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$414+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Chicago to Sydney Kingsford Smith are usually found in March or February, booked 82 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 January 21, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$848
(Ovago)

One-way from

$414
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$1,156
Provider with most accurate pricing for Chicago (CHI)-Sydney Kingsford Smith flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sydney Kingsford Smith flights.
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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. 5% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 21, 2025.

This Ovago deal was found by Cheapflights users on 1/20. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/43:22 pmORD - SYD
1 stop22h 13mQantas Airways
Mon 2/1011:15 amSYD - ORD
1 stop23h 30mQantas Airways
Deal found 1/20$848
This Flighttix deal was found by Cheapflights users on 1/20. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/232:14 pmORD - SYD
1 stop24h 11mBritish Airways
Wed 2/511:50 amSYD - ORD
1 stop22h 48mBritish Airways
Deal found 1/20$851
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/282:13 pmORD - SYD
1 stop24h 12mAmerican Airlines
Sun 3/95:25 pmSYD - ORD
1 stop29h 00mAmerican Airlines
Deal found 1/20$856
This CheapTickets.ch deal was found by Cheapflights users on 1/20. 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 CheapTickets.ch is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/67:00 amORD - SYD
2 stops33h 00mMultiple Airlines
Thu 3/1311:50 amSYD - ORD
1 stop19h 23mMultiple Airlines
Deal found 1/20$880
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 5/67:45 pmORD - SYD
2 stops32h 30mANA
Tue 5/278:55 pmSYD - ORD
1 stop26h 45mANA
Deal found 1/20$962
This eDestinos deal was found by Cheapflights users on 1/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/712:49 pmMDW - SYD
3 stops54h 41mMultiple Airlines
Fri 3/146:15 amSYD - MDW
3 stops39h 16mMultiple Airlines
Deal found 1/21$1,022
This Delta deal was found by Cheapflights users on 1/20. 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 5/61:16 pmMDW - SYD
2 stops26h 19mDelta
Tue 5/279:25 amSYD - MDW
2 stops23h 35mDelta
Deal found 1/20$1,468
This Korean Air deal was found by Cheapflights users on 1/20. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/236:00 amMDW - SYD
2 stops31h 55mKorean Air
Wed 12/109:10 amSYD - MDW
2 stops29h 37mKorean Air
Deal found 1/20$2,730

Find flights from Chicago to Sydney within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/4

3:22 pm-6:35 am

1 stop22h 13m

Sydney Kingsford Smith

Mon 2/10

11:15 am-5:45 pm

1 stop23h 30m

$848

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 2/28

2:13 pm-7:25 am

1 stop24h 12m

Sydney Kingsford Smith

Sun 3/9

5:25 pm-5:25 am

1 stop29h 00m

$856

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Fri 1/24

8:30 am-6:10 am

1 stop28h 40m

Sydney Kingsford Smith

Thu 2/6

11:50 am-2:25 pm

1 stop19h 35m

$858

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 3/9

2:13 pm-7:25 am

1 stop25h 12m

Sydney Kingsford Smith

Sun 3/23

9:25 pm-6:33 am

1 stop25h 08m

$861

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Thu 3/6

7:00 am-9:00 am

2 stops33h 00m

Sydney Kingsford Smith

Thu 3/13

11:50 am-3:13 pm

1 stop19h 23m

$880

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 3/7

12:49 pm-12:30 pm

3 stops54h 41m

Sydney Kingsford Smith

Fri 3/14

6:15 am-5:31 am

3 stops39h 16m

$1,022

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/11

4:55 pm-12:30 pm

2 stops26h 35m

Sydney Kingsford Smith

Tue 6/24

6:15 am-8:23 pm

2 stops29h 08m

$1,155

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 5/6

1:16 pm-6:35 am

2 stops26h 19m

Sydney Kingsford Smith

Tue 5/27

9:25 am-6:00 pm

2 stops23h 35m

$1,468

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Tue 7/1

9:30 am-6:20 am

2 stops29h 50m

Sydney Kingsford Smith

Mon 7/7

7:55 am-12:30 pm

2 stops43h 35m

$2,830

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 3/23

6:00 am-6:30 am

2 stops56h 30m

Sydney Kingsford Smith

Fri 4/4

12:50 pm-9:07 am

3 stops36h 17m

$3,703

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 29 results
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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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
GurufarePrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*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 AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Sydney flight deals on Cheapflights vs. AranGrant >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 AranGrant the most. AranGrant 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.

Travel insights for flights from Chicago to Sydney

Get recent, data-driven insights about flights from Chicago to Sydney including ideal travel times, pricing trends, and more.

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 January 17, 2025.

The best time to book flights from Chicago to Sydney is 82 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 $1,051). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,643). 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 January 21, 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.

Rainfall in Sydney by month

Plan your trip to Sydney by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sydney ranges from 2.0 - 5.1 inches per month. March is typically the wettest month, when rainfall can reach 5.1 in. September is typically the driest time to visit Sydney when rainfall is around 2.0 in.

Temperature in Sydney by month

Plan your trip to Sydney by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sydney, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of July, when temperatures are typically at their lowest (around 51.8 F).

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 January 21, 2025.
Read through reviews of airlines operating flights from Chicago to Sydney, such as Delta and Qantas Airways. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Air Tahiti Nui
8.8
Very good
62 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Korean Air
8.5
Very good
1,039 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

ANA
8.4
Very good
852 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Singapore Airlines
8.1
Very good
1,328 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

Fiji Airways
8.1
Very good
188 reviews
Air Tahiti Nui
8.8
Very good
62 reviews

Comfort

8.1

Food

7.8

Crew

9.1

Entertainment

7.3

Overall

8.8

Boarding

8.7

Reviews

1 / 2

Les sièges sont étroits, je mesure 1,77 m, les passants dans le couloirs notamment l'équipage n'arrêtaient pas de me cogner. nous étions en économie. l'équipage est au top. C'est le confort qui était négatif pour nous.

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 Qantas Airways. Our recent data shows that you can find tickets from as low as $848 on this airline. Additional options worth looking into are American Airlines and Iberia, starting at $856 and $858 round-trip. These flights start at 32% 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 $414 on American Airlines. Other airlines that offer cheap prices include Qantas Airways from $423 and Fiji Airways from $567 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. Los Angeles is followed by Vancouver in terms of the most popular layover location on flights from Chicago to Sydney.

  • 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 $41 per day.

  • What are some popular points of interest to see during a layover in Vancouver?

    Pacific Central Station, Vancouver Harbour Centre, and Queen Elizabeth Theatre are currently the most popular points of interest in Vancouver at the moment. Those on a layover in Vancouver interested in visiting Pacific Central Station, Vancouver Harbour Centre, or Queen Elizabeth Theatre can do so by traveling 6.6 mi, 6.9 mi, and 6.6 mi, respectively from Vancouver Intl. Those landing in Vancouver looking to spend some time exploring during their layover can rent a car for about $34 per day.

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

    Chicago to Sydney flights have a layover in Auckland 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 $1,051). Flying from Chicago to Sydney in December is currently the most expensive (average of $1,643). 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 Chicago?

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Wollongong
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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
Peoria to Sydney flights
O'Hare Intl to Coolangatta flights
Evansville to Sydney 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
ANACheapest$679Average$781FlexibilityNo cancel feeOn-time80%
Qantas AirwaysCheapest$824Average$1,271FlexibilityNo cancel feeOn-time74%
American AirlinesCheapest$831Average$891FlexibilityNo cancel feeOn-time71%
DeltaCheapest$851Average$978FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$916Average$1,451FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$957Average$1,304FlexibilityNo cancel feeOn-time67%
Cathay PacificCheapest$1,138Average$1,317FlexibilityNo cancel feeOn-time72%
Air New ZealandCheapest$1,197Average$1,318FlexibilityNo cancel feeOn-time78%
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