Cheap flights from Chicago-Midway to Sydney

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Sydney flight facts

What you need to know

What are the cheapest airlines?

  • Spirit Airlines
  • Allegiant Air
  • Jetstar Airways

These airlines usually offer the cheapest flights from Chicago-Midway to Sydney.

What airlines fly indirectly?

  • United Airlines
  • American Airlines
  • Qantas

These airlines fly from Chicago-Midway to Sydney, but you’ll have at least one layover.

How long is the flight?

20 hours

This is the shortest flight time from Chicago-Midway to Sydney.

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Today alone, Netflights has searched over five flights. 05 / Feb / 2026 is currently the lowest priced day of the year to fly the Chicago-Midway/Sydney route. There are around 35 flights on any given week from the UK to Sydney and the cheapest month to fly right now is February. Not suitable? Try running another search or viewing all cheap flight deals.

How to get cheap flights from Chicago-Midway to Sydney

Tips and advice from our flight experts

You've searched for flights from Chicago-Midway to Sydney. We've found 15 flights and compared them to give you the best offer. Jetstar Airways is, on average, the cheapest for this route. Look out for them! The cheapest offer we've found is a one-way ticket for £38 from Chicago-Midway to Sydney on 16/07/2026 at 14:10.

We've scanned hundreds of airfares from dozens of airlines across the globe. In total, we've found 10 airlines that operate the 14,000 km flight from Chicago-Midway to Sydney.

To find the best offers, consider booking 2-3 months in advance or looking for last-minute deals. Jetstar Airways is a popular choice for this route, with an average flight duration of 20 hours. After selecting an offer, fill out your information, proceed to payment, and consider booking a hotel with us or using our flight + hotel service to save time and money.