hong Kong	Jetstar Airways	JQ822 CX156 CX806
from $585 Find flight	21:30 Sydney Kingsford Smith	12:07+1 день Chicago O'Hare International	29h 37m layover 2h 4m - San Francisco 8h 0m - Seattle	Qantas	QF73 QF3669 AS408

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 07, 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
08:40 — 14:25 +1 day	07:40 — 15:15 CX110 Cathay Pacific Sydney — Hong Kong 21h 25m stop 12:40 — 14:25 CX806 Cathay Pacific Hong Kong — Chicago	45h 45m including layover	Find flight from$629
08:55 — 09:30 +1 day	07:55 — 17:35 KE402 Korean Air Sydney — Seoul 17h 5m stop 10:40 — 09:40 KE37 Korean Air Seoul — Chicago	40h 35m including layover	Find flight from$835
09:20 — 05:38 +1 day	09:20 — 06:44 AC34 Air Canada Sydney — Vancouver 16h 50m stop 23:35 — 05:38 AC5083 Air Canada Vancouver — Chicago	35h 18m including layover	Find flight from$635
09:20 — 07:56 +1 day	11:20 — 16:39 AC34 Air Canada Sydney — Toronto 14h 32m stop 06:52 — 08:05 AC5141 Air Canada Toronto — Chicago	37h 36m including layover	Find flight from$639
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$632
10:20 — 19:29	09:20 — 16:32 AC34 Air Canada Sydney — Toronto 2h 5m stop 18:35 — 19:30 AC511 Air Canada Toronto — Chicago	25h 9m including layover	Find flight from$636
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$627
11:20 — 19:58	10:20 — 06:50 UA870 United Airlines Sydney — San Francisco 6h 45m stop 13:45 — 20:13 UA1470 United Airlines San Francisco — Chicago	24h 38m including layover	Find flight from$680
15:05 — 14:25 +1 day	14:05 — 21:30 CX100 Cathay Pacific Sydney — Hong Kong 15h 10m stop 12:40 — 14:25 CX806 Cathay Pacific Hong Kong — Chicago	39h 20m including layover	Find flight from$629
15:50 — 15:05 +1 day	14:50 — 22:50 QR8400 Qatar Airways Sydney — Doha 9h 10m stop 08:00 — 15:05 QR725 Qatar Airways Doha — Chicago	39h 15m including layover	Find flight from$876
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$507
17:45 — 11:36 +1 day	17:45 — 14:25 QF11 Qantas Sydney — Los Angeles 15h 5m stop 07:13 — 13:22 NK466 Spirit Airlines Los Angeles — Chicago	32h 51m including layover	Find flight from$492
17:45 — 23:15	17:45 — 14:25 QF11 Qantas Sydney — Los Angeles 2h 35m stop 17:00 — 23:15 UA212 United Airlines Los Angeles — Chicago	20h 30m including layover	Find flight from$949
20:30 — 07:25 +2 days	19:30 — 03:55 AI301 Air India Sydney — New Delhi 22h 45m stop 01:00 — 10:15 AI127 Air India New Delhi — Chicago	50h 55m including layover	Find flight from$738
21:50 — 14:25 +1 day	22:20 — 04:30 CX138 Cathay Pacific Sydney — Hong Kong 7h 30m stop 12:35 — 13:00 CX806 Cathay Pacific Hong Kong — Chicago	31h 35m including layover	Find flight from$635
21:55 — 17:55 +1 day	20:55 — 11:05 TK175 Turkish Airlines Sydney — Istanbul 3h 25m stop 14:25 — 17:55 TK5 Turkish Airlines Istanbul — Chicago	36h including layover	Find flight from$756

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

*Departure and arrival times - local. Updated on June 7, 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 461 $), july (from 472 $), may (from 512 $).

The most expensive months are december (from 1 821 $), january (from 1 148 $), february (from 1 076 $).

What is the lowest airfare Sydney to Chicago?

The cheapest plane ticket found by our users is $345. This airfare is for economy class on one-way FJ914 flight by Air Pacific for August 27, 2025 which leaves Kingsford Smith in Sydney at 06:00 am and arrives at Chicago O'Hare International at 23:31.

Economy class

$345

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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 33 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 $ 850 . And the most expensive tickets are offered by Cathay Pacific airline - from $ 1794.

Direct flights

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

Connecting Flights

There are 835 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 $345.

PR - Philippine Airlines

from $619

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JL - Japan Airlines - JAL

from $850

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FJ - Air Pacific

from $345

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JQ - Jetstar Airways

from $584

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NZ - Air New Zealand Limited

from $651

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UA - United Airlines

from $680

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QF - Qantas

from $479

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MF - Xiamen Airlines

from $981

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KE - Korean Air

from $835

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MH - Malaysia Airlines

from $881

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WS - WestJet

from $981

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SQ - Singapore Airlines

from $825

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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 $345
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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 33 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»
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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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