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Cheap flights from Chicago to Sydney from $697

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
18 Jun — 25 Jun1
1 adult

Cheapflights Tip: The best prices from Chicago to Sydney Kingsford Smith are usually found in August or April, booked 2 days in advance, depart on a Sunday or Monday and return on a Tuesday

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 13 June 2025.

Round-trip from

$1,572

One-way from

$697

Popular in

December

Cheapest in

August

Average price

$1,420
6/9-11/9
  • 6/9-11/9
  • 5 total stops
  • 54h 40m total
  • Chicago to Sydney
26/8
  • 26/8
  • 2 total stops
  • 34h 39m total
  • Chicago to Sydney
Highest demand for flights based on searches. 14% potential increase in price ($428 potential increase over avg. return price).
Cheapest flight prices on average. 4% potential price decrease ($105 potential savings vs. average return price).
Average for round-trip flights in June 2025

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 13 June 2025.

Sat 6/915:21ORD - SYD
3 stops29h 24mMultiple Airlines
Thu 11/913:15SYD - ORD
2 stops25h 16mMultiple Airlines
Deal found 12/6$1,572
Tue 26/817:45ORD - SYD
1 stop24h 40mANA
Sun 14/911:50SYD - ORD
1 stop35h 50mANA
Deal found 13/6$1,824
Tue 2/918:20ORD - SYD
2 stops26h 25mFiji Airways
Tue 14/1014:15SYD - ORD
2 stops22h 47mFiji Airways
Deal found 11/6$1,894
Wed 17/906:20ORD - SYD
2 stops34h 10mAlaska Airlines
Tue 23/917:45SYD - ORD
2 stops28h 18mAlaska Airlines
Deal found 12/6$1,924
Mon 28/716:50ORD - SYD
2 stops26h 45mAir New Zealand
Mon 11/811:50SYD - ORD
2 stops26h 09mAir New Zealand
Deal found 11/6$2,000
Wed 24/919:50ORD - SYD
2 stops32h 10mTurkish Airlines
Sun 5/1021:55SYD - ORD
2 stops40h 05mTurkish Airlines
Deal found 12/6$2,079
Tue 2/915:12ORD - SYD
1 stop24h 53mQantas Airways
Tue 30/909:10SYD - ORD
1 stop22h 37mQantas Airways
Deal found 12/6$2,094
Mon 8/1207:20ORD - SYD
2 stops33h 15mAir Canada
Sun 14/1211:20SYD - ORD
2 stops22h 30mAir Canada
Deal found 12/6$2,106
Sun 3/813:46MDW - SYD
2 stops25h 49mDelta
Tue 19/809:25SYD - MDW
2 stops24h 12mDelta
Deal found 12/6$2,249
Mon 16/606:25MDW - SYD
2 stops33h 40mMultiple Airlines
Wed 18/617:45SYD - MDW
2 stops42h 08mMultiple Airlines
Deal found 12/6$2,392
Sat 15/1116:25MDW - SYD
2 stops45h 30mKorean Air
Mon 1/1209:10SYD - MDW
2 stops53h 34mKorean Air
Deal found 12/6$3,892
Thu 25/913:05MDW - SYD
2 stops37h 10mLATAM Airlines
Mon 6/1012:50SYD - MDW
3 stops37h 01mLATAM Airlines
Deal found 12/6$5,239

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 13 June 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

Sat 6/9

15:21-11:45

3 stops29h 24m

Sydney Kingsford Smith

Thu 11/9

13:15-23:31

2 stops25h 16m

$1,572

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/9

20:20-19:15

2 stops31h 55m

Sydney Kingsford Smith

Tue 14/10

12:50-08:40

1 stop35h 50m

$1,864

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/9

18:20-11:45

2 stops26h 25m

Sydney Kingsford Smith

Tue 14/10

14:15-21:02

2 stops22h 47m

$1,894

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 22/10

06:00-07:30

2 stops33h 30m

Sydney Kingsford Smith

Wed 29/10

17:25-05:01

2 stops27h 36m

$1,922

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 28/7

16:50-10:35

2 stops26h 45m

Sydney Kingsford Smith

Mon 11/8

11:50-22:59

2 stops26h 09m

$2,000

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 24/9

19:50-19:00

2 stops32h 10m

Sydney Kingsford Smith

Sun 5/10

21:55-22:00

2 stops40h 05m

$2,079

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 2/9

15:12-07:05

1 stop24h 53m

Sydney Kingsford Smith

Tue 30/9

09:10-16:47

1 stop22h 37m

$2,094

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 8/12

07:20-09:35

2 stops33h 15m

Sydney Kingsford Smith

Sun 14/12

11:20-16:50

2 stops22h 30m

$2,106

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 10/9

13:08-06:35

2 stops26h 27m

Sydney Kingsford Smith

Wed 24/9

09:25-21:44

2 stops27h 19m

$2,249

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sat 15/11

16:25-06:55

2 stops45h 30m

Sydney Kingsford Smith

Mon 1/12

09:10-21:44

2 stops53h 34m

$3,892

Flights are sorted by cheapest return flights first.

Deals found on 11/6

Showing 1-10 of 31 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 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 9 June 2025.

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, May is the cheapest month in which you can book a flight from Chicago to Sydney (average of $129). Flying from Chicago to Sydney in October is currently the most expensive (average of $171). 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 13 June 2025.

When flying from Chicago to Sydney, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 35% versus a flight at midday.

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 50.0 - 130.0 inches per month. March is typically the wettest month, when rainfall can reach 130.0 mm. September is typically the driest time to visit Sydney when rainfall is around 50.0 mm.

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 22.0 C. Travellers hoping to avoid the cold should look outside of July, when temperatures are typically at their lowest (around 11.0 C).

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 13 June 2025.
See what other customers who have flown with Air Tahiti Nui, Korean Air and Japan Airlines from Chicago to Sydney have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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.

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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.

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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.

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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.
8.3
Very Good

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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.

Overall

8.7

Entertainment

7.3

Comfort

8.1

Food

7.8

Boarding

8.7

Crew

9.0

Reviews

1 / 2
10.0
Excellent

Isabelle,Apr 2023

AKL - PPT

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?

    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. 2 airlines have flights to Sydney Kingsford Smith from Chicago on a regular basis.

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

    Cheapflights users have booked flights from Chicago to Sydney round-trip from $1,864. Other airlines that can offer you cheap pricing are Fiji Airways, from $1,894, and Alaska Airlines, from $1,922.

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

    $1,035 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on Fiji Airways and Qantas Airways, with prices starting from $1,059 and $1,193, respectively.

  • 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, May is the cheapest month in which you can book a flight from Chicago to Sydney (average of $129). Flying from Chicago to Sydney in October is currently the most expensive (average of $171). 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 Chicago?

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

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.

Top 2 airlines flying from Chicago to Sydney

Discover the top 2 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 647,157 searches. Data last updated 13 June 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,310Average$1,413FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,677Average$1,812FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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