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$406+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sydney Kingsford Smith are usually found in August or May, booked 2 days in advance, depart on a Saturday or Sunday and return on a Thursday

Cheap 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 julio 31, 2025.

Round-trip from

$800
(lol.travel)

One-way from

$406
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$1,071
From Chicago (CHI) to Sydney Kingsford Smith
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One-way flight from Chicago (CHI) to Sydney Kingsford Smith
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Highest demand for flights based on searches. 15% potential increase in price ($181 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 julio 31, 2025.

This lol.travel deal was found by Cheapflights users on 7/30. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/243:40 pmORD - SYD
1 stop24h 40mAir Canada
mar. 9/99:20 amSYD - ORD
1 stop20h 40mAir Canada
Deal found 7/30$800
This Trip.com deal was found by Cheapflights users on 7/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/206:20 amORD - SYD
2 stops38h 25mMultiple Airlines
dom. 11/22:00 pmSYD - ORD
2 stops25h 59mMultiple Airlines
Deal found 7/30$964
This Delta deal was found by Cheapflights users on 7/31. 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.
lun. 10/61:48 pmMDW - SYD
2 stops25h 47mDelta
dom. 10/1910:25 amSYD - MDW
2 stops24h 00mDelta
Deal found 7/31$1,465
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
jue. 8/283:52 pmMDW - SYD
2 stops39h 18mMultiple Airlines
jue. 9/412:10 pmSYD - MDW
1 stop40h 01mMultiple Airlines
Deal found 7/31$1,821

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 julio 31, 2025.
Use the filters below to find and compare flights from Chicago to Sydney that are best for you.

Fly from

Chicago

Fly to

Sydney

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

dom. 8/24

3:40 pm-7:20 am

1 stop24h 40m

Sydney Kingsford Smith

mar. 9/9

9:20 am-3:00 pm

1 stop20h 40m

$800

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 10/20

6:20 am-12:45 pm

2 stops38h 25m

Sydney Kingsford Smith

dom. 11/2

2:00 pm-11:59 pm

2 stops25h 59m

$964

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

lun. 10/6

1:48 pm-7:35 am

2 stops25h 47m

Sydney Kingsford Smith

dom. 10/19

10:25 am-6:25 pm

2 stops24h 00m

$1,465

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

jue. 8/28

3:52 pm-10:10 pm

2 stops39h 18m

Sydney Kingsford Smith

jue. 9/4

12:10 pm-1:11 pm

1 stop40h 01m

$1,821

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

mar. 9/9

3:20 pm-2:40 pm

2 stops32h 20m

$406

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 10/6

6:03 pm-8:05 am

1 stop22h 02m

$792

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 9/1

5:45 pm-7:15 pm

1 stop34h 30m

$799

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

mié. 10/15

10:35 am-7:35 am

2 stops29h 00m

$851

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 8/11

7:03 pm-10:10 pm

2 stops36h 07m

$1,030

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

lun. 8/11

5:26 pm-7:05 am

2 stops22h 39m

$1,038

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 12 results
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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 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?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sydney. Price data was last updated on July 25, 2025.

The best time to book flights from Chicago to Sydney is 2 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, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,028). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,619). 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.

What is the cheapest time of day to fly from CHI to SYD?

Find hourly flight availability from Chicago to Sydney. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Sydney in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Chicago to Sydney?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sydney. Price data was last updated on December 8, 2024.

Travelers seeking maximum savings on their Chicago to Sydney flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 56% 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.

Dallas (DFW) is the most affordable 1-stop option, with an average round-trip price of $889.

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 Dallas (DFW) have the shortest average one-way travel time for 1-stop routes: 21h 02m.

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 Dallas (DFW) 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 julio 31, 2025.
Peruse reviews from past customers who have flown with ANA, Japan Airlines, and Fiji Airways 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
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!
ANA
8.4
Very good
922 reviews
ANA
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!
Japan Airlines
8.3
Very good
1,536 reviews
ANA
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!
Fiji Airways
8.0
Very good
202 reviews
ANA
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!
Delta
8.0
Very good
7,981 reviews
ANA
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!
LATAM Airlines
7.5
Good
1,822 reviews
ANA
8.4
Very good
922 reviews

Crew

8.7

Food

7.7

Boarding

8.5

Comfort

8.2

Entertainment

7.9

Overall

8.4

Reviews

1 / 20
10.0
Excellent

Kenneth,Jul 2025

SFO - HND

Great food, great service, great comfort. Can’t ask for more although I’m only flying economy!

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 8 different airlines.

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

    Our cheapest airline available from Chicago to Sydney is Air Canada. Our recent data shows that you can find tickets from as low as $800 on this airline. Additional options worth looking into are Delta and LATAM Airlines, starting at $1,465 and $3,189 round-trip. These flights start at 20% 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 $792 on Qantas Airways. Other airlines that offer cheap prices include ANA from $799 and Delta from $851 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 L.A. Live. Travelers on a layover in Los Angeles can visit Hollywood Bowl, Hollywood Walk of Fame, and L.A. Live, by traveling 12.5 mi, 11.7 mi, and 10.8 mi, respectively after landing at Los Angeles. Travelers in need of a car in Los Angeles can rent one for about $51 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, February is the cheapest month in which you can book a flight from Chicago to Sydney (average of $1,028). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,619). 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
Wollongong
Parramatta
Manly
Coogee

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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
Evansville to Sydney flights
Peoria to Sydney flights
O'Hare Intl to Coolangatta flights

Top 8 airlines flying from Chicago to Sydney

Discover the top 8 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$679Average$1,177FlexibilityNo cancel feeOn-time80%
Qantas AirwaysCheapest$812Average$946FlexibilityNo cancel feeOn-time74%
American AirlinesCheapest$823Average$870FlexibilityNo cancel feeOn-time71%
Fiji AirwaysCheapest$849Average$1,181FlexibilityNo cancel feeOn-time74%
DeltaCheapest$851Average$978FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$992Average$1,241FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$1,202Average$1,466FlexibilityNo cancel feeOn-time69%
Air New ZealandCheapest$1,275Average$1,506FlexibilityNo cancel feeOn-time78%

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