Cheap Flights from Sydney to Chicago, IL from $66
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
Best Flights from Sydney to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $453 | 13:00 Sydney Kingsford Smith | 19:02 Chicago O'Hare International | 22h 2m layover 2h 20m - San Francisco 1h 6m - Denver | United Airlines | UA870 UA320 UA478 |
from $453 | 09:30 Sydney Kingsford Smith | 16:46 Chicago O'Hare International | 22h 16m layover 2h 40m - Los Angeles 0h 53m - Las Vegas | United Airlines | UA842 UA5779 UA597 |
from $453 | 10:30 Sydney Kingsford Smith | 16:50 Chicago O'Hare International | 22h 20m layover 1h 45m - Los Angeles 0h 55m - San Francisco | United Airlines | UA842 UA501 UA1726 |
from $453 | 09:30 Sydney Kingsford Smith | 17:07 Chicago O'Hare International | 22h 37m layover 2h 5m - Los Angeles 1h 2m - San Francisco | United Airlines | UA842 UA501 UA2070 |
from $453 | 09:30 Sydney Kingsford Smith | 17:10 Chicago O'Hare International | 22h 40m layover 3h 25m - Los Angeles 0h 59m - Denver | United Airlines | UA842 UA550 UA1259 |
from $453 | 13:00 Sydney Kingsford Smith | 19:53 Chicago O'Hare International | 22h 53m layover 2h 20m - San Francisco 1h 55m - Denver | United Airlines | UA870 UA320 UA1709 |
| |||||
from $453 | 13:00 Sydney Kingsford Smith | 20:13 Chicago O'Hare International | 23h 13m layover 2h 0m - San Francisco 2h 19m - Las Vegas | United Airlines | UA870 UA358 UA640 |
from $453 | 13:00 Sydney Kingsford Smith | 20:15 Chicago O'Hare International | 23h 15m layover 2h 20m - San Francisco 1h 22m - Los Angeles | United Airlines | UA870 UA256 UA1897 |
from $453 | 10:30 Sydney Kingsford Smith | 18:23 Chicago O'Hare International | 23h 53m layover 3h 15m - Los Angeles 1h 0m - San Francisco | United Airlines | UA842 UA521 UA794 |
from $453 | 09:30 Sydney Kingsford Smith | 18:39 Chicago O'Hare International | 24h 9m layover 1h 40m - Los Angeles 2h 50m - Houston | United Airlines | UA842 UA241 UA1637 |
from $453 | 13:00 Sydney Kingsford Smith | 21:13 Chicago O'Hare International | 24h 13m layover 2h 20m - San Francisco 3h 8m - Denver | United Airlines | UA870 UA320 UA1505 |
from $453 | 12:00 Sydney Kingsford Smith | 21:19 Chicago O'Hare International | 24h 19m layover 2h 12m - San Francisco 3h 24m - Denver | United Airlines | UA870 UA320 UA451 |
Flight Schedule Sydney to Chicago (Illinois)
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 |
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.
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 Airlinesfrom $839Find
- QR - Qatar Airwaysfrom $1294Find
- AC - Air Canadafrom $1060Find
- FJ - Air Pacificfrom $1202Find
- EK - Emiratesfrom $1209Find
- CI - China Airlinesfrom $1713Find
- JQ - Jetstar Airwaysfrom $592Find
- DL - Delta Air Lines Inc.from $632Find
- UA - United Airlinesfrom $453Find
- NZ - Air New Zealand Limitedfrom $1221Find
- EY - Etihad Airwaysfrom $1414Find
- QF - Qantasfrom $730Find
Airports
You can fly from Sydney to Chicago from 5 airports (Bankstown, Palm Beach SPB, Rose Bay, Kingsford Smith, Sydney West).
Sydney airports
- Bankstown-BWUFind
- Palm Beach SPB-LBHFind
- Rose Bay-RSEFind
- Kingsford Smith-SYDfrom $453Find
- Sydney West-SWZFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Sydney by 17 airlines that use 10 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 787-9from $453Find
- Airbus A320from $592Find
- Boeing 777-200LRfrom $632Find
- Airbus A321from $715Find
- Boeing 737-800from $730Find
- Airbus A380from $840Find
- Airbus A380-800from $870Find
- Boeing 777-300ERfrom $1 061Find
- Airbus A350-900from $1 080Find
- Airbus A330-200from $1 126Find
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.
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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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