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Cheap flights from Chicago to Sydney from $662

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 30/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SYD
27 Jan — 3 Feb1
1 adult

The best prices from Chicago to Sydney Kingsford Smith are usually found in March or February, booked 82 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 22 January 2025.

Round-trip from

$1,357

One-way from

$662

Popular in

December

Cheapest in

March

Average price

$1,850
Qantas Airways
  • Qantas Airways
  • 4/2-10/2
  • 2 total stops
  • 45h 43m total
  • Chicago to Sydney
American Airlines
  • American Airlines
  • 30/1
  • 2 total stops
  • 25h 12m total
  • Chicago to Sydney
Highest demand for flights based on searches. 5% potential increase in price ($185 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease ($61 potential savings vs. average return price).
Average for round-trip flights in January 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 22 January 2025.

Tue 4/215:22ORD - SYD
1 stop22h 13mQantas Airways
Mon 10/211:15SYD - ORD
1 stop23h 30mQantas Airways
Deal found 20/1$1,357
Mon 17/310:15ORD - SYD
2 stops29h 10mAmerican Airlines
Tue 25/321:25SYD - ORD
1 stop25h 08mAmerican Airlines
Deal found 21/1$1,371
Sun 9/314:13ORD - SYD
1 stop25h 12mBritish Airways
Sun 23/321:25SYD - ORD
1 stop25h 08mBritish Airways
Deal found 20/1$1,378
Sat 25/115:20ORD - SYD
1 stop24h 40mMultiple Airlines
Mon 27/111:50SYD - ORD
1 stop20h 39mMultiple Airlines
Deal found 21/1$1,414
Fri 9/507:00ORD - SYD
2 stops45h 15mANA
Fri 23/511:50SYD - ORD
2 stops47h 35mANA
Deal found 21/1$1,475
Fri 7/312:49MDW - SYD
3 stops54h 41mMultiple Airlines
Fri 14/306:15SYD - MDW
3 stops39h 16mMultiple Airlines
Deal found 21/1$1,635
Tue 11/216:55ORD - SYD
2 stops26h 35mFiji Airways
Tue 24/613:15SYD - ORD
2 stops22h 08mFiji Airways
Deal found 21/1$1,848
Sun 11/514:00MDW - SYD
2 stops25h 35mDelta
Wed 28/509:25SYD - MDW
2 stops27h 21mDelta
Deal found 21/1$2,349
Tue 13/509:30MDW - SYD
2 stops29h 50mKorean Air
Sat 24/507:55SYD - MDW
2 stops43h 35mKorean Air
Deal found 21/1$3,646
Sun 23/306:00MDW - SYD
2 stops56h 30mLATAM Airlines
Fri 4/412:50SYD - MDW
3 stops36h 17mLATAM Airlines
Deal found 21/1$5,925
Sun 16/218:59MDW - SYD
2 stops42h 36mWestJet
Sat 22/220:30SYD - MDW
2 stops57h 12mWestJet
Deal found 21/1$11,696

Find flights from Chicago to Sydney within your budget

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 22 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/2

15:22-06:35

1 stop22h 13m

Sydney Kingsford Smith

Mon 10/2

11:15-17:45

1 stop23h 30m

$1,357

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 17/3

12:05-06:35

1 stop26h 30m

Sydney Kingsford Smith

Tue 25/3

21:25-06:33

1 stop25h 08m

$1,371

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 9/3

14:13-07:25

1 stop25h 12m

Sydney Kingsford Smith

Sun 23/3

21:25-06:33

1 stop25h 08m

$1,378

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 25/1

15:20-09:00

1 stop24h 40m

Sydney Kingsford Smith

Mon 27/1

11:50-15:29

1 stop20h 39m

$1,414

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Fri 7/3

12:49-12:30

3 stops54h 41m

Sydney Kingsford Smith

Fri 14/3

06:15-05:31

3 stops39h 16m

$1,635

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 11/2

16:55-12:30

2 stops26h 35m

Sydney Kingsford Smith

Tue 24/6

13:15-20:23

2 stops22h 08m

$1,848

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 4/2

07:20-09:35

3 stops33h 15m

Sydney Kingsford Smith

Wed 19/2

11:20-07:57

2 stops37h 37m

$1,994

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Mon 17/3

13:16-07:45

2 stops26h 29m

Sydney Kingsford Smith

Tue 25/3

10:05-18:02

2 stops23h 57m

$2,349

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 23/3

06:00-06:30

2 stops56h 30m

Sydney Kingsford Smith

Fri 4/4

12:50-09:07

3 stops36h 17m

$5,925

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Sun 16/2

18:59-06:35

2 stops42h 36m

Sydney Kingsford Smith

Sat 22/2

20:30-12:42

2 stops57h 12m

$11,696

Flights are sorted by cheapest return flights first.

Deals found on 21/1

Showing 1-10 of 25 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.

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 return flight from Chicago to Sydney. Price data was last updated on 17 January 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Sydney, you should look to book at least 82 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 22 January 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 22 January 2025.
See what other customers who have flown with Fiji Airways, Air Canada and Delta from Chicago to Sydney have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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.

8.8
Very Good
62 reviews
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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.

8.5
Very Good
1,039 reviews
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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.

8.4
Very Good
852 reviews
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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.

8.1
Very Good
188 reviews
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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.

8.0
Very Good
8,521 reviews
8.8
Very Good
62 reviews

Boarding

8.7

Overall

8.8

Food

7.8

Comfort

8.1

Crew

9.1

Entertainment

7.3

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?

    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. 3 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 $1,357. Other airlines that can offer you cheap pricing are American Airlines, from $1,371, and British Airways, from $1,378. Qantas Airways is currently priced 32% below the average price you’ll pay for this route.

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

    $662 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Qantas Airways and Fiji Airways, with prices starting from $696 and $907, 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
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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 3 airlines flying from Chicago to Sydney

Discover the top 3 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 22 January 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,458Average$1,555FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,545Average$1,889FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$1,804Average$2,308FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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