Cheap Flights from Chicago, IL to Sydney from $394

Return flight: Sydney – Chicago

On Cheapflightsplus.com you will find 791 connecting flights from Chicago to Sydney. You can compare airfare deals from 41 airlines and multiple travel sites from $394, 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: $394 (one-way), $676 (round-trip).
Direct flights
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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
06:10 — 07:30
+2 days
06:10 — 08:44 F92445 Frontier Airlines
Chicago — Los Angeles
14h 31m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
34h 20m
including layover
Find flight
from$489
06:45 — 07:30
+2 days
06:45 — 09:07 NK467 Spirit Airlines
Chicago — Los Angeles
13h 3m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
32h 45m
including layover
Find flight
from$456
07:10 — 08:00
+2 days
07:10 — 09:40 UA2361 United Airlines
Chicago — Los Angeles
13h 8m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
32h 50m
including layover
Find flight
from$669
07:15 — 07:55
+2 days
07:15 — 10:01 UA1881 United Airlines
Chicago — San Francisco
12h 59m stop
23:00 — 07:55 UA863 United Airlines
San Francisco — Sydney
32h 40m
including layover
Find flight
from$747
08:00 — 07:30
+2 days
08:00 — 10:26 NK3016 Spirit Airlines
Chicago — Los Angeles
11h 44m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
31h 30m
including layover
Find flight
from$456
08:51 — 08:20
+2 days
08:48 — 11:33 AC5101 Air Canada
Chicago — Vancouver
11h 7m stop
22:40 — 07:20 AC33 Air Canada
Vancouver — Sydney
31h 29m
including layover
Find flight
from$904
09:00 — 07:55
+2 days
08:45 — 11:33 UA1387 United Airlines
Chicago — San Francisco
11h 18m stop
23:00 — 06:55 UA863 United Airlines
San Francisco — Sydney
30h 55m
including layover
Find flight
from$716
09:12 — 07:30
+2 days
09:12 — 11:33 QF4596 Qantas
Chicago — Los Angeles
11h 37m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
31h 18m
including layover
Find flight
from$793
10:05 — 07:05
+2 days
09:50 — 12:23 QF4311 Qantas
Chicago — Los Angeles
10h 51m stop
22:40 — 09:00 QF4112 Qantas
Los Angeles — Sydney
30h
including layover
Find flight
from$669
10:55 — 08:00
+2 days
10:50 — 13:23 UA1584 United Airlines
Chicago — Los Angeles
9h 19m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
29h 5m
including layover
Find flight
from$665
11:50 — 20:15
+2 days
10:30 — 15:00 NH11 All Nippon Airways
Chicago — Tokyo
17h 35m stop
08:35 — 20:15 NH889 All Nippon Airways
Tokyo — Sydney
40h 25m
including layover
Find flight
from$544
11:50 — 10:25
+2 days
10:30 — 15:00 NH11 All Nippon Airways
Chicago — Tokyo
7h 45m stop
22:45 — 10:30 NH879 All Nippon Airways
Tokyo — Sydney
30h 35m
including layover
Find flight
from$593
12:00 — 19:00
+2 days
12:00 — 12:55 AI126 Air India
Chicago — New Delhi
12h stop
00:55 — 18:00 AI302 Air India
New Delhi — Sydney
39h
including layover
Find flight
from$677
12:53 — 07:55
+2 days
12:53 — 15:30 UA2465 United Airlines
Chicago — San Francisco
7h 30m stop
23:00 — 06:55 UA863 United Airlines
San Francisco — Sydney
27h 2m
including layover
Find flight
from$716
13:05 — 08:00
+2 days
12:51 — 15:20 UA1363 United Airlines
Chicago — Los Angeles
7h 11m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
26h 55m
including layover
Find flight
from$665
13:30 — 07:05
+2 days
13:30 — 15:49 QF3039 Qantas
Chicago — Los Angeles
7h 6m stop
22:55 — 07:05 QF4112 Qantas
Los Angeles — Sydney
26h 35m
including layover
Find flight
from$792
14:35 — 08:00
+2 days
13:55 — 16:22 UA378 United Airlines
Chicago — Los Angeles
5h 42m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
25h 25m
including layover
Find flight
from$665
14:40 — 06:55
+2 days
14:35 — 17:30 UA1577 United Airlines
Chicago — San Francisco
5h 34m stop
22:55 — 09:15 UA863 United Airlines
San Francisco — Sydney
25h 15m
including layover
Find flight
from$720
15:35 — 07:00
+2 days
15:35 — 18:06 UA576 United Airlines
Chicago — Los Angeles
4h 44m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
24h 25m
including layover
Find flight
from$723
15:40 — 08:00
+2 days
15:40 — 18:08 UA2124 United Airlines
Chicago — Los Angeles
4h 37m stop
22:45 — 07:00 UA839 United Airlines
Los Angeles — Sydney
24h 20m
including layover
Find flight
from$665
16:35 — 08:00
+2 days
16:35 — 19:03 UA2053 United Airlines
Chicago — Los Angeles
3h 42m stop
22:45 — 07:00 UA839 United Airlines
Los Angeles — Sydney
23h 25m
including layover
Find flight
from$665
16:58 — 07:30
+2 days
08:37 — 11:08 NK2544 Spirit Airlines
Chicago — Los Angeles
3h 43m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
23h 32m
including layover
Find flight
from$543
17:36 — 06:55
+2 days
17:36 — 20:06 QF3008 Qantas
Chicago — Dallas
2h 34m stop
22:40 — 06:55 QF8 Qantas
Dallas — Sydney
22h 19m
including layover
Find flight
from$742
17:45 — 20:15
+2 days
16:25 — 21:05 NH111 All Nippon Airways
Chicago — Tokyo
11h 20m stop
08:35 — 20:15 NH889 All Nippon Airways
Tokyo — Sydney
34h 30m
including layover
Find flight
from$537
18:03 — 07:05
+2 days
08:39 — 11:10 QF3008 Qantas
Chicago — Los Angeles
2h 48m stop
22:50 — 07:05 QF4112 Qantas
Los Angeles — Sydney
22h 2m
including layover
Find flight
from$669
18:25 — 08:00
+2 days
18:25 — 20:57 UA1967 United Airlines
Chicago — Los Angeles
1h 45m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
21h 35m
including layover
Find flight
from$665
19:03 — 07:05
+2 days
17:38 — 20:11 QF3102 Qantas
Chicago — Los Angeles
1h 44m stop
22:50 — 07:05 QF4112 Qantas
Los Angeles — Sydney
21h 2m
including layover
Find flight
from$669
19:49 — 07:30
+3 days
19:49 — 22:20 NK2191 Spirit Airlines
Chicago — Los Angeles
24h 50m stop
23:10 — 07:30 QF12 Qantas
Los Angeles — Sydney
44h 41m
including layover
Find flight
from$543
20:10 — 08:00
+3 days
20:10 — 22:45 UA1084 United Airlines
Chicago — Los Angeles
24h stop
22:45 — 07:00 UA839 United Airlines
Los Angeles — Sydney
43h 50m
including layover
Find flight
from$684
20:20 — 07:00
+3 days
20:20 — 22:55 UA2738 United Airlines
Chicago — Los Angeles
23h 55m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
43h 40m
including layover
Find flight
from$731
21:40 — 06:55
+3 days
21:40 — 00:30 UA2106 United Airlines
Chicago — San Francisco
22h 30m stop
23:00 — 06:55 UA863 United Airlines
San Francisco — Sydney
42h 15m
including layover
Find flight
from$754
21:42 — 07:00
+3 days
21:42 — 00:15 UA2378 United Airlines
Chicago — Los Angeles
22h 35m stop
22:50 — 07:00 UA839 United Airlines
Los Angeles — Sydney
42h 18m
including layover
Find flight
from$729
23:45 — 19:00
+3 days
23:45 — 18:05 TK156 Turkish Airlines
Chicago — Istanbul
21h 45m stop
15:50 — 19:00 TK174 Turkish Airlines
Istanbul — Sydney
52h 15m
including layover
Find flight
from$837
*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 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 00:30 to 23:45 from 7 Chicago airports and arrive 00:30 to 23:45 to 5 Sydney airports. Average flight time is 33h 40m.

  • The fastest flight 20h 20m
  • Average flight time 33h 40m
  • The earliest flight 00:30
  • The latest flight 23:45
  • Distance 9248 ml

The cheapest months to travel to Sydney are august (from 526 $), september (from 614 $), june (from 629 $).

The most expensive months are january (from 1 147 $), december (from 1 014 $), february (from 962 $).

What is the lowest airfare Chicago to Sydney?

The cheapest plane ticket found by our users is $394. This airfare is for economy class on one-way F91887 flight by Frontier Airlines for August 16, 2025 which leaves Midway in Chicago at 08:05 am and arrives at Sydney Kingsford Smith at 11:45.

Economy class
$394
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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 41 regular airline and 8 low-cost airlines. Most of the flights on this route are operated by Japan Airlines - JAL - 6 departures per week at the price of from $ 777 . And the most expensive tickets are offered by Qantas airline - from $ 1971.

Direct flights

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

Connecting Flights

There are 791 flights with layovers on the route. The fastest connecting flight is UA2155 by United Airlines takes 20h 20m and the cheapest is F91887 by Frontier Airlines for $394.

  • JL - Japan Airlines - JAL
    from $777
    Find
  • LO - LOT
    from $1067
    Find
  • FI - Icelandair
    from $1302
    Find
  • FJ - Air Pacific
    from $913
    Find
  • JU - Air Serbia
    from $1332
    Find
  • UA - United Airlines
    from $665
    Find
  • NZ - Air New Zealand Limited
    from $832
    Find
  • LX - SWISS International Air Lines
    from $1024
    Find
  • BR - EVA Airways Corporation
    from $601
    Find
  • QF - Qantas
    from $669
    Find
  • IB - Iberia
    from $1078
    Find
  • KE - Korean Air
    from $558
    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 $394
    Find
  • Midway-MDW
    from $394
    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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