Cheap flights from Chicago to Sydney
One-way fares from $656, found recently by travellers. Plus what 5 days in Sydney costs once you land.
Cheapest dates we found
- 30 Oct2026ORD → SYDAmerican Airlines · 2 stops · 28h 43m$656one way
- 20 Dec2026ORD → SYDAC · 1 stop · 20h 32m$1,390one way
One-way economy prices travellers found on Aviasales in the last few days. They change often, so open a fare to see today's price.
Airlines on this route
Recent cheap fares were with American Airlines, AC. Low-cost airlines often charge extra for checked bags and seats, so compare the full price.
When to go to Sydney
September to November and March to May. December to February is summer, peak season and the most expensive.
Money-saving tips for Sydney
- Tap a contactless card on trains, buses and ferries; daily and weekly caps apply, and Sundays are capped low.
- Ferries to Manly are a cheap harbour cruise.
- Self-catering from supermarkets saves a lot; restaurants are expensive.
Questions
How much is a flight from Chicago to Sydney?
The cheapest one-way fare we found recently was $656 with American Airlines on 30 Oct 2026. Most of the fares we saw were between $656 and $1,390 one way. Prices change daily, so open the fare to see today's price.
How long is the flight from Chicago to Sydney?
The quickest flight in our recent results took 20h 32m with 1 stop.
Are there direct flights from Chicago to Sydney?
The cheapest fares we found all had at least one stop. Non-stop flights may exist at higher prices, so check the flight search.
How much money do I need for 5 days in Sydney?
About $415 for one backpacker, or $1,910 for two people travelling mid-range (hotel, food, transport and sights, flights not included). Add about $1,312 per person for a return flight from Chicago.
Fly to Sydney from
Fares are recent prices found by travellers, cached for a few hours. Trip costs are planning estimates checked 2026-10-11. Always confirm the final price when you book. Some links are affiliate links; they never change your price.