HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sydney

$538+ Cheap flights from Chicago (CHI) to Sydney (SYD)

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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Sydney with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Sydney

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 May 9, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:45 pm
ORD
-
SYD
1 stop34h 25m
ANA
Tue 9/88:55 pm
SYD
-
ORD
1 stop26h 45m
ANA
Deal found 5/7$1,231
This Cheapflightsfares deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:45 pm
ORD
-
SYD
1 stop24h 40m
ANA
Tue 9/88:55 pm
SYD
-
ORD
1 stop26h 45m
ANA
Deal found 5/5$1,232
This Cheapflightsfares deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:45 pm
ORD
-
SYD
1 stop34h 25m
ANA
Sun 8/3011:45 am
SYD
-
ORD
2 stops32h 00m
ANA
Deal found 5/6$1,241
This Gotogate deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/34:25 pm
ORD
-
SYD
1 stop34h 50m
ANA
Wed 11/1812:25 pm
SYD
-
ORD
1 stop35h 55m
ANA
Deal found 5/5$1,253
This KAYAK deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/265:35 pm
ORD
-
SYD
1 stop34h 40m
ANA
Tue 11/109:45 pm
SYD
-
ORD
1 stop26h 35m
ANA
Deal found 5/4$1,260
This KAYAK deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:25 pm
ORD
-
SYD
1 stop34h 50m
ANA
Thu 11/1212:25 pm
SYD
-
ORD
1 stop35h 55m
ANA
Deal found 5/5$1,261
This CrystalTravel deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:45 pm
ORD
-
SYD
1 stop34h 25m
ANA
Thu 8/2711:45 am
SYD
-
ORD
2 stops32h 00m
ANA
Deal found 5/6$1,265
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2512:50 pm
MDW
-
SYD
2 stops27h 00m
Delta
Wed 7/89:15 am
SYD
-
MDW
2 stops24h 03m
Delta
Deal found 5/4$1,605
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:02 pm
MDW
-
SYD
2 stops40h 08m
Multiple Airlines
Wed 9/212:00 pm
SYD
-
MDW
1 stop41h 07m
Multiple Airlines
Deal found 5/4$1,612
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/512:46 pm
MDW
-
SYD
2 stops27h 04m
Delta
Sun 8/309:15 am
SYD
-
MDW
2 stops23h 46m
Delta
Deal found 5/7$1,615
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:05 pm
MDW
-
SYD
2 stops26h 45m
Delta
Tue 9/229:15 am
SYD
-
MDW
2 stops23h 50m
Delta
Deal found 5/8$1,616
This Delta deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:24 am
MDW
-
SYD
2 stops30h 26m
Delta
Tue 9/89:15 am
SYD
-
MDW
2 stops23h 50m
Delta
Deal found 5/8$1,689

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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,241
(Cheapflightsfares)

One-way from

$538
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$1,447
Provider with most accurate pricing for Chicago (CHI)-Sydney Kingsford Smith flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sydney Kingsford Smith flights.
Search Deals
From Chicago (CHI) to Sydney Kingsford Smith
Search Deals
One-way flight from Chicago (CHI) to Sydney Kingsford Smith
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated May 9, 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 round-trip

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 8/25

6:54 pm-6:50 pm

2 stops32h 56m

Sydney Kingsford Smith

Tue 9/1

8:45 pm-6:22 am

3 stops24h 37m

$1,530

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 8/26

6:54 pm-6:50 pm

2 stops32h 56m

Sydney Kingsford Smith

Tue 9/1

8:45 pm-6:22 am

3 stops24h 37m

$1,560

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 8/6

4:45 pm-6:55 am

2 stops23h 10m

Sydney Kingsford Smith

Fri 8/14

10:20 am-5:05 pm

2 stops21h 45m

$1,614

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 7/6

2:45 pm-6:50 am

1 stop25h 05m

Sydney Kingsford Smith

Mon 7/27

9:15 am-8:31 pm

2 stops26h 16m

$1,615

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 7/4

3:30 pm-6:50 am

1 stop24h 20m

Sydney Kingsford Smith

Sun 7/26

9:15 am-9:52 pm

2 stops27h 37m

$1,615

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 11/1

1:05 pm-8:30 am

2 stops26h 25m

Sydney Kingsford Smith

Mon 11/30

10:40 am-6:37 pm

2 stops24h 57m

$1,615

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 8/5

12:46 pm-6:50 am

2 stops27h 04m

Sydney Kingsford Smith

Sun 8/30

9:15 am-6:01 pm

2 stops23h 46m

$1,615

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 7/6

12:50 pm-6:50 am

2 stops27h 00m

Sydney Kingsford Smith

Mon 7/27

9:15 am-6:18 pm

2 stops24h 03m

$1,615

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 9/1

1:00 pm-6:50 am

2 stops26h 50m

Sydney Kingsford Smith

Tue 9/8

9:15 am-6:31 pm

2 stops24h 16m

$1,615

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 8/22

9:24 am-6:50 am

2 stops30h 26m

Sydney Kingsford Smith

Wed 9/2

9:15 am-9:46 pm

2 stops27h 31m

$1,615

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 41 resultsSorted by cheapest first
1
2
3
...
5

Compare providers for flights from Chicago to Sydney

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Sydney in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Sydney flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sydney flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sydney flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sydney flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sydney flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 round-trip 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?

The best time to book flights from Chicago to Sydney is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 $138). Flying from Chicago to Sydney in July is currently the most expensive (average of $845). 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 to fly round-trip from Chicago to Sydney?

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

Share of 1-stop round-trip flights from Chicago to Sydney chosen by Cheapflights users in the past 12 months, using the same layover each way.

Los Angeles (LAX) – chosen by Cheapflights users on 29% of 1-stop itineraries from Chicago to Sydney on Cheapflights.

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

Average round-trip fare for 1-stop flights from Chicago to Sydney, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Nadi (NAN) is the most affordable 1-stop option, with an average round-trip price of $845.

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

Shortest average travel time for 1-stop one-way flights from Chicago to Sydney, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Los Angeles (LAX) have the shortest average one-way travel time for 1-stop routes: 20h 53m.

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

Average layover duration for 1-stop one-way flights from Chicago to Sydney, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via San Francisco (SFO) offer the fastest connection on this route, with an average layover time of 1h 32m.

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 May 9, 2026.
Peruse reviews from past customers who have flown with ANA,Qantas Airways, andUnited Airlines from Chicago to Sydney to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.
ANA
8.3
Very good
1,207 reviews
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.
Qantas Airways
7.5
Good
1,033 reviews
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.
United Airlines
7.4
Good
9,696 reviews
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.
American Airlines
7.1
Good
11,668 reviews
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.
Air Canada
7.1
Good
11,012 reviews
ANA
8.3
Very good
1,207 reviews

Overall

8.3

Food

7.7

Entertainment

8.0

Boarding

8.5

Crew

8.7

Comfort

8.2

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

EWR - NRT

Flights were on time and flew ahead of schedule. Seating was comfortable. Meal quality left a little to be desired, and service was mostly mechanical.

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?

    Located just 4.6 mi from the city center, Sydney Kingsford Smith is the airport most travelers will use when flying to Sydney from Chicago. Booking flights from Chicago to Kingsford Smith (SYD) should be relatively easy as there are 0 daily inbound flights from Chicago from 7 different airlines.

  • How long is the flight from Chicago to Sydney?

    United Airlines and Delta can get you from Chicago to Sydney in just under 23h 10m. Your travel time can differ by up to 1h 55m. Chicago and Sydney are separated by a distance of 9228 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Sydney round-trip?

    Our cheapest airline available from Chicago to Sydney is American Airlines. Our recent data shows that you can find tickets from as low as $198 on this airline. Additional options worth looking into are Fiji Airways and Qantas Airways, starting at $716 and $836 round-trip. These flights start at 86% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Sydney one-way?

    One-way options have recently been found by users for as low as $441 on Qantas Airways. Other airlines that offer cheap prices include ANA from $691 and United Airlines from $836 one-way.

  • Where are the most common layover locations when flying from Chicago to Sydney?

    Chicago to Sydney flights have a layover in Los Angeles most often.

  • What are some popular things to do or see while on a layover in Los Angeles?

    The majority of Los Angeles visitors spend their time at Hollywood Bowl, Hollywood Walk of Fame, and Little Tokyo. Travelers on a layover in Los Angeles can visit Hollywood Bowl, Hollywood Walk of Fame, and Little Tokyo, by traveling 12.4 mi, 11.7 mi, and 12.2 mi, respectively after landing at Los Angeles. Travelers in need of a car in Los Angeles can rent one for about $43 per day.

  • Where are the least popular layover locations for Chicago to Sydney flights?

    Chicago to Sydney flights have a layover in Dallas least often.

  • 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 vacation 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 $138). Flying from Chicago to Sydney in July is currently the most expensive (average of $845). 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

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Wollongong
Coogee
Manly

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
St. Louis to Sydney flights

Top 7 airlines flying from Chicago to Sydney

Discover the top 7 airlines 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 2,558,603 searches. Data last updated May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$1,444FlexibilityNo cancel feeOn-time71%
Fiji AirwaysCheapest$716Average$1,181FlexibilityNo cancel feeOn-time74%
Qantas AirwaysCheapest$837Average$1,361FlexibilityNo cancel feeOn-time74%
United AirlinesCheapest$870Average$1,556FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$898Average$1,259FlexibilityNo cancel feeOn-time67%
ANACheapest$1,184Average$1,288FlexibilityNo cancel feeOn-time80%
Air New ZealandCheapest$1,282Average$1,506FlexibilityNo cancel feeOn-time78%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.