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Cheap Flights from Chicago (CHIA) to Sydney (SYDA)

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago to Sydney flight deals

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

      Book the best Sydney fare with no extra fees

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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? If you want to travel next month, return fares start from $1,912. Find the lowest prices on one-way and return tickets right here.
      Sydney.$1,788 per passenger.Departing Wed, 2 Dec, returning Tue, 2 Mar.Return flight with ANA (All Nippon Airways).Outbound indirect flight with ANA (All Nippon Airways), departs from Chicago O'Hare International on Wed, 2 Dec, arriving in Sydney.Inbound indirect flight with ANA (All Nippon Airways), departs from Sydney on Tue, 2 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,788, select.
      Sydney.$1,852 per passenger.Departing Mon, 22 Feb, returning Fri, 12 Mar.Return flight with Air New Zealand.Outbound indirect flight with Air New Zealand, departs from Chicago O'Hare International on Mon, 22 Feb, arriving in Sydney.Inbound indirect flight with Air New Zealand, departs from Sydney on Fri, 12 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,852, select.
      Sydney.$1,861 per passenger.Departing Mon, 1 Mar, returning Sun, 7 Mar.Return flight with Philippine Airlines.Outbound indirect flight with Philippine Airlines, departs from Chicago O'Hare International on Mon, 1 Mar, arriving in Sydney.Inbound indirect flight with Philippine Airlines, departs from Sydney on Sun, 7 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,861, select.
      Sydney.$1,871 per passenger.Departing Wed, 25 Aug, returning Sun, 29 Aug.Return flight with Philippine Airlines.Outbound indirect flight with Philippine Airlines, departs from Chicago O'Hare International on Wed, 25 Aug, arriving in Sydney.Inbound indirect flight with Philippine Airlines, departs from Sydney on Sun, 29 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,871, select.
      Sydney.$1,878 per passenger.Departing Wed, 14 Apr, returning Wed, 21 Apr.Return flight with ANA (All Nippon Airways).Outbound indirect flight with ANA (All Nippon Airways), departs from Chicago O'Hare International on Wed, 14 Apr, arriving in Sydney.Inbound indirect flight with ANA (All Nippon Airways), departs from Sydney on Wed, 21 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,878, select.
      Sydney.$1,881 per passenger.Departing Sun, 7 Feb, returning Sun, 21 Feb.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 7 Feb, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sun, 21 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,881, select.
      Sydney.$1,889 per passenger.Departing Sun, 28 Mar, returning Wed, 28 Apr.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 28 Mar, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Wed, 28 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,889, select.
      Sydney.$1,895 per passenger.Departing Mon, 1 Feb, returning Wed, 1 Sep.Return flight with Air New Zealand.Outbound indirect flight with Air New Zealand, departs from Chicago O'Hare International on Mon, 1 Feb, arriving in Sydney.Inbound indirect flight with Air New Zealand, departs from Sydney on Wed, 1 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,895, select.
      Sydney.$1,912 per passenger.Departing Mon, 16 Nov, returning Mon, 23 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 16 Nov, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Mon, 23 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,912, select.
      Sydney.$1,922 per passenger.Departing Wed, 28 Oct, returning Sun, 8 Nov.Return flight with Air New Zealand.Outbound indirect flight with Air New Zealand, departs from Chicago O'Hare International on Wed, 28 Oct, arriving in Sydney.Inbound indirect flight with Air New Zealand, departs from Sydney on Sun, 8 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,922, select.
      Sydney.$1,953 per passenger.Departing Mon, 23 Nov, returning Mon, 7 Dec.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Mon, 23 Nov, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Mon, 7 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,953, select.
      Sydney.$1,954 per passenger.Departing Sun, 17 Jan, returning Tue, 2 Feb.Return flight with Qatar Airways.Outbound indirect flight with Qatar Airways, departs from Chicago O'Hare International on Sun, 17 Jan, arriving in Sydney.Inbound indirect flight with Qatar Airways, departs from Sydney on Tue, 2 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,954, select.
      Sydney.$1,954 per passenger.Departing Tue, 19 Jan, returning Sun, 31 Jan.Return flight with Qatar Airways.Outbound indirect flight with Qatar Airways, departs from Chicago O'Hare International on Tue, 19 Jan, arriving in Sydney.Inbound indirect flight with Qatar Airways, departs from Sydney on Sun, 31 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,954, select.
      Sydney.$1,993 per passenger.Departing Tue, 1 Jun, returning Tue, 15 Jun.Return flight with ANA (All Nippon Airways).Outbound indirect flight with ANA (All Nippon Airways), departs from Chicago O'Hare International on Tue, 1 Jun, arriving in Sydney.Inbound indirect flight with ANA (All Nippon Airways), departs from Sydney on Tue, 15 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,993, select.
      Sydney.$1,996 per passenger.Departing Sun, 18 Oct, returning Sat, 31 Oct.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sun, 18 Oct, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sat, 31 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,996, select.
      Sydney.$2,005 per passenger.Departing Tue, 2 Feb, returning Sat, 15 May.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Tue, 2 Feb, arriving in Sydney.Inbound indirect flight with Air Canada, departs from Sydney on Sat, 15 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,005, select.
      How did we find these deals? The deals you see here are the lowest prices for flight tickets from Chicago to Sydney found in the last 4 days, and are subject to change and availability.

      What’s the cheapest month to fly from Chicago to Sydney?

      Right now, flights from Chicago to Sydney are cheapest in March, with prices from $1,862. That's $283 less than you'd pay in September.
      Oct
      from $1,996
      Nov
      from $1,912
      Dec
      from $2,060
      Jan
      from $1,955
      Feb
      from $1,881
      Mar
      from $1,862
      Apr
      from $1,878
      May
      from $2,060
      Jun
      from $1,993
      Jul
      from $2,062
      Aug
      from $1,872
      Sep
      from $2,145
      Cheapest month:March
      Most expensive month:September

      When’s the best time to visit Sydney?

      We analysed thousands of flight and hotel prices, plus a whole heap of weather data, to show you what Sydney is typically like each month. If you're after a great deal, March currently has the lowest return flights from $1,861. But if you're searching for sunshine, January and February are the warmest months, with average temperatures of 21°C - 24°C.

      October

      Temperature16°C - 21°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,996
      Cheapest 3-star hotel$91
      Find a flight

      November

      Temperature18°C - 22°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,912
      Cheapest 3-star hotel$69
      Find a flight

      December

      Temperature19°C - 23°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$2,060
      Cheapest 3-star hotel$84
      Find a flight

      January

      Temperature21°C - 24°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,954
      Cheapest 3-star hotel$78
      Find a flight

      February

      Temperature21°C - 24°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,881
      Cheapest 3-star hotel$91
      Find a flight

      March

      Temperature20°C - 24°C
      RainfallWet
      (121–250mm)
      Cheapest return flight$1,861
      Cheapest 3-star hotel$93
      Find a flight

      April

      Temperature17°C - 22°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,878
      Cheapest 3-star hotel$89
      Find a flight

      May

      Temperature14°C - 19°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$2,059
      Cheapest 3-star hotel$76
      Find a flight

      June

      Temperature11°C - 17°C
      RainfallModerate
      (61–120mm)
      Cheapest return flight$1,993
      Cheapest 3-star hotel$78
      Find a flight

      July

      Temperature11°C - 16°C
      RainfallWet
      (121–250mm)
      Cheapest return flight$2,062
      Cheapest 3-star hotel$91
      Find a flight

      Alternative Chicago to Sydney routes

      Looking for the cheapest, fastest or easiest route from Chicago to Sydney? You could fly into the following airports instead.

      Sydney

      9km from central Sydney
      ClosestCheapest
      from $1,788
      Search flights

      Wollongong

      86km from central Sydney
      Search flights

      Chicago to Sydney: Flight information

      The things to know before you go.
      Cheapest flight found$1,788
      Cheapest month to flyDecember

      Finding cheap flights from Chicago to Sydney: Frequently asked questions

      There are 2 airports in Sydney: Sydney and Wollongong.
      The best price we found for a return flight from Chicago to Sydney is $1,788. 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 or more stops from $1,788.
      As of October 2026, there are no flights flying from Chicago to Sydney.
      The cheapest month to fly from Chicago to Sydney is usually December.
      If you're flying from Chicago, the cheapest airport near Sydney is Sydney – which is 8.5 km away from the centre of Sydney. We've found flights into this airport from $1,788.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sydney on Wednesday, 2 December 2026.
      No airlines currently offer direct flights between Chicago and Sydney. 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.

      In October, the average temperature is usually around 18°C. January is typically the warmest month in Sydney, when it usually averages around 24°C. You can expect the least rain in December. The coldest month is July, with temperatures averaging 11°C. The rainiest month is March.
      The cheapest airline that flies to Sydney is ANA (All Nippon Airways) .

      How to find cheap flights to Sydney from Chicago

      Looking for cheap tickets from Chicago to Sydney? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

      • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to Sydney. And with us there are no hidden fees - what you see is what you pay.
      • Compare flight deals to Sydney from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
      • Flex your dates to find the best Chicago-Sydney ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Sydney from Chicago.
      • Set up a Price Alert. You can easily track the fare of your cheap Chicago-Sydney flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
      • Fly without stops. Only interested in direct flights between Chicago and Sydney? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
      • Find the cheapest Business class flights from Chicago and Sydney. We scour the internet for the best Business, Premium Economy and First Class flight fares to Sydney, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
      • Include nearby airports in your search. Widen your search for Chicago to Sydney flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.

        • Combine your flight to Sydney from Chicago with hotels and car hire

        Once you've secured your cheap flight ticket from Chicago to Sydney, discover the best prices and exclusive rates for hotels in Sydney or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


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      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.