Cheap Flights from Sydney to Chicago, IL from $66

Return flight: Chicago – Sydney

On Cheapflightsplus.com you will find 232 connecting flights from Sydney to Chicago. You can compare airfare deals from 17 airlines and multiple travel sites from $453, 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: $66 (one-way), $113 (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
16:30 — 04:55
+1 day
16:30 — 06:00 JQ3 Jetstar Airways
Sydney — Honolulu
9h 50m stop
15:50 — 04:55 UA218 United Airlines
Honolulu — Chicago
27h 25m
including layover
Find flight
from$709
06:00 — 14:37
06:00 — 07:35 JQ501 Jetstar Airways
Sydney — Melbourne
3h 50m stop
11:25 — 06:40 UA99 United Airlines
Melbourne — Los Angeles
1h 50m stop
08:30 — 14:37 UA2039 United Airlines
Los Angeles — Chicago
25h 37m
including layover
Find flight
from$689
07:00 — 14:37
07:00 — 08:35 JQ503 Jetstar Airways
Sydney — Melbourne
2h 50m stop
11:25 — 06:40 UA99 United Airlines
Melbourne — Los Angeles
1h 50m stop
08:30 — 14:37 UA2039 United Airlines
Los Angeles — Chicago
24h 37m
including layover
Find flight
from$592
09:30 — 16:46
09:30 — 06:05 UA842 United Airlines
Sydney — Los Angeles
2h 40m stop
08:45 — 10:07 UA5779 United Airlines
Los Angeles — Las Vegas
53m stop
11:00 — 16:46 UA597 United Airlines
Las Vegas — Chicago
22h 16m
including layover
Find flight
from$453
10:30 — 16:50
10:30 — 06:15 UA842 United Airlines
Sydney — Los Angeles
1h 45m stop
08:00 — 09:45 UA501 United Airlines
Los Angeles — San Francisco
55m stop
10:40 — 16:50 UA1726 United Airlines
San Francisco — Chicago
22h 20m
including layover
Find flight
from$453
11:50 — 19:32
11:50 — 06:30 UA842 United Airlines
Sydney — Los Angeles
4h 30m stop
11:00 — 12:38 UA1550 United Airlines
Los Angeles — San Francisco
47m stop
13:25 — 19:32 UA732 United Airlines
San Francisco — Chicago
24h 42m
including layover
Find flight
from$453
12:00 — 21:19
12:00 — 08:40 UA870 United Airlines
Sydney — San Francisco
2h 12m stop
10:52 — 14:31 UA320 United Airlines
San Francisco — Denver
3h 24m stop
17:55 — 21:19 UA451 United Airlines
Denver — Chicago
24h 19m
including layover
Find flight
from$453
13:00 — 19:02
13:00 — 08:40 UA870 United Airlines
Sydney — San Francisco
2h 20m stop
11:00 — 14:34 UA320 United Airlines
San Francisco — Denver
1h 6m stop
15:40 — 19:02 UA478 United Airlines
Denver — Chicago
22h 2m
including layover
Find flight
from$453
14:00 — 22:20
14:00 — 08:40 UA870 United Airlines
Sydney — San Francisco
5h 48m stop
14:28 — 17:58 UA2242 United Airlines
San Francisco — Denver
57m stop
18:55 — 22:20 UA451 United Airlines
Denver — Chicago
25h 20m
including layover
Find flight
from$453
17:25 — 17:05
+1 day
17:25 — 19:00 JQ521 Jetstar Airways
Sydney — Melbourne
16h 25m stop
11:25 — 06:40 UA99 United Airlines
Melbourne — Los Angeles
4h 15m stop
10:55 — 17:05 UA2362 United Airlines
Los Angeles — Chicago
40h 40m
including layover
Find flight
from$715
21:55 — 14:37
+1 day
21:55 — 23:25 JQ527 Jetstar Airways
Sydney — Melbourne
12h stop
11:25 — 06:40 UA99 United Airlines
Melbourne — Los Angeles
1h 50m stop
08:30 — 14:37 UA2039 United Airlines
Los Angeles — Chicago
33h 42m
including layover
Find flight
from$681
*Departure and arrival times - local. Updated on February 3, 2023

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 31h 5m.

  • The fastest flight 19h 10m
  • Average flight time 31h 5m
  • The earliest flight 06:00
  • The latest flight 22:20
  • Distance 9248 ml

What is the lowest airfare Sydney to Chicago?

The cheapest plane ticket found by our users is $453. This airfare is for economy class on one-way UA842 flight by United Airlines for October 27, 2020 which leaves Kingsford Smith in Sydney at 11:50 am and arrives at Chicago O'Hare International at 19:32.

Economy class
$453
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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 17 regular airlines and 1 low-cost airline. Most of the flights on this route are operated by American Airlines - 11 departures per week at the price of from $ 839 . And the most expensive tickets are offered by Cathay Pacific airline - from $ 2259.

Direct flights

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

Connecting Flights

There are 232 flights with layovers on the route. The fastest connecting flight is NZ110 by Air New Zealand Limited takes 19h 10m and the cheapest is UA842 by United Airlines for $453.

  • AA - American Airlines
    from $839
    Find
  • QR - Qatar Airways
    from $1294
    Find
  • AC - Air Canada
    from $1060
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  • FJ - Air Pacific
    from $1202
    Find
  • EK - Emirates
    from $1209
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  • CI - China Airlines
    from $1713
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  • JQ - Jetstar Airways
    from $592
    Find
  • DL - Delta Air Lines Inc.
    from $632
    Find
  • UA - United Airlines
    from $453
    Find
  • NZ - Air New Zealand Limited
    from $1221
    Find
  • EY - Etihad Airways
    from $1414
    Find
  • QF - Qantas
    from $730
    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 $453
    Find
  • 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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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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