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Cheap flights from Sydney to Chicago from $723

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 17/3. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
22 Jan — 29 Jan1
1 adult

The best prices from Sydney Kingsford Smith to Chicago are usually found in March or February, booked 37 days in advance, depart on a Tuesday or Monday and return on a Sunday

Cheap flight deals from Sydney to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Sydney (SYD) to Chicago (CHI). 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 17 January 2025.

Round-trip from

$1,146

One-way from

$723

Popular in

December

Cheapest in

March

Average price

$2,090
Qantas Airways
  • Qantas Airways
  • 30/5-12/6
  • 2 total stops
  • 84h 05m total
  • Sydney to Chicago
Qantas Airways
  • Qantas Airways
  • 17/3
  • 1 total stop
  • 22h 34m total
  • Sydney to Chicago
High demand for flights, 10% potential price rise
Best time to find cheap flights, 2% potential price drop
Average for round-trip flights in January 2025

Find flight deals from Sydney to Chicago

Cheapest flights from Sydney to Chicago
Explore the most affordable flight options available from Sydney to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 17 January 2025.

Thu 23/111:15SYD - ORD
1 stop21h 44mQantas Airways
Thu 6/215:20ORD - SYD
1 stop24h 40mQantas Airways
Deal found 16/1$1,143
Wed 5/206:20SYD - ORD
2 stops25h 05mMultiple Airlines
Wed 26/220:25ORD - SYD
1 stop43h 35mMultiple Airlines
Deal found 16/1$1,279
Wed 12/211:20SYD - ORD
3 stops37h 37mAir Canada
Sun 23/207:20ORD - SYD
3 stops33h 15mAir Canada
Deal found 17/1$1,733
Thu 15/511:50SYD - ORD
2 stops26h 06mAir New Zealand
Tue 20/516:20ORD - SYD
2 stops25h 25mAir New Zealand
Deal found 15/1$1,772
Thu 15/511:50SYD - ORD
1 stop35h 50mANA
Tue 20/519:46ORD - SYD
2 stops32h 29mANA
Deal found 15/1$1,789
Mon 20/114:15SYD - MDW
2 stops25h 05mDelta
Mon 10/212:44MDW - SYD
2 stops26h 51mDelta
Deal found 17/1$1,910
Mon 20/111:05SYD - ORD
2 stops23h 20mDelta
Mon 10/212:15ORD - SYD
2 stops27h 20mDelta
Deal found 17/1$1,910
Thu 23/111:15SYD - ORD
2 stops22h 20mAmerican Airlines
Fri 31/117:35ORD - SYD
2 stops22h 25mAmerican Airlines
Deal found 16/1$1,921
Fri 19/911:00SYD - ORD
2 stops45h 50mSingapore Airlines
Fri 26/921:00ORD - SYD
2 stops41h 55mSingapore Airlines
Deal found 16/1$2,097
Tue 1/411:20SYD - ORD
2 stops21h 40mUnited Airlines
Thu 8/512:53ORD - SYD
1 stop27h 07mUnited Airlines
Deal found 17/1$2,171
Wed 5/1109:15SYD - ORD
1 stop39h 10mJapan Airlines
Wed 31/1210:20ORD - SYD
1 stop27h 30mJapan Airlines
Deal found 17/1$2,361
Fri 5/1209:10SYD - ORD
1 stop40h 20mKorean Air
Sat 10/111:25ORD - SYD
1 stop26h 30mKorean Air
Deal found 17/1$2,670

Find flights from Sydney to Chicago within your budget

Customise your flight search to find flights from Sydney to Chicago 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 17 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 30/5

17:35-19:38

1 stop41h 03m

Chicago O'Hare Intl

Thu 12/6

20:33-06:35

1 stop43h 02m

$1,146

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 5/2

06:20-14:25

2 stops25h 05m

Chicago O'Hare Intl

Wed 26/2

20:25-09:00

1 stop43h 35m

$1,279

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 12/2

11:20-07:57

3 stops37h 37m

Chicago O'Hare Intl

Sun 23/2

07:20-09:35

3 stops33h 15m

$1,733

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 15/5

11:50-22:56

2 stops26h 06m

Chicago O'Hare Intl

Tue 20/5

16:20-08:45

2 stops25h 25m

$1,772

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 15/5

11:50-08:40

1 stop35h 50m

Chicago O'Hare Intl

Tue 20/5

19:46-19:15

2 stops32h 29m

$1,789

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 20/1

14:15-22:20

2 stops25h 05m

Chicago Midway

Mon 10/2

12:44-08:35

2 stops26h 51m

$1,910

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 1/4

11:20-17:00

2 stops21h 40m

Chicago O'Hare Intl

Thu 8/5

12:53-07:00

1 stop27h 07m

$2,171

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 12/2

19:15-19:38

3 stops41h 23m

Chicago O'Hare Intl

Sun 23/2

17:40-17:40

3 stops31h 00m

$2,716

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 16/6

15:00-23:39

3 stops47h 39m

Chicago O'Hare Intl

Mon 18/8

13:10-19:15

3 stops39h 05m

$3,640

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 23/4

10:05-14:25

1 stop43h 20m

Chicago O'Hare Intl

Wed 30/4

16:05-10:50

1 stop27h 45m

$4,327

Flights are sorted by cheapest return flights first.

Deals found on 17/1

Showing 1-10 of 22 results
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Best time to book a flight from Sydney to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sydney 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 Sydney to Chicago

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

How far ahead should I book a flight from Sydney to Chicago?

Use this chart to determine the optimal time to book a return flight from Sydney to Chicago. Price data was last updated on 10 January 2025.

Booking 37 days in advance of your planned departure date is, on average, the best time to get cheap flights from Sydney to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Find hourly flight availability from Sydney to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 17 January 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 10% on flights from Sydney to Chicago by exploring options for tickets in the afternoon.

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

Use this chart to determine the cheapest time to fly return from Sydney to Chicago. Price data was last updated on 13 October 2024.

Travellers seeking maximum savings on their Sydney to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday at midday flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 17 January 2025.
To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about Qantas Airways, Air Canada and Air Tahiti Nui. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.8
Very Good
62 reviews

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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
1,034 reviews
8.8
Very Good
62 reviews

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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
847 reviews
8.8
Very Good
62 reviews

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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.

8.3
Very Good
1,448 reviews
8.8
Very Good
62 reviews

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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
1,327 reviews
8.8
Very Good
62 reviews

Food

7.8

Entertainment

7.3

Crew

9.1

Boarding

8.7

Overall

8.8

Comfort

8.1

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 Sydney to Chicago. 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 from for flights from Sydney to Chicago?

    For a flight from Sydney to Chicago, you will be flying from Kingsford Smith. Sydney Kingsford Smith (SYD) is just 7.5 km from the centre of the city. Kingsford Smith is the only Sydney airport and it handles 0 outbound flights to Chicago per day. 9 airlines have flights to Chicago from Sydney Kingsford Smith on a regular basis.

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

    Cheapflights users have booked flights from Sydney to Chicago round-trip from $1,146. Other airlines that can offer you cheap pricing are Air Canada, from $1,754, and Air New Zealand, from $1,772. You may be able to fly from Sydney to Chicago for 40% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Qantas Airways, which is currently one of the cheapest options available, starting at $723. United Airlines flights start at $1,424 while deals on Air Tahiti Nui start at $1,629 one-way.

  • Can I find deals for flights from Sydney to Chicago that include hotel bookings?

    Yes. In addition to deals on Sydney to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Sydney to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sydney to Chicago.

  • Can I find deals for business class flights from Sydney to Chicago?

    Yes. Cheapflights offers flight deals from Sydney to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Fly from Sydney to Chicago on these airlines

Choose from the following airlines for your flight from Sydney to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 17 January 2025.

Top 9 airlines flying from Sydney to Chicago

Discover the top 9 airlines that operate flights from Sydney to Chicago. 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 17 January 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,125Average$1,907FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air New ZealandCheapest$1,446Average$1,892FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
American AirlinesCheapest$1,546Average$1,768FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$1,550Average$1,970FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$1,572Average$2,511FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
ANACheapest$1,577Average$2,130FlexibilityNo cancel feeOn-time80%
Search ANA flights
Virgin AustraliaCheapest$1,786Average$2,785FlexibilityNo cancel feeOn-time80%
Search Virgin Australia flights
DeltaCheapest$1,881Average$2,017FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Cathay PacificCheapest$1,930Average$2,298FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Sydney to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Sydney to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Sydney to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Sydney.

Can Cheapflights find flights from Sydney to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Sydney to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Sydney to Chicago become cheaper?

Of course! You can now track prices for flights from Sydney to Chicago and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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