Cheap Flights from Chicago to Sydney
Cheap Flights from Chicago to Sydney
Looking for cheap flights from Chicago to Sydney? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Sydney vary by season, cabin, and date, but available award flights can start around 35,000–40,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Sydney for specific travel dates.
2026-12-02
ORD - SYD
Economy | 1 Stop
From 35,000 Pts + $27.6
2026-12-03
ORD - SYD
Economy | 1 Stop
From 35,000 Pts + $27.6
2026-12-06
ORD - SYD
Economy | 1 Stop
From 35,000 Pts + $27.6
2026-11-29
ORD - SYD
Economy | 1 Stop
From 40,000 Pts + $35
2026-12-01
ORD - SYD
Economy | 2 Stops
From 40,000 Pts + $35
2026-11-26
ORD - SYD
Economy | 2 Stops
From 40,000 Pts + $35.1
Chicago to Sydney flight facts
Distance
9,231 mi
14,855 km in a straight line
Estimated flight time
about 19h
In the air, for the straight-line distance
Time difference
+17h
Sydney is 17 hours ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Sydney
SYD · Sydney Kingsford Smith Intl
Nearby airport alternatives
Flights Milwaukee - Sydney · Milwaukee is 73 mi from Chicago
Flights Lansing - Sydney · Lansing is 183 mi from Chicago
Premium cabin flights from Chicago to Sydney
Premium cabin
2026-11-28
ORD - SYD
Premium Economy | 1 Stop | 9+ left
From 63,000 Pts + $36.6
Premium cabin
2026-11-23
ORD - SYD
Premium Economy | 1 Stop | 9+ left
From 63,000 Pts + $36.7
Premium cabin
2026-11-30
ORD - SYD
Premium Economy | 1 Stop | 9+ left
From 70,000 Pts + $36.6
Premium cabin
2026-12-01
ORD - SYD
Premium Economy | 1 Stop | 9+ left
From 70,000 Pts + $36.6
Premium cabin
2026-11-26
ORD - SYD
Premium Economy | 1 Stop
From 70,000 Pts + $36.7
Premium cabin
2026-11-27
ORD - SYD
Premium Economy | 1 Stop | 9+ left
From 70,000 Pts + $36.7
Selected hotels for your next stay
Sydney (Australia)
W Sydney
From Pts or $238
Sydney (Australia)
Pier One Sydney Harbour, Autograph Collection
From Pts or $251
Sydney (Australia)
Sheraton Grand Sydney Hyde Park
From Pts or $224
Frequently Asked Questions
The cheapest route from Chicago to Sydney depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Sydney.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Sydney.
Chicago and Sydney are about 9,231 miles (14,855 km) apart in a straight line.
Flying the 9,231-mile straight-line distance takes about 19h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Sydney is 17 hours ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Sydney: Sydney Kingsford Smith Intl (SYD).
Travelers searching this route also look at other popular routes into Sydney, plus the return trip when we track it. Fares and award space change daily.
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points travel planning experience. Yeah!
