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Cheap flights from Chicago to Sydney from $673

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
23 Apr — 30 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Chicago to Sydney

Enter your travel dates to find the best prices.

Cheapest flights from Chicago to Sydney
Explore the most affordable flight options available from Chicago to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 24 March 2026.

Fri 8/505:15
ORD
-
SYD
2 stops39h 35m
Multiple Airlines
Sat 16/506:00
SYD
-
ORD
2 stops38h 35m
Multiple Airlines
Deal found 22/3$1,277
Tue 5/507:30
ORD
-
SYD
2 stops37h 20m
Multiple Airlines
Tue 12/513:15
SYD
-
ORD
2 stops23h 49m
Multiple Airlines
Deal found 21/3$1,290
Sun 3/505:15
ORD
-
SYD
2 stops39h 35m
Multiple Airlines
Sun 10/513:15
SYD
-
ORD
2 stops31h 20m
Multiple Airlines
Deal found 20/3$1,300
Tue 21/407:30
ORD
-
SYD
2 stops37h 20m
Multiple Airlines
Tue 28/413:15
SYD
-
ORD
2 stops25h 12m
Multiple Airlines
Deal found 23/3$1,345
Mon 4/514:39
ORD
-
SYD
2 stops30h 26m
Multiple Airlines
Mon 11/513:15
SYD
-
ORD
2 stops25h 12m
Multiple Airlines
Deal found 20/3$1,362
Mon 20/405:15
ORD
-
SYD
2 stops39h 50m
Multiple Airlines
Mon 27/406:00
SYD
-
ORD
2 stops32h 27m
Multiple Airlines
Deal found 21/3$1,391
Sat 2/508:00
ORD
-
SYD
2 stops36h 50m
Multiple Airlines
Sun 10/513:15
SYD
-
ORD
2 stops31h 20m
Multiple Airlines
Deal found 20/3$1,487
Sat 2/515:00
ORD
-
SYD
2 stops29h 50m
Multiple Airlines
Sat 9/506:00
SYD
-
ORD
2 stops31h 04m
Multiple Airlines
Deal found 22/3$1,517
Thu 7/514:39
ORD
-
SYD
2 stops30h 11m
Multiple Airlines
Thu 14/506:00
SYD
-
ORD
2 stops32h 27m
Multiple Airlines
Deal found 23/3$1,570
Sun 19/406:00
MDW
-
SYD
2 stops34h 05m
Multiple Airlines
Tue 5/509:10
SYD
-
MDW
2 stops40h 59m
Multiple Airlines
Deal found 23/3$1,760
Thu 7/506:00
MDW
-
SYD
2 stops34h 30m
Multiple Airlines
Thu 14/509:10
SYD
-
MDW
2 stops45h 47m
Multiple Airlines
Deal found 23/3$1,953
Wed 5/813:00
MDW
-
SYD
2 stops26h 50m
Delta
Sun 30/809:15
SYD
-
MDW
2 stops24h 16m
Delta
Deal found 20/3$2,163

Find flight deals from Chicago to Sydney

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sydney (SYD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 24 March 2026.

Round-trip from

$1,277

One-way from

$673

Popular in

December

Cheapest in

February

Average price

$1,983
8/5-16/5
  • 8/5-16/5
  • 4 total stops
  • 78h 10m total
  • Chicago to Sydney
Search Deals
2/5
  • 2/5
  • 2 total stops
  • 29h 50m total
  • Chicago to Sydney
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($74 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($29 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Chicago to Sydney that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 24 March 2026.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 19/4

06:00-07:05

2 stops34h 05m

Sydney Kingsford Smith

Tue 5/5

09:10-11:09

2 stops40h 59m

$1,760

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 15/8

14:00-06:50

2 stops25h 50m

Sydney Kingsford Smith

Sun 30/8

09:15-18:05

2 stops23h 50m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 17/9

06:00-06:50

2 stops33h 50m

Sydney Kingsford Smith

Fri 25/9

09:15-18:05

2 stops23h 50m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Thu 6/8

12:41-06:50

2 stops27h 09m

Sydney Kingsford Smith

Thu 20/8

09:15-18:05

2 stops23h 50m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 8/6

13:00-06:50

2 stops26h 50m

Sydney Kingsford Smith

Fri 10/7

09:15-18:05

2 stops23h 50m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 1/9

13:05-06:50

2 stops26h 45m

Sydney Kingsford Smith

Tue 8/9

09:15-18:05

2 stops23h 50m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 16/5

09:22-06:50

2 stops30h 28m

Sydney Kingsford Smith

Sun 24/5

09:15-17:56

2 stops23h 41m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 9/5

13:22-06:50

2 stops26h 28m

Sydney Kingsford Smith

Sat 23/5

09:15-17:56

2 stops23h 41m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 11/9

13:00-06:50

2 stops26h 50m

Sydney Kingsford Smith

Sun 20/9

09:15-18:31

2 stops24h 16m

$2,163

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 8/5

13:22-06:50

2 stops26h 28m

Sydney Kingsford Smith

Thu 21/5

09:15-17:56

2 stops23h 41m

$2,163

Flights are sorted by cheapest return flights first.

Deals found on 22/3

Showing 1-10 of 43 resultsSorted by cheapest first
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Best time to book a flight from Chicago to Sydney

Have a flexible travel schedule? Discover the best time to fly to Sydney from Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Sydney

How far ahead should I book a flight from Chicago to Sydney?

Use this chart to determine the optimal time to book a return flight from Chicago to Sydney. Price data was last updated on 13 March 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Sydney, you should look to book at least 2 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Sydney?

Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $283). Flying from Chicago to Sydney in October is currently the most expensive (average of $1,284). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost for a return flight from Chicago to Sydney?

What’s the top stopover airport for flights from Chicago to Sydney?

Share of one-stop return flights from Chicago to Sydney chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Vancouver (YVR) – chosen by Cheapflights users on 50% of one-stop itineraries from Chicago to Sydney on Cheapflights.

What’s the cheapest stopover airport for flights from Chicago to Sydney?

Average return fare for one-stop flights from Chicago to Sydney, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Nadi (NAN) is the most affordable one-stop option, with an average return flight price of $1,035.

What’s the fastest stopover option from Chicago to Sydney?

Shortest average travel time for one-stop one-way flights from Chicago to Sydney, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Nadi (NAN) have the shortest average one-way travel time for one-stop routes: 18h 55m.

Which airport typically offers the quickest stopover for flights from Chicago to Sydney?

Average stopover duration for one-stop one-way flights from Chicago to Sydney, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Dallas (DFW) offer the fastest connection on this route, with an average stopover time of 1h 10m.

Reviews of airlines servicing Sydney

Get insights into the airlines that provide service to Sydney. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sydney. Reviews last updated 24 March 2026.
Read reviews from past customers who have flown with Qantas Airways from Chicago to Sydney. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Qantas Airways
7.5
Good
1,009 reviews
Check prices

Food

7.0

Overall

7.5

Entertainment

7.2

Crew

8.1

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.
Qantas Airways
7.5
Good
1,009 reviews
Qantas Airways
7.5
Good
1,009 reviews
Check prices

Food

7.0

Overall

7.5

Entertainment

7.2

Crew

8.1

Boarding

7.7

Comfort

7.4

Reviews

1 / 20
2.0
Mediocre

Midhat,Feb 2026

WYA - ADL

Frequent delays, 3rd week in a row. Flight attendants not at all friendly.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sydney. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Sydney from Chicago?

    For a flight from Chicago to Sydney, you will be flying into Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre vof the city. Kingsford Smith is the only Sydney airport and it handles 0 inbound flights from Chicago per day. 1 airline has flights to Sydney Kingsford Smith from Chicago on a regular basis.

  • How long is the flight from Chicago to Sydney?

    Airlines like Delta fly from Chicago to Sydney in about 25h 50m. The time it takes to get you to your destination can typically vary by up to . Chicago and Sydney are separated by a distance of 14861 km.

  • What is the cheapest airline to fly from Chicago to Sydney round-trip?

    Cheapflights users have booked flights from Chicago to Sydney round-trip from $1,934. Qantas Airways is currently priced 3% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Sydney that include hotel bookings?

    Yes. In addition to deals on Chicago to Sydney flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Sydney?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Sydney.

  • Can I find deals for business class flights from Chicago to Sydney?

    Yes. Cheapflights offers flight deals from Chicago to Sydney by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Sydney?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Sydney (average of $283). Flying from Chicago to Sydney in October is currently the most expensive (average of $1,284). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Wollongong
Penrith
Katoomba
Manly
Terrigal
Lithgow
Bondi Beach
Coogee
Cronulla
Leura
Randwick

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Sydney

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Sydney flights
Midway to Sydney flights
St. Louis to Sydney flights

Top airline flying from Chicago to Sydney

Discover the top airline that operate flights from Chicago to Sydney. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 647,157 searches. Data last updated 24 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,934Average$2,326FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Sydney?

Deals for Chicago to Sydney flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Sydney?

Cheapflights helps you find that perfect flight to Sydney from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Chicago to Sydney with no change fees?

Yes, we can. To see specific flights from Chicago to Sydney with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Sydney become cheaper?

Yes, Cheapflights offers price alerts on Chicago to Sydney flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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