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

Cheapflights users have booked flights from Sydney to Chicago round-trip from $1,465. Other airlines that can offer you cheap pricing are Air Canada, from $1,681, and Delta, from $2,081. You may be able to fly from Sydney to Chicago for 22% less than the average price by searching for these airlines. Find deals

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 $710. Cathay Pacific flights start at $1,226 while deals on United Airlines start at $1,314 one-way. Find deals

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

When booking a flight from Sydney to Chicago, you may want to consider flying on American Airlines, Air Canada or Cathay Pacific as they are the most popular for this route.

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

Flying to your destination on a Friday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

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

Travellers have found it’s best to book a flight 25 days in advance to save up to 45% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 25 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Sydney to Chicago 1-2 weeks in advance for as low as $1,819, or $2,094 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, March can be a great choice for travel to Chicago. Flights to Chicago from Sydney in March are about $1,902 on average during March, but can be found for as low as $1,189.

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.

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.

$667+ Flights from Sydney to Chicago

The best prices from Sydney Kingsford Smith to Chicago are usually found in March or February, booked 24 days in advance, depart on a Tuesday or Monday and return on a Sunday

Cheap flight deals from Sydney to Chicago

Round-trip from	$1,465
One-way from	$683
Popular in	December
Cheapest in	March
Average price	$2,473

Qantas Airways
21/3-29/3
2 total stops
47h 23m total
Sydney to Chicago

Search Deals

18/2
2 total stops
25h 09m total
Sydney to Chicago

Search Deals

High demand for flights, 6% potential price rise

Search Deals

Best time to find cheap flights, 2% potential price drop

Search Deals

Average for round-trip flights in December 2024

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 19 December 2024.

Tue 24/1216:15SYD - ORD

2 stops34h 23mUnited Airlines

Wed 8/109:00ORD - SYD

2 stops28h 20mUnited Airlines

Deal found 18/12$2,521

Tue 24/1211:20SYD - ORD

3 stops40h 34mAir Canada

Tue 14/110:53ORD - SYD

2 stops29h 42mAir Canada

Deal found 17/12$2,637

Tue 31/1208:55SYD - ORD

3 stops31h 15mMultiple Airlines

Thu 23/120:25ORD - SYD

3 stops52h 15mMultiple Airlines

Deal found 17/12$2,727

Wed 18/1212:25SYD - ORD

1 stop35h 55mANA

Wed 25/1219:52ORD - SYD

2 stops31h 23mANA

Deal found 17/12$3,231

Wed 18/1212:10SYD - ORD

1 stop33h 53mVirgin Australia

Wed 25/1214:35ORD - SYD

1 stop22h 45mVirgin Australia

Deal found 17/12$3,505

Tue 24/1211:05SYD - MDW

2 stops23h 06mDelta

Tue 14/109:34MDW - SYD

2 stops28h 16mDelta

Deal found 17/12$3,983

Best flights from Sydney to Chicago
Discover carefully curated flight deals from Sydney to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 19 December 2024.

Fri 21/311:15SYD - ORD

1 stop24h 28mQantas Airways

Sat 29/317:10ORD - SYD

1 stop22h 55mQantas Airways

Deal found 17/12$1,465

Sat 1/214:30SYD - ORD

3 stops32h 01mMultiple Airlines

Sat 8/211:10ORD - SYD

2 stops32h 20mMultiple Airlines

Deal found 18/12$1,508

Tue 4/211:20SYD - ORD

2 stops38h 41mAir Canada

Tue 11/212:56ORD - SYD

2 stops51h 39mAir Canada

Deal found 17/12$1,681

Mon 10/214:15SYD - MDW

2 stops25h 05mDelta

Wed 26/210:57MDW - SYD

2 stops28h 38mDelta

Deal found 18/12$2,081

Thu 1/514:05SYD - ORD

1 stop39h 20mCathay Pacific

Sun 4/516:05ORD - SYD

1 stop47h 10mCathay Pacific

Deal found 17/12$2,210

Sat 7/609:30SYD - ORD

1 stop28h 15mUnited Airlines

Sat 28/614:02ORD - SYD

1 stop25h 53mUnited Airlines

Deal found 18/12$2,218

Fri 23/511:50SYD - ORD

2 stops32h 13mANA

Fri 6/617:45ORD - SYD

1 stop34h 30mANA

Deal found 17/12$2,286

Thu 23/107:05SYD - ORD

3 stops29h 26mAir Tahiti Nui

Fri 31/117:40ORD - SYD

3 stops34h 00mAir Tahiti Nui

Deal found 18/12$2,694

Mon 10/322:10SYD - ORD

2 stops48h 28mChina Southern

Mon 17/312:00ORD - SYD

3 stops64h 20mChina Southern

Deal found 17/12$2,734

Wed 30/410:25SYD - ORD

2 stops46h 00mFinnair

Mon 5/521:30ORD - SYD

2 stops42h 35mFinnair

Deal found 17/12$2,794

Thu 12/615:00SYD - ORD

3 stops47h 39mSingapore Airlines

Thu 26/613:10ORD - SYD

3 stops39h 05mSingapore Airlines

Deal found 18/12$4,012

Fri 23/509:25SYD - ORD

2 stops24h 35mDelta

Thu 5/615:50ORD - SYD

2 stops23h 45mDelta

Deal found 17/12$2,232

Last-minute flights from Sydney to Chicago
Discover last-minute flight deals from Sydney to Chicago. Data last updated 19 December 2024 and is based on user searches.

Wed 18/1212:25SYD - ORD

1 stop35h 55mANA

Wed 25/1219:52ORD - SYD

2 stops31h 23mANA

Deal found 17/12$3,231

Wed 18/1212:10SYD - ORD

1 stop33h 53mVirgin Australia

Wed 25/1214:35ORD - SYD

1 stop22h 45mVirgin Australia

Deal found 17/12$3,505

Tue 24/1216:15SYD - ORD

2 stops34h 23mUnited Airlines

Wed 8/109:00ORD - SYD

2 stops28h 20mUnited Airlines

Deal found 18/12$2,521

Tue 24/1211:20SYD - ORD

3 stops40h 34mAir Canada

Tue 14/110:53ORD - SYD

2 stops29h 42mAir Canada

Deal found 17/12$2,637

Tue 24/1206:25SYD - ORD

3 stops40h 05mMultiple Airlines

Tue 14/108:00ORD - SYD

3 stops35h 30mMultiple Airlines

Deal found 17/12$3,140

Tue 24/1211:05SYD - MDW

2 stops23h 06mDelta

Tue 14/109:34MDW - SYD

2 stops28h 16mDelta

Deal found 17/12$3,983

Wed 1/111:15SYD - ORD

1 stop19h 43mAmerican Airlines

Wed 29/115:22ORD - SYD

2 stops24h 38mAmerican Airlines

Deal found 17/12$3,883

Fri 3/110:25SYD - ORD

1 stop37h 05mAir India

Tue 28/111:00ORD - SYD

1 stop28h 10mAir India

Deal found 17/12$4,877

Sun 5/115:50SYD - ORD

1 stop33h 35mEtihad Airways

Thu 23/113:10ORD - SYD

1 stop36h 25mEtihad Airways

Deal found 17/12$5,790

Mon 6/115:15SYD - ORD

1 stop38h 45mCathay Pacific

Mon 27/114:40ORD - SYD

1 stop28h 20mCathay Pacific

Deal found 17/12$4,891

Tue 14/112:10SYD - ORD

2 stops23h 45mUnited Airlines

Tue 25/214:35ORD - SYD

2 stops25h 30mUnited Airlines

Deal found 17/12$2,377

Thu 23/114:00SYD - ORD

2 stops26h 13mMultiple Airlines

Thu 30/111:10ORD - SYD

2 stops32h 50mMultiple Airlines

Deal found 17/12$1,480

One-way flights from Sydney to Chicago
Search for one-way flight options from Sydney to Chicago. Find affordable one-way fares based on user searches. Data last updated 19 December 2024.

Tue 18/214:00SYD - MDW

2 stops25h 09mMultiple Airlines

Deal found 17/12$683

Tue 18/214:00SYD - ORD

2 stops36h 51mMultiple Airlines

Deal found 17/12$689

Tue 18/211:15SYD - ORD

1 stop22h 55mQantas Airways

Deal found 17/12$710

Wed 26/215:15SYD - ORD

1 stop38h 45mCathay Pacific

Deal found 17/12$1,226

Thu 27/211:20SYD - ORD

2 stops29h 38mUnited Airlines

Deal found 18/12$1,314

Mon 17/211:05SYD - MDW

2 stops28h 15mDelta

Deal found 17/12$1,322

Thu 27/211:20SYD - ORD

3 stops40h 34mAir Canada

Deal found 18/12$1,607

Sun 1/607:20SYD - ORD

3 stops31h 08mAir Tahiti Nui

Deal found 18/12$1,645

Mon 30/1211:20SYD - ORD

1 stop24h 35mVirgin Australia

Deal found 18/12$1,776

Sat 4/121:30SYD - ORD

1 stop51h 55mEtihad Airways

Deal found 18/12$4,274

Sat 4/111:40SYD - MDW

3 stops38h 43mLATAM Airlines

Deal found 18/12$4,807

Fri 3/111:25SYD - ORD

2 stops34h 47mChina Southern

Deal found 18/12$6,199

Find flights from Sydney to Chicago within your budget

Fly from

Fly to

Route

Depart

Return

Price

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 23/1

14:00-23:13

2 stops26h 13m

Chicago O'Hare Intl

Thu 30/1

11:10-13:00

2 stops32h 50m

$1,480

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 23/1

11:20-14:39

1 stop20h 19m

Chicago O'Hare Intl

Wed 5/2

07:20-09:35

2 stops33h 15m

$1,611

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 23/1

11:15-17:45

1 stop23h 30m

Chicago O'Hare Intl

Fri 31/1

17:40-09:00

1 stop22h 20m

$2,010

SydneyChicago

SYD - MDW

SYDMDW

Sydney Kingsford Smith

Mon 3/3

11:05-22:20

2 stops28h 15m

Chicago Midway

Mon 10/3

14:55-07:35

2 stops24h 40m

$2,088

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Tue 14/1

12:10-18:55

2 stops23h 45m

Chicago O'Hare Intl

Tue 25/2

14:35-09:05

2 stops25h 30m

$2,377

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Thu 23/1

07:05-19:31

3 stops29h 26m

Chicago O'Hare Intl

Fri 31/1

17:40-20:40

3 stops34h 00m

$2,692

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 10/3

22:10-06:38

2 stops48h 28m

Chicago O'Hare Intl

Mon 17/3

12:00-20:20

3 stops64h 20m

$2,734

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Wed 1/1

11:15-13:58

1 stop19h 43m

Chicago O'Hare Intl

Wed 29/1

15:22-09:00

2 stops24h 38m

$3,883

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Fri 3/1

10:25-06:30

1 stop37h 05m

Chicago O'Hare Intl

Tue 28/1

11:00-08:10

1 stop28h 10m

$4,877

SydneyChicago

SYD - ORD

SYDORD

Sydney Kingsford Smith

Mon 6/1

15:15-13:00

1 stop38h 45m

Chicago O'Hare Intl

Mon 27/1

14:40-12:00

1 stop28h 20m

$4,891

Flights are sorted by cheapest return flights first.

Deals found on 16/12

Showing 1-10 of 32 results

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?

Booking 24 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?

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?

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

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

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

To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about Air Canada, United Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

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

8.6

Very Good

65 reviews

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

Reviews

1 / 2

ANA

8.4

Very Good

839 reviews

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

Reviews

1 / 2

Emirates

8.1

Very Good

3,410 reviews

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

Reviews

1 / 2

Singapore Airlines

8.1

Very Good

1,331 reviews

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

Reviews

1 / 2

Delta

8.0

Very Good

8,604 reviews

Air Tahiti Nui

8.6

Very Good

65 reviews

Check prices

Reviews

1 / 2

Related info for your journey

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 $1,465. Other airlines that can offer you cheap pricing are Air Canada, from $1,681, and Delta, from $2,081. You may be able to fly from Sydney to Chicago for 22% 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 $710. Cathay Pacific flights start at $1,226 while deals on United Airlines start at $1,314 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

Fly from Sydney to Chicago on these airlines

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

Airline	Cheapest	Average	Flexibility	On-time
Air New Zealand	Cheapest$1,426	Average$1,866	FlexibilityNo cancel fee	On-time78%	Search Air New Zealand flights
American Airlines	Cheapest$1,526	Average$1,744	FlexibilityNo cancel fee	On-time71%	Search American Airlines flights
Air Canada	Cheapest$1,529	Average$1,938	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
United Airlines	Cheapest$1,546	Average$2,443	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
ANA	Cheapest$1,555	Average$2,026	FlexibilityNo cancel fee	On-time80%	Search ANA flights
Qantas Airways	Cheapest$1,595	Average$2,106	FlexibilityNo cancel fee	On-time74%	Search Qantas Airways flights
Virgin Australia	Cheapest$1,762	Average$2,747	FlexibilityNo cancel fee	On-time80%	Search Virgin Australia flights
Delta	Cheapest$1,856	Average$1,990	FlexibilityNo cancel fee	On-timeN/A	Search Delta flights
Cathay Pacific	Cheapest$1,904	Average$2,267	FlexibilityNo cancel fee	On-time72%	Search Cathay Pacific flights

Fly with Cheapflights

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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Cheap flights from Sydney to Chicago from $667

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.

The best prices from Sydney Kingsford Smith to Chicago are usually found in March or February, booked 24 days in advance, depart on a Tuesday or Monday and return on a Sunday

Cheap flight deals from Sydney to Chicago

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Sydney to Chicago

Cheapest flights from Sydney to ChicagoExplore 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 19 December 2024.

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 19 December 2024.

Find flights from Sydney to Chicago within your budget

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.

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 13 December 2024.

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 19 December 2024.

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.

Rainfall in Chicago by month

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

Temperature in Chicago by month

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

Reviews of airlines servicing Chicago

To help decide which airline to fly from Sydney to Chicago, see what other customers have to say about Air Canada, United Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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?

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

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

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

How can I find direct flights from Sydney to Chicago?

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

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 19 December 2024.

Top 9 airlines flying from Sydney to Chicago

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?

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

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

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

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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 19 December 2024.