Cheap Flights from Chicago, IL to Sydney from $595

Return flight: Sydney – Chicago

On Cheapflightsplus.com you will find 445 connecting flights from Chicago to Sydney. You can compare airfare deals from 29 airlines and multiple travel sites from $595, book and save on cheap plane tickets and last minute offers. Also check out CHI-SYD flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to Sydney 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: $595 (one-way), $1020 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Chicago to Sydney. 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
05:00 — 07:00
+2 days
05:00 — 07:58 UA2163 United Airlines
Chicago — Houston
12h 27m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
33h
including layover
Find flight
from$835
05:45 — 07:00
+2 days
05:45 — 08:44 UA2622 United Airlines
Chicago — Houston
11h 41m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
32h 15m
including layover
Find flight
from$1208
06:00 — 07:00
+2 days
06:00 — 08:57 UA2160 United Airlines
Chicago — Houston
11h 28m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
32h
including layover
Find flight
from$829
06:30 — 06:20
+2 days
06:30 — 09:24 UA1962 United Airlines
Chicago — San Francisco
10h 46m stop
20:10 — 06:20 UA829 United Airlines
San Francisco — Sydney
30h 50m
including layover
Find flight
from$831
07:10 — 09:05
+2 days
07:10 — 09:53 UA2449 United Airlines
Chicago — Los Angeles
12h 47m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
32h 55m
including layover
Find flight
from$835
07:25 — 07:00
+2 days
07:25 — 10:21 UA2430 United Airlines
Chicago — Houston
10h 4m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
30h 35m
including layover
Find flight
from$829
08:50 — 09:05
+2 days
08:50 — 11:33 UA1414 United Airlines
Chicago — Los Angeles
11h 7m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
31h 15m
including layover
Find flight
from$829
08:55 — 09:15
+2 days
08:55 — 11:39 UA1387 United Airlines
Chicago — San Francisco
11h 16m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
31h 20m
including layover
Find flight
from$829
09:13 — 09:05
+2 days
08:45 — 11:19 UA1584 United Airlines
Chicago — Los Angeles
10h 38m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
30h 52m
including layover
Find flight
from$917
09:50 — 09:35
+2 days
09:50 — 12:25 AC8902 Air Canada
Chicago — Toronto
6h 15m stop
18:40 — 09:35 AC33 Air Canada
Toronto — Sydney
30h 45m
including layover
Find flight
from$849
10:35 — 07:00
+2 days
10:35 — 13:38 UA2483 United Airlines
Chicago — Houston
6h 47m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
27h 25m
including layover
Find flight
from$829
10:35 — 09:15
+2 days
10:35 — 13:28 UA343 United Airlines
Chicago — San Francisco
9h 17m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
29h 40m
including layover
Find flight
from$829
11:04 — 09:35
+2 days
10:51 — 13:42 AC4407 Air Canada
Chicago — Toronto
4h 58m stop
18:40 — 09:35 AC33 Air Canada
Toronto — Sydney
29h 31m
including layover
Find flight
from$849
11:55 — 18:30
+2 days
11:55 — 07:10 TK186 Turkish Airlines
Chicago — Istanbul
8h 5m stop
15:15 — 18:30 TK174 Turkish Airlines
Istanbul — Sydney
37h 35m
including layover
Find flight
from$1103
12:45 — 09:15
+2 days
12:45 — 15:38 UA1878 United Airlines
Chicago — San Francisco
7h 10m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
27h 30m
including layover
Find flight
from$829
12:46 — 07:00
+2 days
12:46 — 15:48 UA609 United Airlines
Chicago — Houston
4h 37m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
25h 14m
including layover
Find flight
from$827
13:00 — 09:05
+2 days
13:00 — 15:34 UA2133 United Airlines
Chicago — Los Angeles
7h 6m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
27h 5m
including layover
Find flight
from$827
13:11 — 09:35
+2 days
13:06 — 15:50 AC4875 Air Canada
Chicago — Vancouver
6h 50m stop
22:40 — 09:35 AC33 Air Canada
Vancouver — Sydney
27h 24m
including layover
Find flight
from$843
14:35 — 09:15
+2 days
14:35 — 17:30 UA1577 United Airlines
Chicago — San Francisco
5h 25m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
25h 40m
including layover
Find flight
from$827
14:35 — 06:20
+2 days
14:35 — 17:30 UA1577 United Airlines
Chicago — San Francisco
2h 40m stop
20:10 — 06:20 UA829 United Airlines
San Francisco — Sydney
22h 45m
including layover
Find flight
from$831
15:35 — 09:05
+2 days
15:35 — 18:16 UA1875 United Airlines
Chicago — Los Angeles
4h 24m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
24h 30m
including layover
Find flight
from$827
15:40 — 09:35
+2 days
15:40 — 18:13 AC1049 Air Canada
Chicago — Vancouver
4h 27m stop
22:40 — 09:35 AC33 Air Canada
Vancouver — Sydney
24h 55m
including layover
Find flight
from$843
16:00 — 09:35
+3 days
16:00 — 18:41 AC506 Air Canada
Chicago — Toronto
23h 59m stop
18:40 — 09:35 AC33 Air Canada
Toronto — Sydney
48h 35m
including layover
Find flight
from$784
16:25 — 20:15
+2 days
16:25 — 21:05 NH111 All Nippon Airways
Chicago — Tokyo
11h 30m stop
08:35 — 20:15 NH889 All Nippon Airways
Tokyo — Sydney
34h 50m
including layover
Find flight
from$810
17:01 — 09:35
+3 days
16:52 — 19:45 AC5014 Air Canada
Chicago — Toronto
22h 55m stop
18:40 — 09:35 AC33 Air Canada
Toronto — Sydney
47h 34m
including layover
Find flight
from$849
17:50 — 07:00
+3 days
17:50 — 20:50 UA1568 United Airlines
Chicago — Houston
23h 35m stop
20:25 — 07:00 UA101 United Airlines
Houston — Sydney
44h 10m
including layover
Find flight
from$848
18:22 — 09:15
+2 days
18:20 — 21:20 UA1761 United Airlines
Chicago — San Francisco
1h 34m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
21h 53m
including layover
Find flight
from$827
18:25 — 09:05
+2 days
18:25 — 21:09 UA2125 United Airlines
Chicago — Los Angeles
1h 31m stop
22:40 — 09:05 UA839 United Airlines
Los Angeles — Sydney
21h 40m
including layover
Find flight
from$827
20:25 — 06:20
+3 days
20:25 — 23:27 UA210 United Airlines
Chicago — San Francisco
20h 43m stop
20:10 — 06:20 UA829 United Airlines
San Francisco — Sydney
40h 55m
including layover
Find flight
from$848
20:30 — 09:35
+3 days
20:25 — 23:06 AC510 Air Canada
Chicago — Toronto
19h 29m stop
18:40 — 09:35 AC33 Air Canada
Toronto — Sydney
44h 5m
including layover
Find flight
from$784
22:00 — 09:15
+3 days
22:00 — 00:56 UA2289 United Airlines
Chicago — San Francisco
21h 59m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
42h 15m
including layover
Find flight
from$835
*Departure and arrival times - local. Updated on December 22, 2024

Flight Information

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

Distance between Chicago and Sydney is 14883 miles. Time difference between the cities is 4h. Airplanes depart 01:15 to 23:30 from 7 Chicago airports and arrive 01:15 to 23:30 to 5 Sydney airports. Average flight time is 33h 30m.

  • The fastest flight 21h 15m
  • Average flight time 33h 30m
  • The earliest flight 01:15
  • The latest flight 23:30
  • Distance 9248 ml

The cheapest months to travel to Sydney are february (from 595 $), november (from 652 $), december (from 827 $).

The most expensive months are january (from 831 $), december (from 827 $), november (from 652 $).

What is the lowest airfare Chicago to Sydney?

The cheapest plane ticket found by our users is $595. This airfare is for economy class on one-way F93088 flight by Frontier Airlines for February 21, 2025 which leaves Midway in Chicago at 15:28 am and arrives at Sydney Kingsford Smith at 07:25.

Economy class
$595
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Business class
?
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First class
?
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Popular Airlines on the Route

The flight Chicago — Sydney is served by 29 regular airlines and 7 low-cost airlines. Most of the flights on this route are operated by Japan Airlines - JAL - 3 departures per week at the price of from $ 1073 . And the most expensive tickets are offered by British Airways airline - from $ 8200.

Direct flights

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

Connecting Flights

There are 445 flights with layovers on the route. The fastest connecting flight is QF3102 by Qantas takes 21h 15m and the cheapest is F93088 by Frontier Airlines for $595.

  • JL - Japan Airlines - JAL
    from $1073
    Find
  • LO - LOT
    from $1986
    Find
  • UA - United Airlines
    from $827
    Find
  • NZ - Air New Zealand Limited
    from $1189
    Find
  • LX - SWISS International Air Lines
    from $1867
    Find
  • BR - EVA Airways Corporation
    from $866
    Find
  • QF - Qantas
    from $1285
    Find
  • IB - Iberia
    from $1539
    Find
  • KE - Korean Air
    from $1628
    Find
  • QR - Qatar Airways
    from $1515
    Find
  • AC - Air Canada
    from $784
    Find
  • EK - Emirates
    from $1566
    Find
See more connecting flights

Airports

You can fly from Chicago to Sydney from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $691
    Find
  • Midway-MDW
    from $595
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Sydney airports

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