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Cheap flights from Sydney (SYD) to Chicago (CHI) from $1,081

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SYD — CHI
Jun 7 — Jun 141
From?
To?
Fri 6/7
Fri 6/14
1 adult, Economy
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The best prices from Sydney Kingsford Smith to Chicago are usually found in February or March, booked 35 days in advance, depart on a Saturday or Monday and return on a Tuesday

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 June 2, 2024.

Popular in

December

Cheapest in

February

Average price

$1,542

Round-trip from

$223
High demand for flights, 28% potential price rise
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Best time to find cheap flights, 17% potential price drop
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Average for round-trip flights in June 2024
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From Sydney Kingsford Smith to Chicago (CHI)
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What is the cheapest day to fly round-trip from Sydney to Chicago?

Saturday flights are generally found to be more expensive for flights from Sydney to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

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

To save up to 34% on this flight, we recommend booking at least 36 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Sydney to Chicago from $1,002 1-2 weeks out and tickets from $1,002 for flights departing within the next 72 hours.

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

The best pricing can be found in the month of February. Prices to Chicago from Sydney average $1,351. You can even find prices in February for less than $1,351, as users have found deals to Chicago from as low as $959. The month of December appears to be one of the more expensive times to travel to Chicago from Sydney. Flying in the targeted month can save you up to 38%.

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

It’s optimal to fly from Sydney to Chicago in the evening. By choosing this option you can save up to 22% on the cost of your flight, compared to a flight in the morning.

Cheap American Airlines flights from Sydney to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Sydney and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,807,690 searches. Data last updated June 2, 2024.
Take a peek at the cheapest American Airlines flights we've detected traveling from Sydney to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Thu 7/119:15 amSYD - ORD
2 stops30h 08mAmerican Airlines
Wed 7/247:19 amORD - SYD
1 stop32h 46mAmerican Airlines
Deal found 6/2$1,081
Tue 9/39:30 pmSYD - ORD
1 stop23h 44mAmerican Airlines
Tue 9/106:38 pmORD - SYD
1 stop21h 27mAmerican Airlines
Deal found 6/2$1,092
Wed 8/149:15 amSYD - ORD
2 stops23h 34mAmerican Airlines
Wed 9/44:47 pmORD - SYD
2 stops23h 18mAmerican Airlines
Deal found 6/2$1,096
Tue 9/39:30 pmSYD - ORD
2 stops23h 41mAmerican Airlines
Tue 9/1010:00 amORD - SYD
1 stop30h 05mAmerican Airlines
Deal found 6/2$1,097
Mon 9/239:10 amSYD - ORD
1 stop25h 25mAmerican Airlines
Sun 10/135:05 pmORD - SYD
1 stop21h 00mAmerican Airlines
Deal found 6/2$1,098
Mon 9/239:10 amSYD - ORD
2 stops23h 02mAmerican Airlines
Sun 10/134:50 pmORD - SYD
1 stop23h 20mAmerican Airlines
Deal found 6/2$1,102
Mon 8/269:15 amSYD - ORD
1 stop25h 19mAmerican Airlines
Fri 9/1310:00 amORD - SYD
1 stop30h 05mAmerican Airlines
Deal found 6/2$1,119
Mon 8/269:15 amSYD - ORD
2 stops21h 43mAmerican Airlines
Fri 9/134:16 pmORD - SYD
2 stops23h 49mAmerican Airlines
Deal found 6/2$1,124
Tue 9/39:30 pmSYD - ORD
1 stop23h 44mAmerican Airlines
Thu 9/126:38 pmORD - SYD
1 stop21h 27mAmerican Airlines
Deal found 6/2$1,125

Cheap United Airlines flights from Sydney to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Sydney and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,807,690 searches. Data last updated June 2, 2024.
To aid your search, here are some of the cheapest United Airlines flights we've found from Sydney to Chicago. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Thu 7/119:30 amSYD - ORD
2 stops22h 37mUnited Airlines
Wed 7/241:00 pmORD - SYD
2 stops27h 00mUnited Airlines
Deal found 6/2$1,230
Mon 11/412:10 pmSYD - ORD
1 stop20h 12mUnited Airlines
Mon 11/186:15 pmORD - SYD
1 stop21h 50mUnited Airlines
Deal found 6/2$1,232
Tue 7/210:20 amSYD - ORD
1 stop27h 51mUnited Airlines
Tue 7/910:35 amORD - SYD
1 stop29h 20mUnited Airlines
Deal found 6/2$1,235
Tue 7/210:20 amSYD - ORD
2 stops28h 39mUnited Airlines
Tue 7/96:30 pmORD - SYD
1 stop21h 30mUnited Airlines
Deal found 6/2$1,240
Tue 7/210:20 amSYD - ORD
2 stops27h 35mUnited Airlines
Thu 7/189:15 pmORD - SYD
1 stop42h 45mUnited Airlines
Deal found 6/2$1,282
Thu 6/139:30 amSYD - ORD
2 stops35h 23mUnited Airlines
Thu 7/189:15 pmORD - SYD
1 stop42h 45mUnited Airlines
Deal found 6/2$1,326
Sat 6/159:30 amSYD - ORD
2 stops42h 36mUnited Airlines
Thu 7/115:20 pmORD - SYD
1 stop22h 40mUnited Airlines
Deal found 6/2$1,375

Cheap Sydney to Chicago flights in June & July 2024

Find cheap flight options from Sydney to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,807,690 searches. Prices were last updated on June 2, 2024.
Check out some of the best flight deals from Sydney to Chicago in 2024. Check back in a little while for more flight options.
Sat 6/155:35 pmSYD - ORD
1 stop39h 59mQantas Airways
Thu 7/116:26 pmORD - SYD
1 stop22h 44mQantas Airways
Deal found 6/2$1,212
Thu 6/139:30 amSYD - ORD
2 stops35h 23mUnited Airlines
Thu 7/189:15 pmORD - SYD
1 stop42h 45mUnited Airlines
Deal found 6/2$1,326
Sun 6/99:30 amSYD - ORD
2 stops42h 36mUnited Airlines
Fri 6/213:44 pmORD - SYD
1 stop24h 11mUnited Airlines
Deal found 6/2$1,375
Thu 6/209:50 pmSYD - ORD
1 stop31h 35mCathay Pacific
Sun 7/214:05 pmORD - SYD
1 stop25h 40mCathay Pacific
Deal found 6/2$1,445
Wed 6/199:50 pmSYD - ORD
1 stop31h 35mMultiple Airlines
Thu 7/254:05 pmORD - SYD
2 stops33h 20mMultiple Airlines
Deal found 6/2$1,459
Thu 6/139:50 pmSYD - ORD
1 stop31h 35mMultiple Airlines
Mon 7/156:26 pmORD - SYD
2 stops34h 44mMultiple Airlines
Deal found 6/2$1,474
Thu 6/139:50 pmSYD - ORD
1 stop31h 35mCathay Pacific
Thu 7/184:05 pmORD - SYD
1 stop25h 40mCathay Pacific
Deal found 6/2$1,540
Sat 6/155:00 pmSYD - ORD
2 stops36h 25mMultiple Airlines
Sun 7/144:05 pmORD - SYD
2 stops48h 50mMultiple Airlines
Deal found 6/2$1,558
Thu 6/139:20 amSYD - ORD
1 stop35h 16mAir Canada
Mon 7/151:00 pmORD - SYD
1 stop27h 20mAir Canada
Deal found 6/2$1,583

Sydney to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Sydney and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,807,690 searches. Data last updated June 2, 2024.
Check out some of the best flight deals from Sydney to Chicago in 2024. Check back in a little while for more flight options.
Thu 7/119:15 amSYD - ORD
2 stops30h 08mAmerican Airlines
Wed 7/247:19 amORD - SYD
1 stop32h 46mAmerican Airlines
Deal found 6/2$1,081
Thu 7/113:50 pmSYD - ORD
1 stop19h 34mAmerican Airlines
Tue 7/236:26 pmORD - SYD
1 stop21h 39mAmerican Airlines
Deal found 6/2$1,089
Tue 9/39:30 pmSYD - ORD
1 stop23h 44mAmerican Airlines
Tue 9/106:38 pmORD - SYD
1 stop21h 27mAmerican Airlines
Deal found 6/2$1,092
Thu 7/113:50 pmSYD - ORD
1 stop19h 34mAmerican Airlines
Mon 7/226:26 pmORD - SYD
1 stop22h 44mAmerican Airlines
Deal found 6/2$1,095
Wed 8/149:15 amSYD - ORD
2 stops23h 34mAmerican Airlines
Wed 9/44:47 pmORD - SYD
2 stops23h 18mAmerican Airlines
Deal found 6/2$1,096
Tue 9/39:30 pmSYD - ORD
2 stops23h 41mAmerican Airlines
Tue 9/1010:00 amORD - SYD
1 stop30h 05mAmerican Airlines
Deal found 6/2$1,097
Mon 9/239:10 amSYD - ORD
1 stop25h 25mAmerican Airlines
Sun 10/135:05 pmORD - SYD
1 stop21h 00mAmerican Airlines
Deal found 6/2$1,098
Mon 9/239:10 amSYD - ORD
2 stops23h 02mAmerican Airlines
Sun 10/134:50 pmORD - SYD
1 stop23h 20mAmerican Airlines
Deal found 6/2$1,102
Mon 7/89:00 amSYD - ORD
2 stops23h 33mAmerican Airlines
Mon 7/226:26 pmORD - SYD
1 stop22h 44mAmerican Airlines
Deal found 6/2$1,105

Sydney to Chicago flights leaving soon

Find last-minute flight options from Sydney to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,807,690 searches. Data last updated June 2, 2024.
Check out these flights departing soon from Sydney to Chicago. Users should examine the flight details to ensure there are no surprises.
Sun 6/99:30 amSYD - ORD
2 stops42h 36mUnited Airlines
Fri 6/213:44 pmORD - SYD
1 stop24h 11mUnited Airlines
Deal found 6/2$1,375
Sun 6/99:20 amSYD - ORD
2 stops42h 39mAir Canada
Fri 6/218:45 amORD - SYD
2 stops31h 35mAir Canada
Deal found 6/2$1,623
Sun 6/99:20 amSYD - ORD
2 stops42h 39mAir Canada
Fri 6/218:45 amORD - SYD
3 stops31h 35mAir Canada
Deal found 6/2$1,721
Sun 6/99:20 amSYD - ORD
1 stop35h 17mAir Canada
Fri 6/213:40 pmORD - SYD
1 stop24h 40mAir Canada
Deal found 6/2$1,763
Sun 6/99:25 amSYD - MDW
2 stops23h 34mDelta
Fri 6/211:24 pmMDW - SYD
2 stops26h 11mDelta
Deal found 6/2$1,946
Sun 6/910:10 pmSYD - ORD
1 stop37h 50mMultiple Airlines
Thu 6/2012:30 amORD - SYD
1 stop43h 15mMultiple Airlines
Deal found 6/2$8,534

One-way flights to Chicago from Sydney

Search for one-way flight options from Sydney to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,807,690 searches. Data last updated June 2, 2024.
Some of the best available deals we've found on one-way flights from Sydney to Chicago. Users in need of a round-trip flight from Sydney to Chicago instead should update the search form at the top of page.
Tue 6/259:25 amSYD - MDW
2 stops24h 11mDelta
Deal found 6/1$1,298
Mon 7/221:00 pmSYD - ORD
3 stops59h 40mMultiple Airlines
Deal found 6/1$2,441
Sat 7/2710:10 pmSYD - ORD
3 stops50h 30mMultiple Airlines
Deal found 6/1$2,472
Fri 7/2610:30 amSYD - ORD
3 stops39h 59mMultiple Airlines
Deal found 6/1$2,601
Wed 7/2410:30 amSYD - ORD
2 stops34h 06mMultiple Airlines
Deal found 6/1$2,728
Tue 7/238:45 pmSYD - ORD
3 stops51h 55mMultiple Airlines
Deal found 6/1$2,859
Sun 7/287:20 amSYD - ORD
3 stops41h 20mMultiple Airlines
Deal found 6/1$2,998
Wed 7/2410:30 amSYD - ORD
3 stops45h 27mMultiple Airlines
Deal found 6/1$3,036
Thu 7/258:45 pmSYD - ORD
3 stops39h 25mMultiple Airlines
Deal found 6/1$3,139

Find flights from Sydney to Chicago within your budget

Customize 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 2,807,690 searches. Data last updated June 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$1,081 - $1,489

Route

Depart

Return

Price

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 7/11

2 stops30h 08m

Chicago O'Hare Intl

Wed 7/24

1 stop32h 46m

$1,081

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 9/5

2 stops32h 43m

Chicago O'Hare Intl

Tue 9/10

1 stop34h 30m

$1,126

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 11/4

2 stops38h 38m

Chicago O'Hare Intl

Mon 11/18

2 stops41h 36m

$1,210

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Sat 6/15

1 stop39h 59m

Chicago O'Hare Intl

Thu 7/11

1 stop22h 44m

$1,212

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 7/11

2 stops22h 37m

Chicago O'Hare Intl

Wed 7/24

2 stops27h 00m

$1,230

Sydney Kingsford SmithChicago Midway

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 7/22

2 stops24h 14m

Chicago Midway

Mon 8/5

2 stops26h 11m

$1,314

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 9/4

1 stop31h 35m

Chicago O'Hare Intl

Tue 9/10

1 stop25h 40m

$1,419

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 9/3

2 stops36h 45m

Chicago O'Hare Intl

Thu 9/12

1 stop25h 40m

$1,439

Sydney Kingsford SmithChicago O'Hare Intl

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 11/4

3 stops37h 36m

Chicago O'Hare Intl

Mon 11/18

2 stops31h 35m

$1,489

Flights are sorted by cheapest first

Deals found on 6/2

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

Use this chart to determine the optimal time to book a round-trip flight from Sydney to Chicago. Price data was last updated on May 31, 2024.
The best time to book flights from Sydney to Chicago is 35 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.
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What is the cheapest day to fly from Sydney to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Sydney to Chicago. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Sydney to Chicago flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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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 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.

Temperature and rainfall in Chicago by month

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

CHI

Temperature

23 - 73.4 °F

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 June 2, 2024.
To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about American Airlines, United Airlines and Air Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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
74 reviews
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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
1,139 reviews
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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
8.5
Very good
915 reviews
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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
8.2
Very good
1,424 reviews
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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.

Delta
8.0
Very good
10,402 reviews
Air Tahiti Nui
8.8
Very good
74 reviews
Check prices

Entertainment

7.4

Comfort

8.2

Crew

9.0

Boarding

8.5

Food

8.0

Overall

8.8

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?

    Sydney Kingsford Smith (SYD) is the airport you will fly out of if you book a flight from Sydney to Chicago. You should not have trouble finding flights to Chicago from Kingsford Smith; the airport handles an average of 0 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Sydney airport to Chicago. It is only a 4.6 mi journey to Kingsford Smith (SYD) from Sydney’s city center.

  • Can I find flights from Sydney to Chicago for under $1,100 on Cheapflights?

    Yes, there are multiple flights from Sydney to Chicago for under $1,100. The cheapest flight booked recently is on American Airlines for just $1,081, but on average you can expect to pay $1,154.

  • Are there last-minute flights available from Sydney to Chicago for under $1,400?

    There are currently 6+ open flights from Sydney to Chicago within the next 7 days for less than $1,400.

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

    According to our current data, American Airlines ($1,081), ANA ($1,126), and Singapore Airlines ($1,210) offers the cheapest pricing from Sydney to Chicago. You may be able to fly from Sydney to Chicago for 19% less than the average price by searching for these airlines.

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

    The cheapest airlines for a one-way flight from Sydney to Chicago are Delta ($1,298), Cathay Pacific ($3,157), and Korean Air ($3,576).

  • What does SYD to ORD mean?

    Great question - SYD to ORD just means Sydney Kingsford Smith Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Sydney to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Sydney to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Sydney to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Sydney to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • 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 vacation 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.

  • Can I find deals for flights from Sydney to Chicago that allow pets onboard?

    Many airlines flying from Sydney to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Sydney to Chicago?

    Yes, you can often find last-minute deals on Sydney to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Sydney to Chicago flight deals updated?

    The Sydney to Chicago flight deals you see on this page were last updated on 6/2.

  • What are the most popular airlines that fly from Sydney to Chicago?

    American Airlines, Air Canada and ANA are the most popular airlines when flying from Sydney to Chicago.

  • What is the cheapest month to book a flight from Sydney to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Sydney to Chicago (average of $244). Flying from Sydney to Chicago in July is currently the most expensive (average of $324). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Sydney to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

Sydney to O'Hare Intl flights
Sydney to Midway flights
Sydney to St. Louis flights

Top 4 airlines flying from Sydney to Chicago

Discover the top 4 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 2,807,690 searches. Data last updated June 2, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$966Average$1,593FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$1,031Average$1,249FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapest$1,058Average$1,282FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
ANACheapest$1,123Average$1,267FlexibilityNo cancel feeOn-time80%
Search ANA flights
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Search flights from Sydney to Chicago by cabin class

Find flights from Sydney to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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