855 € Cheap Flights from Chicago (CHIA) to Sydney (SYD)

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Find the cheapest month or even day of the year to fly to Sydney

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Flight deals from Chicago to Sydney

Looking for a cheap last-minute deal or the best return flight from Chicago to Sydney? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Sydney

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Sydney flights are currently cheapest in December.

Chicago to Sydney: Alternative routes

Compare routes from Chicago to Sydney below. You may find an airport to fly into that's cheaper, faster, or easier than Sydney.

Chicago to Sydney: Flight information

The things to know before you go.
Cheapest flight found855 €
Cheapest month to flyDecember

Finding cheap flights from Chicago to Sydney: Frequently asked questions

The best price we found for a return flight from Chicago to Sydney is 855 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Sydney. But we found flights with one stop from 855 €.
As of November 2025, there are no flights flying from Chicago to Sydney.
The cheapest month to fly from Chicago to Sydney is usually December.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sydney Airport on Monday, 8 December 2025.
No airlines currently offer direct flights between Chicago and Sydney Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Sydney but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Sydney is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Sydney is Qantas .

Flying from Chicago to Sydney (Kingsford Smith) Airport (SYD): What you need to know

  • Get your trip planning started by working out where you'll take off for your flight from Chicago to Sydney (Kingsford Smith) Airport (SYD). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the main airports in Chicago.

  • Sydney is 16 hours ahead of Chicago. Sydney (Kingsford Smith) Airport is located in Sydney, which is in the UTC+11 timezone.

  • To ensure you get on your flight from Chicago to SYD, leave enough time to navigate the airport and find your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general rule.

  • High season means busier airports, so be there even earlier. Give yourself at least two hours before a domestic flight and four hours for an international journey to stick to your schedule.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to SYD. Simply uncheck 'Direct flights only' when searching for departures from O'Hare International Airport (ORD). Pause your trip (and maybe pocket some savings) with a stop at one of these airports:

    • Dallas/Fort Worth International Airport (DFW)

    • Los Angeles International Airport (LAX)

    • George Bush Intercontinental Airport (IAH)

  • ORD is about 40 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take 35 minutes or so to get there, depending on traffic conditions. If you're using public transport, expect the travel time to be around 55 minutes.

  • Searching for a convenient hotel near O'Hare International Airport? If you're catching an early flight from Chicago to Sydney (Kingsford Smith) Airport, these stays will have you sleeping moments from your departure gate:

  • 74.85% of flights that depart O'Hare International Airport touch down at their destination on time.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Cross another spot off your travel list or just take some time to unwind with a stopover. If you'd like to split up your flight from Chicago to Sydney (Kingsford Smith) Airport, check out these options when leaving from Chicago Midway International Airport:

    • Dallas/Fort Worth International Airport (DFW)

    • Los Angeles International Airport (LAX)

    • San Francisco International Airport (SFO)

  • You can get to MDW from central Chicago in about 20 minutes by car (depending on traffic conditions). The ride by public transport will take roughly 45 minutes to cover the 19 kilometres or so.

  • Start your holiday early with an extra night away from home. Before catching your Chicago to SYD flight, kick back in one of these hotels near Chicago Midway International Airport:

  • Chicago Midway International Airport has an on-time performance of 77.88%. This figure reflects how frequently flights that depart from this airport make it to their destination on time.

  • The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • When searching for a plane ticket from Chicago to Sydney (Kingsford Smith) Airport (SYD) out of Chicago Rockford International Airport (RFD), you have stopover options to choose from. Make a pit stop at Los Angeles International Airport (LAX), one of the busiest connection points on this route.

  • From central Chicago, RFD is around 137 kilometres away. It'll take you roughly 1 hour 25 minutes to reach the airport by car and 4 hours 15 minutes or so if you take public transport.

  • Relax in bed for a little longer and still make your Chicago to Sydney (Kingsford Smith) Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make departure day effortless if you're flying out first thing:

  • Airports have an on-time performance rating that measures how often flights touch down when they should. At RFD, that figure is 76.19%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Sydney (Kingsford Smith) Airport (SYD)

Getting from Sydney (Kingsford Smith) Airport (SYD) to central Sydney

  • Sydney (Kingsford Smith) Airport is around 18 kilometres from central Sydney. It takes around 20 minutes or so to drive to the city.

  • Travelling by public transport takes about 25 minutes.

How to find the cheapest flights from Chicago to Sydney (Kingsford Smith) Airport (SYD)

  • 457 € is currently the best price for a one-way ticket from Chicago to Sydney (Kingsford Smith) Airport. A return flight starts at 855 €. These prices can change based on demand and availability.

  • Booking ahead of time is often the key to finding a cheap flight from Chicago to SYD. Flight prices rise as demand increases, so the closer your departure date, the more you'll likely spend on your ticket.

  • The 'Whole month' tool shows you the cheapest Chicago to Sydney (Kingsford Smith) Airport tickets across every month. It's a good way to find a bargain if your dates are flexible.

  • Be the first to know about deals for plane tickets from Chicago to SYD by setting up a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Tailor your flights using filters. Select your ideal departure and arrival times, total journey duration and airlines. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago to Sydney (Kingsford Smith) Airport.

The best time to fly from Chicago to Sydney (Kingsford Smith) Airport (SYD)

  • It's time to decide when to book your flight from Chicago to Sydney (Kingsford Smith) Airport (SYD). July is the busiest month to travel to Sydney. If a slower pace sounds more appealing, think about going in April.

  • Book a Chicago to SYD plane ticket departing in January if you're eager to experience the city during its warmest month. You can expect temperatures in Sydney to range from 17ºC (63ºF) to 32ºC (90ºF).

  • Look for cheap tickets from Chicago to Sydney (Kingsford Smith) Airport in July if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between 5ºC (41ºF) and 19ºC (66ºF).

More about Sydney

  • Start your Sydney trip off on the right foot by choosing the perfect place to stay. Once you've booked your flight from Chicago to Sydney (Kingsford Smith) Airport, explore our range of hotels including:

  • Sydney Harbour and Sydney Harbour Bridge are just the start of the leading attractions to add to your Sydney itinerary. Continue your sightseeing adventures at Sydney Harbour.

Explore more of Australia

  • Canberra is just one of the many places in Australia waiting to be explored after you've experienced Sydney. Around 241 kilometres away to the south-west, its best attractions include Australian War Memorial, National Gallery of Australia and National Portrait Gallery.

  • If there's time to check out another side of Australia, head for Newcastle, roughly 129 kilometres north-east of Sydney. Merewether Beach, Bathers Way Coastal Walk and Nobbys Beach are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.