Find flights
When to book
Airlines
FAQs

Cheap flights from Sydney to Chicago from $846

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
SYD — CHI
30 Mar — 6 Apr1
1 adult

Cheapflights Tip: The best prices from Sydney Kingsford Smith to Chicago are usually found in February or April, booked 87 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 25 March 2025.

Round-trip from

$1,502

One-way from

$846

Popular in

December

Cheapest in

February

Average price

$1,443
Iberia
  • Iberia
  • 28/4-11/5
  • 2 total stops
  • 64h 44m total
  • Sydney to Chicago
Search Deals
Air Canada
  • Air Canada
  • 1/6
  • 2 total stops
  • 37h 39m total
  • Sydney to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($462 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($105 potential savings vs. average return price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 25 March 2025.

Tue 5/809:20SYD - ORD
2 stops25h 09mAir Canada
Wed 13/810:40ORD - SYD
2 stops29h 40mAir Canada
Deal found 24/3$1,323
Mon 28/409:10SYD - ORD
1 stop35h 04mIberia
Sun 11/510:15ORD - SYD
1 stop29h 40mIberia
Deal found 24/3$1,502
Wed 21/509:10SYD - ORD
1 stop21h 45mQantas Airways
Wed 28/519:13ORD - SYD
1 stop20h 52mQantas Airways
Deal found 23/3$1,624
Wed 30/417:45SYD - ORD
2 stops27h 20mMultiple Airlines
Sun 18/509:55ORD - SYD
1 stop30h 10mMultiple Airlines
Deal found 25/3$1,688
Mon 28/417:45SYD - ORD
1 stop21h 14mAmerican Airlines
Sun 11/515:00ORD - SYD
2 stops25h 05mAmerican Airlines
Deal found 24/3$1,715
Mon 31/311:20SYD - ORD
1 stop34h 48mUnited Airlines
Mon 7/415:50ORD - SYD
2 stops24h 05mUnited Airlines
Deal found 24/3$1,726
Wed 21/509:25SYD - MDW
2 stops23h 20mDelta
Wed 4/613:55MDW - SYD
2 stops25h 40mDelta
Deal found 24/3$1,740
Tue 20/509:25SYD - ORD
2 stops22h 20mDelta
Wed 4/611:07ORD - SYD
2 stops28h 28mDelta
Deal found 24/3$1,740
Mon 28/410:25SYD - MDW
1 stop20h 09mMultiple Airlines
Sun 11/514:45MDW - SYD
1 stop25h 10mMultiple Airlines
Deal found 24/3$2,114
Thu 29/508:55SYD - ORD
2 stops49h 43mJapan Airlines
Wed 4/601:30ORD - SYD
1 stop37h 50mJapan Airlines
Deal found 24/3$2,152
Tue 1/412:50SYD - ORD
2 stops46h 49mANA
Thu 8/517:45ORD - SYD
1 stop24h 40mANA
Deal found 24/3$2,410
Fri 4/415:05SYD - ORD
1 stop39h 20mCathay Pacific
Sat 26/416:00ORD - SYD
1 stop47h 10mCathay Pacific
Deal found 24/3$2,489

Cheapflights Fare Finder

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 25 March 2025.
Use the filters below to find and compare flights from Sydney to Chicago that are best for you.

Fly from

Sydney

Fly to

Chicago

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 5/8

09:20-14:49

1 stop20h 29m

Chicago O'Hare Intl

Wed 13/8

08:50-07:20

2 stops31h 30m

$1,323

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 28/4

09:10-05:14

1 stop35h 04m

Chicago O'Hare Intl

Sun 11/5

10:15-06:55

1 stop29h 40m

$1,502

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 21/5

09:10-15:55

1 stop21h 45m

Chicago O'Hare Intl

Wed 28/5

19:13-07:05

1 stop20h 52m

$1,624

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 30/4

17:45-06:05

2 stops27h 20m

Chicago O'Hare Intl

Sun 18/5

09:55-07:05

1 stop30h 10m

$1,688

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 28/4

17:45-23:59

1 stop21h 14m

Chicago O'Hare Intl

Sun 11/5

15:00-07:05

2 stops25h 05m

$1,715

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 20/5

10:20-17:00

2 stops21h 40m

Chicago O'Hare Intl

Sun 1/6

16:40-07:00

1 stop23h 20m

$1,726

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Wed 21/5

09:25-17:45

2 stops23h 20m

Chicago Midway

Wed 4/6

13:55-06:35

2 stops25h 40m

$1,740

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 20/5

09:25-20:21

2 stops25h 56m

Chicago O'Hare Intl

Mon 2/6

15:33-06:35

2 stops24h 02m

$1,740

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 28/4

10:25-15:34

1 stop20h 09m

Chicago Midway

Sun 11/5

14:45-06:55

1 stop25h 10m

$2,114

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 29/5

08:55-19:38

2 stops49h 43m

Chicago O'Hare Intl

Wed 4/6

01:30-06:20

1 stop37h 50m

$2,152

Flights are sorted by cheapest return flights first.

Deals found on 24/3

Showing 1-10 of 25 results
1
2
3

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.

Cheapflights Insights

Everything you need to know about your flight from Sydney to Chicago

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 21 March 2025.

Booking 87 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 25 March 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 25 March 2025.
To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about Air Tahiti Nui, Korean Air and Japan Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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.
Air Tahiti Nui
8.7
Very Good
61 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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.
Korean Air
8.4
Very Good
1,047 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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.
Japan Airlines
8.3
Very Good
1,440 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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.
ANA
8.3
Very Good
825 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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.
Delta
8.0
Very Good
7,890 reviews
Air Tahiti Nui
8.7
Very Good
61 reviews
Check prices

Boarding

8.7

Entertainment

7.2

Food

7.8

Overall

8.7

Crew

9.1

Comfort

8.0

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 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 $1,502. Other airlines that can offer you cheap pricing are Air Canada, from $1,506, and Qantas Airways, from $1,624. You may be able to fly from Sydney to Chicago for 12% 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 Air Canada, which is currently one of the cheapest options available, starting at $846. Cathay Pacific flights start at $1,319 while deals on United Airlines start at $1,327 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 25 March 2025.
Qantas Airways flights from Sydney Kingsford Smith to Chicago
ANA flights from Sydney Kingsford Smith to Chicago
Air Canada flights from Sydney Kingsford Smith to Chicago

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 25 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,057Average$1,526FlexibilityNo cancel feeOn-time74%
Search Qantas Airways flights
Air CanadaCheapest$1,414Average$1,825FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
ANACheapest$1,555Average$2,161FlexibilityNo cancel feeOn-time80%
Search ANA flights
American AirlinesCheapest$1,568Average$1,750FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$1,615Average$2,425FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air New ZealandCheapest$1,631Average$1,968FlexibilityNo cancel feeOn-time78%
Search Air New Zealand flights
Virgin AustraliaCheapest$1,765Average$2,751FlexibilityNo cancel feeOn-time80%
Search Virgin Australia flights
DeltaCheapest$1,860Average$1,994FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Cathay PacificCheapest$1,908Average$2,272FlexibilityNo cancel feeOn-time72%
Search Cathay Pacific 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 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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.