How to get from Chicago to Sydney: connecting flights, about 22h 45m total

Flights from Chicago to Sydney

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Chicago to Sydney

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Best fares from Chicago to Sydney

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $756 15 November 2026, with a connection Cheapest in the next 7 days $756 15 November, Sun Cheapest weekend departure $908 Sat, 21 November 2026 Cheapest month September 2027 tickets from $717

Where to connect

Options with one connection, fastest first

fastest, via Dallas: 22h 45m
two tickets, via Los Angeles: $634
connection options: 5
straight-line distance: 9,244 mi (14,876 km)

fastest

Via Dallas

22h 45m

with the connection

Chicago to Dallas flight 2h 40m

Connection of about 3h Arrival: Dallas Love Field, Dallas/Fort Worth International. Departure to Sydney: Dallas/Fort Worth International.

Dallas to Sydney flight 17h 5m

two ticketsfrom $1,966

Via Los Angeles

22h 49m

with the connection

Chicago to Los Angeles flight 4h 41m

Connection of about 3h

Los Angeles to Sydney flight 15h 8m

two ticketsfrom $634

Via Honolulu

23h 11m

with the connection

Chicago to Honolulu flight 9h 28m

Connection of about 3h

Honolulu to Sydney flight 10h 43m

two ticketsfrom $982

Via San Francisco

23h 19m

with the connection

Chicago to San Francisco flight 5h 6m

Connection of about 3h Arrival: Metropolitan Oakland International, Norman Y. Mineta San Jose International, San Francisco International. Departure to Sydney: San Francisco International.

San Francisco to Sydney flight 15h 13m

two ticketsfrom $1,436

Via Vancouver

Canada

23h 56m

with the connection

Chicago to Vancouver flight 5h 41m

Connection of about 3h

Vancouver to Sydney flight 15h 15m

two ticketsfrom $1,392

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

When to visit Sydney

Weather by month

Best time to visit: June, July and September, +17° to +21° by day, sea +18° to +20°. In November it is +24° by day and +15° at night, sea +20°, with 13 rainy days.

Jan

+26° +19° +22° 16 days

Feb

+26° +19° +23° 16 days

Mar

+25° +18° +23° 16 days

Apr

+22° +14° +22° 12 days

May

+19° +11° +21° 12 days

Jun

+17° +8° +20° 7 days

Jul

+17° +8° +18° 9 days

Aug

+19° +9° +18° 9 days

Sep

+21° +11° +19° 7 days

Oct

+23° +13° +19° 12 days

Nov

+24° +15° +20° 13 days

Dec

+26° +17° +21° 10 days

Daytime and night temperatures in °C, sea temperature (in blue), rainy days. Months with the most comfortable weather are in green. Long-term averages.

Nearest nonstop flights

The closest you can get without a connection

From Chicago to cities closest to Sydney

Chicago to Manila Manila: 3,895 mi (6,268 km) from Sydney, flight 16h 40m from $467 Chicago to Taipei Taipei: 4,511 mi (7,260 km) from Sydney, flight 15h 55m from $626 Chicago to Hong Kong Hong Kong: 4,583 mi (7,375 km) from Sydney, flight 15h 55m from $523 Chicago to Tokyo Tokyo: 4,863 mi (7,826 km) from Sydney, flight 13h 30m from $484 Chicago to Honolulu Honolulu: 5,074 mi (8,166 km) from Sydney, flight 9h 28m from $258 Chicago to Kahului Kahului: 5,115 mi (8,232 km) from Sydney, flight 9h 10m from $393

To Sydney from cities closest to Chicago

Toronto to Sydney Toronto: 436 mi (701 km) from Chicago, flight 22h 38m from $646 New York to Sydney New York: 711 mi (1,144 km) from Chicago, flight 23h from $587 Dallas to Sydney Dallas: 805 mi (1,295 km) from Chicago, flight 17h 5m from $879 Los Angeles to Sydney Los Angeles: 1,742 mi (2,804 km) from Chicago, flight 15h 8m from $496 Vancouver to Sydney Vancouver: 1,773 mi (2,853 km) from Chicago, flight 15h 15m from $605 San Francisco to Sydney San Francisco: 1,855 mi (2,985 km) from Chicago, flight 15h 13m from $662

Frequently asked questions

Is there a nonstop flight from Chicago to Sydney?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Dallas.

What is the fastest way to fly from Chicago to Sydney?

Via Dallas: 2h 40m to the connection, 17h 5m after it, about 22h 45m in total with 3h for the connection.

How much does a flight from Chicago to Sydney with a connection cost?

Two nonstop tickets via Los Angeles from $634. This is the sum of the lowest known prices for each leg, and their dates may not match.

Which cities can you connect in between Chicago and Sydney?

Dallas (22h 45m total), Los Angeles (22h 49m total), Honolulu (23h 11m total), San Francisco (23h 19m total) and Vancouver (23h 56m total).

How far is Sydney from Chicago?

9,244 mi (14,876 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.