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Cheap flights from Chicago to Sydney

Compare Chicago to Sydney flight deals

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

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Flight deals from Chicago to Sydney Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Sydney Airport? If you want to travel next month, return fares start from P70,679. Find the lowest prices on one-way and return tickets right here.
Sydney.P56,998 per passenger.Departing Sat, 2 May, returning Sat, 9 May.Return flight with Spirit Airlines and Fiji Airways.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 2 May, arriving in Sydney.Inbound indirect flight with Fiji Airways, departs from Sydney on Sat, 9 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From P56,998, select.
Sydney.P64,916 per passenger.Departing Wed, 13 May, returning Wed, 26 Aug.Return flight with Alaska Airlines and Fiji Airways.Outbound indirect flight with Alaska Airlines, departs from Chicago O'Hare International on Wed, 13 May, arriving in Sydney.Inbound indirect flight with Fiji Airways, departs from Sydney on Wed, 26 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From P64,916, select.
Sydney.P66,014 per passenger.Departing Thu, 1 Oct, returning Sun, 11 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 1 Oct, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sun, 11 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From P66,014, select.
Sydney.P66,388 per passenger.Departing Mon, 2 Nov, returning Fri, 13 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 2 Nov, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Fri, 13 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From P66,388, select.
Sydney.P66,388 per passenger.Departing Wed, 13 May, returning Wed, 3 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 13 May, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Wed, 3 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P66,388, select.
Sydney.P66,774 per passenger.Departing Tue, 6 Oct, returning Tue, 3 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 6 Oct, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Tue, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From P66,774, select.
Sydney.P66,774 per passenger.Departing Fri, 11 Sep, returning Sun, 20 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 11 Sep, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sun, 20 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From P66,774, select.
Sydney.P67,073 per passenger.Departing Thu, 24 Sep, returning Sun, 4 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sun, 4 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From P67,073, select.
Sydney.P67,296 per passenger.Departing Sat, 15 Aug, returning Sun, 30 Aug.Return flight with Spirit Airlines and Cebu Pacific.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sat, 15 Aug, arriving in Sydney.Inbound indirect flight with Cebu Pacific, departs from Sydney on Sun, 30 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From P67,296, select.
Sydney.P68,280 per passenger.Departing Wed, 10 Jun, returning Fri, 19 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 10 Jun, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Fri, 19 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,280, select.
Sydney.P68,280 per passenger.Departing Tue, 28 Jul, returning Tue, 18 Aug.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 28 Jul, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Tue, 18 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,280, select.
Sydney.P68,366 per passenger.Departing Thu, 18 Jun, returning Thu, 9 Jul.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Thu, 18 Jun, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Thu, 9 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,366, select.
Sydney.P68,430 per passenger.Departing Tue, 1 Dec, returning Sun, 31 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sun, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,430, select.
Sydney.P68,455 per passenger.Departing Tue, 7 Jul, returning Wed, 29 Jul.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 7 Jul, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Wed, 29 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,455, select.
Sydney.P68,497 per passenger.Departing Sun, 23 Aug, returning Wed, 2 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 23 Aug, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Wed, 2 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From P68,497, select.
Sydney.P69,485 per passenger.Departing Thu, 30 Apr, returning Thu, 7 May.Return flight with Frontier Airlines and Jetstar.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Thu, 30 Apr, arriving in Sydney.Inbound indirect flight with Jetstar, departs from Sydney on Thu, 7 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From P69,485, select.

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 May.
Mar
from P126,136
Apr
from P71,021
May
from P57,274
Jun
from P68,610
Jul
from P68,786
Aug
from P67,622
Sep
from P67,097
Oct
from P66,334
Nov
from P66,709
Dec
from P133,418
Jan
from P84,482
Feb
from P89,783

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.

Sydney

9km from central Sydney
ClosestCheapest
from P57,274
Search flights

Wollongong

87km from central Sydney
Search flights

Chicago to Sydney: Flight information

The things to know before you go.
Cheapest flight foundP56,998
Cheapest month to flyMay

Finding cheap flights from Chicago to Sydney: Frequently asked questions

The best price we found for a return flight from Chicago to Sydney is P57,274. 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 P57,274.
As of March 2026, there are no flights flying from Chicago to Sydney.
The cheapest month to fly from Chicago to Sydney is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sydney Airport on Saturday, 2 May 2026.
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 Spirit Airlines .

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

  • Sydney Kingsford Smith International Airport is located in Sydney. The city runs on the UTC+11 timezone and is 17 hours ahead of Chicago.

  • To ensure you get on your flight from Chicago to SYD, leave enough time for things like baggage drop and finding your gate. Arriving two hours ahead of international departures and an hour before domestic flights is the standard rule.

  • Getting on a plane during a peak month like July? Popular periods (like spring break and New Year) can add another hour at check-in and security. Play things extra safe and arrive up to four hours before international flights and two hours before domestic departures.

Airports in Chicago

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 Chicago O'Hare International Airport (ORD). Take a break from travelling at one of these airports:

    • Dallas Fort Worth International Airport (DFW)

    • Los Angeles International Airport (LAX)

    • Houston George Bush Intercontinental Airport (IAH)

  • ORD is around 27 kilometers from central Chicago. If you're ride-sharing, driving or catching a taxi from the centre, it'll take 30 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the trip time to be around 45 minutes.

  • Want a leisurely start to your travels? Stay near Chicago O'Hare International Airport. Whether you're catching an early flight from Chicago to Sydney Kingsford Smith International Airport or just don't like being rushed, these hotels are just what you're after:

  • Of the departures from Chicago O'Hare International Airport, 70% arrive on time at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Split up your flight from Chicago to Sydney Kingsford Smith International Airport with a stop so you can stretch your legs or tick another place off your list. Some popular stopovers between Chicago Midway International Airport and SYD are:

    • Dallas Fort Worth International Airport (DFW)

    • Los Angeles International Airport (LAX)

    • San Francisco International Airport (SFO)

  • MDW is about 16 kilometers from central Chicago. It'll take you 25 minutes or so to get to the airport in a car from the city centre. Public transport takes approximately 30 minutes.

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

  • 76% of flights leaving Chicago Midway International Airport make it to their destination as expected.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • You can reserve a plane ticket from Chicago to Sydney Kingsford Smith International Airport (SYD) out of Chicago Rockford International Airport (RFD) with a stopover. Los Angeles International Airport (LAX) is a major connection point.

  • RFD is roughly 145 kilometers from central Chicago. Driving from the city centre to the airport takes about 1 hour 40 minutes. If you're planning to use public transport, expect a journey time of around 2 hours.

  • Relax in bed for a little longer and still make your Chicago to Sydney Kingsford Smith International Airport flight with plenty of time to spare. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're flying out early:

  • Flights departing from RFD touch down at their destination within the scheduled time frame 71% of the time.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Sydney Kingsford Smith International Airport (SYD)

  • Have a late flight from Chicago to Sydney Kingsford Smith International Airport? Don't let your travel day stretch into tomorrow. Check in to one of these hotels near SYD and turn out the lights sooner:

  • Booking your ride around two weeks ahead of your Chicago to Sydney Kingsford Smith International Airport flight can help you lock in a great deal.

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

  • Central Sydney is around 8 kilometers from Sydney Kingsford Smith International Airport. Travel times by car hire or taxi will vary depending on time of day, so do some research ahead of time.

  • Travelling by public transport takes around 15 minutes.

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

  • P30,049 is currently the lowest price for a one-way ticket from Chicago to Sydney Kingsford Smith International Airport. A return flight starts at P56,998. These prices can change based on availability and demand.

  • Booking ahead of time is often the key to scoring a cheap flight from Chicago to SYD. Fares tend to rise as seats fill up, so the closer you get to departure, the more you'll likely pay.

  • Affordable Chicago to Sydney Kingsford Smith International Airport tickets are easier to find if your travel dates are flexible. Try using the 'Whole month' search tool to compare fares across the month and then fly out on the cheapest day.

  • There's no need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll notify you as soon as there's a better deal on plane tickets from Chicago to SYD.

  • Tailor your travel plans using filters. Pick your preferred departure and arrival times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best' flights from Chicago to Sydney Kingsford Smith International Airport.

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

  • July is when most people book flights from Chicago to Sydney Kingsford Smith International Airport (SYD). Visit Sydney in December if you'd rather be there when it's quieter.

  • The warmest month in Sydney is January, with temperatures ranging between 17ºC (63ºF) and 32ºC (90ºF). Book your Chicago to SYD plane ticket then if that's your idea of comfortable weather.

  • July sees temperatures of between 5ºC (41ºF) and 19ºC (66ºF). Search for cheap tickets from Chicago to Sydney Kingsford Smith International Airport around that time if you want to travel in cooler conditions.

More about Sydney

  • When it comes to searching for somewhere to lay your head, you'll find the best places to stay in Sydney right here. Explore these hotels after you've booked your flight from Chicago to Sydney Kingsford Smith International Airport:

  • There are so many things to discover in this city, it can be hard to know where to start. Sydney Harbour Bridge, Sydney Harbour and Sydney Opera House are top attractions which should be on every Sydney itinerary.

Explore more of Australia

  • You've done Sydney, now it's time to discover more of Australia. Travel about 241 kilometers southwest to Canberra to tick off its popular sights. From National Gallery of Australia to National Portrait Gallery and Museum of Australian Democracy, you'll have a full itinerary ahead.

  • If you're looking to explore another well-known destination in Australia, head for Newcastle, roughly 129 kilometers northeast of Sydney. Merewether Beach, Nobbys Beach and Newcastle Beach are among its highlights.

Plan the rest of your trip from Chicago to Sydney

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