Cheap flights from Chicago to Sydney

One-way fares from $676 · CHI → SYD · prices found by travellers in the last 48 hours

Compare all dates Sydney → Chicago
Cheapest fare
$676

Frontier Airlines · Thu, Dec 3

Cheapest month
December

from $676

Direct flights
Not recently

Usually 1+ stop

Quickest trip
20h 36m

14,880 km

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Cheapest month to fly from Chicago to Sydney

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 $700
  2. December 2026 Cheapest $676

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart06:21 Thu, Dec 3ORD → SYD 20h 36m · 2 stops
$676one way, per person
View deal
Frontier Airlines
Depart07:25 Tue, Dec 15ORD → SYD 21h 39m · 3 stops
$1,001one way, per person
View deal
See every date in December 2026 →

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Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

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Getting around

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About flights from Chicago to Sydney

Chicago (CHI) and Sydney (SYD) are about 14,880 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 20h 36m. Over the next few months, one-way fares start from $676, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Sydney?

The cheapest one-way fare we've seen recently is $676 with Frontier Airlines, departing Thursday, December 3, 2026. Over the coming months, the lowest fare in each month ranges from $676 to $700.

What is the cheapest month to fly from Chicago to Sydney?

December 2026 currently has the lowest fares, from $676 one way.

Are there direct flights from Chicago to Sydney?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Chicago to Sydney?

The quickest journey we've seen takes about 20h 36m. Chicago and Sydney are around 14,880 km apart.

Which airlines fly from Chicago to Sydney?

Recent fares on this route were with American Airlines and Frontier Airlines.

More cheap flights from Chicago

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