$162+ Flights from Chicago | Cheapflights

What to know about flights from Chicago

Cheapest airline	Qantas Airways
Good round-trip deal	$171 or less
Good one-way deal	$67 or less

On average, Qantas Airways currently has the cheapest one-way flight from Chicago (avg. price of $1,520).

Price to beat on a round-trip flight from Chicago.

Price to beat on a one-way flight from Chicago.

Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 15 April 2025.

Wed 21/518:59ORD - SYD

2 stops33h 21mMultiple Airlines

Wed 28/513:15SYD - ORD

2 stops32h 27mMultiple Airlines

Deal found 15/4$1,708

Thu 15/518:59ORD - MEL

2 stops33h 21mMultiple Airlines

Wed 28/506:00MEL - ORD

3 stops39h 42mMultiple Airlines

Deal found 14/4$1,816

Tue 22/717:45ORD - SYD

1 stop34h 30mANA

Tue 9/911:50SYD - ORD

1 stop35h 50mANA

Deal found 14/4$1,875

Tue 13/518:45ORD - SYD

2 stops26h 00mFiji Airways

Tue 27/506:15SYD - ORD

2 stops29h 09mFiji Airways

Deal found 14/4$1,878

Thu 15/518:59ORD - ADL

2 stops26h 06mMultiple Airlines

Thu 22/512:35ADL - ORD

3 stops31h 20mMultiple Airlines

Deal found 15/4$1,924

Sun 8/608:37ORD - BNE

2 stops34h 48mMultiple Airlines

Tue 24/611:40BNE - ORD

2 stops34h 11mMultiple Airlines

Deal found 14/4$1,962

Tue 6/518:58ORD - SYD

2 stops33h 47mAlaska Airlines

Tue 13/521:40SYD - ORD

2 stops35h 40mAlaska Airlines

Deal found 15/4$2,041

Sat 20/913:20ORD - BNE

2 stops50h 45mAir Canada

Sun 28/910:00BNE - ORD

2 stops25h 11mAir Canada

Deal found 14/4$2,082

Sun 21/910:40ORD - SYD

2 stops29h 40mAir Canada

Tue 30/909:20SYD - ORD

2 stops25h 51mAir Canada

Deal found 14/4$2,087

Sat 10/518:45ORD - BNE

2 stops24h 50mFiji Airways

Sat 17/511:45BNE - ORD

2 stops23h 39mFiji Airways

Deal found 13/4$2,092

Sun 4/500:30ORD - PER

2 stops35h 50mMultiple Airlines

Tue 20/505:10PER - ORD

3 stops43h 26mMultiple Airlines

Deal found 15/4$2,123

Mon 23/609:59ORD - MEL

1 stop29h 46mQantas Airways

Wed 16/711:55MEL - ORD

1 stop20h 47mQantas Airways

Deal found 14/4$2,125

Best flights from Chicago
Discover carefully curated flight deals from Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 15 April 2025.

Wed 21/518:59ORD - SYD

2 stops33h 21mMultiple Airlines

Wed 28/513:15SYD - ORD

2 stops32h 27mMultiple Airlines

Deal found 15/4$1,708

Tue 22/717:45ORD - SYD

1 stop34h 30mANA

Tue 9/911:50SYD - ORD

1 stop35h 50mANA

Deal found 14/4$1,875

Tue 13/518:45ORD - SYD

2 stops26h 00mFiji Airways

Tue 27/506:15SYD - ORD

2 stops29h 09mFiji Airways

Deal found 14/4$1,878

Tue 6/518:58ORD - SYD

2 stops33h 47mAlaska Airlines

Tue 13/521:40SYD - ORD

2 stops35h 40mAlaska Airlines

Deal found 15/4$2,041

Sat 20/913:20ORD - BNE

2 stops50h 45mAir Canada

Sun 28/910:00BNE - ORD

2 stops25h 11mAir Canada

Deal found 14/4$2,082

Mon 23/609:59ORD - MEL

1 stop29h 46mQantas Airways

Wed 16/711:55MEL - ORD

1 stop20h 47mQantas Airways

Deal found 14/4$2,125

Wed 20/816:30ORD - SYD

2 stops25h 15mAir New Zealand

Mon 1/911:50SYD - ORD

2 stops26h 25mAir New Zealand

Deal found 15/4$2,133

Wed 7/516:00ORD - SYD

1 stop27h 50mCathay Pacific

Sun 18/521:50SYD - ORD

1 stop31h 35mCathay Pacific

Deal found 13/4$2,168

Sun 8/611:44ORD - SYD

1 stop28h 46mBritish Airways

Sun 22/617:45SYD - ORD

1 stop27h 53mBritish Airways

Deal found 14/4$2,215

Wed 1/1019:50ORD - SYD

2 stops32h 10mTurkish Airlines

Thu 9/1021:55SYD - ORD

2 stops36h 00mTurkish Airlines

Deal found 14/4$2,233

Mon 23/617:51ORD - MEL

1 stop21h 54mAmerican Airlines

Wed 16/711:55MEL - ORD

2 stops24h 03mAmerican Airlines

Deal found 14/4$2,234

Wed 4/612:51ORD - MEL

1 stop27h 39mUnited Airlines

Wed 18/609:30MEL - ORD

1 stop20h 09mUnited Airlines

Deal found 14/4$2,277

Last-minute flights from Chicago
Discover last-minute flight deals departing from Chicago. Data was last updated 15 April 2025 and is based on user searches.

Sun 20/412:48MDW - SYD

2 stops26h 47mDelta

Sat 26/409:25SYD - MDW

2 stops23h 34mDelta

Deal found 15/4$3,437

Sun 20/416:31MDW - SYD

1 stop23h 24mMultiple Airlines

Sat 26/410:25SYD - MDW

1 stop25h 14mMultiple Airlines

Deal found 15/4$5,889

Mon 21/416:00ORD - SYD

1 stop27h 50mCathay Pacific

Mon 5/507:40SYD - ORD

1 stop45h 45mCathay Pacific

Deal found 14/4$2,334

Mon 21/416:00ORD - SYD

1 stop27h 50mMultiple Airlines

Mon 5/516:20SYD - ORD

2 stops40h 41mMultiple Airlines

Deal found 14/4$2,443

Mon 21/413:15ORD - SYD

2 stops26h 20mDelta

Mon 5/509:25SYD - ORD

2 stops22h 39mDelta

Deal found 14/4$2,799

Tue 22/418:45ORD - SYD

2 stops26h 00mFiji Airways

Tue 6/513:15SYD - ORD

2 stops22h 09mFiji Airways

Deal found 14/4$2,199

Tue 22/418:58ORD - SYD

2 stops33h 47mAlaska Airlines

Tue 6/521:40SYD - ORD

1 stop35h 40mAlaska Airlines

Deal found 14/4$2,620

Tue 22/416:09ORD - SYD

2 stops25h 36mAir New Zealand

Wed 7/510:20SYD - ORD

1 stop25h 56mAir New Zealand

Deal found 14/4$3,075

Tue 22/416:30ORD - SYD

2 stops33h 40mIberia

Wed 7/520:45SYD - ORD

2 stops58h 15mIberia

Deal found 14/4$3,938

Tue 22/408:52ORD - SYD

2 stops31h 28mAir Canada

Tue 6/509:20SYD - ORD

3 stops37h 42mAir Canada

Deal found 14/4$3,995

Wed 23/419:50ORD - SYD

2 stops32h 10mTurkish Airlines

Tue 6/520:55SYD - ORD

2 stops51h 45mTurkish Airlines

Deal found 14/4$2,316

Wed 23/419:20ORD - SYD

1 stop20h 45mQantas Airways

Wed 7/517:45SYD - ORD

1 stop21h 14mQantas Airways

Deal found 14/4$2,590

One-way flights from Chicago
Search for one-way flight options from Chicago. Find affordable one-way fares based on user searches. Data last updated 15 April 2025.

Wed 27/820:59ORD - SYD

2 stops50h 41mMultiple Airlines

Deal found 14/4$774

Tue 29/709:55ORD - ADL

2 stops35h 10mMultiple Airlines

Deal found 14/4$808

Thu 15/507:00ORD - BNE

3 stops46h 30mMultiple Airlines

Deal found 13/4$974

Wed 4/619:51ORD - AVV

3 stops57h 24mMultiple Airlines

Deal found 13/4$994

Thu 15/518:59ORD - MEL

2 stops33h 21mMultiple Airlines

Deal found 15/4$996

Mon 4/812:30ORD - PER

3 stops42h 50mMultiple Airlines

Deal found 14/4$1,036

Thu 15/514:45MDW - SYD

3 stops35h 50mMultiple Airlines

Deal found 13/4$1,039

Thu 15/514:45MDW - BNE

3 stops40h 00mMultiple Airlines

Deal found 13/4$1,055

Thu 15/514:45MDW - MEL

2 stops37h 35mMultiple Airlines

Deal found 15/4$1,058

Mon 1/917:45ORD - SYD

1 stop34h 30mANA

Deal found 14/4$1,093

Sat 21/619:15ORD - SYD

2 stops25h 30mFiji Airways

Deal found 14/4$1,131

Thu 29/519:59ORD - SYD

2 stops32h 46mAlaska Airlines

Deal found 14/4$1,165

Find flights from Chicago within your budget

Fly to

Route

Depart

Return

Price

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Wed 21/5

18:59-19:20

2 stops33h 21m

Sydney Kingsford Smith

Wed 28/5

13:15-06:42

2 stops32h 27m

$1,708

ChicagoMelbourne

ORD - MEL

ORDMEL

Chicago O'Hare Intl

Thu 15/5

18:59-19:20

2 stops33h 21m

Melbourne

Wed 28/5

06:00-06:42

3 stops39h 42m

$1,816

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 22/7

17:45-19:15

1 stop34h 30m

Sydney Kingsford Smith

Tue 9/9

11:50-08:40

1 stop35h 50m

$1,875

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 13/5

18:45-11:45

2 stops26h 00m

Sydney Kingsford Smith

Tue 27/5

06:15-20:24

2 stops29h 09m

$1,878

ChicagoAdelaide

ORD - ADL

ORDADL

Chicago O'Hare Intl

Thu 15/5

18:59-11:35

2 stops26h 06m

Adelaide

Thu 22/5

12:35-05:25

3 stops31h 20m

$1,924

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 6/5

18:58-19:45

2 stops33h 47m

Sydney Kingsford Smith

Tue 13/5

21:40-18:20

2 stops35h 40m

$2,041

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Sat 20/9

13:20-07:05

2 stops50h 45m

Brisbane

Sun 28/9

10:00-20:11

2 stops25h 11m

$2,082

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sun 21/9

10:40-07:20

2 stops29h 40m

Sydney Kingsford Smith

Tue 30/9

09:20-20:11

2 stops25h 51m

$2,087

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Sat 10/5

18:45-10:35

2 stops24h 50m

Brisbane

Sat 17/5

11:45-20:24

2 stops23h 39m

$2,092

ChicagoMelbourne

ORD - MEL

ORDMEL

Chicago O'Hare Intl

Mon 23/6

09:59-06:45

1 stop29h 46m

Melbourne

Wed 16/7

11:55-17:42

1 stop20h 47m

$2,125

Flights are sorted by cheapest return flights first.

Deals found on 14/4

Showing 1-10 of 60 results

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6

Best time to book a flight from Chicago

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

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

When is the best time to book a flight from Chicago?

The best time to book flights from Chicago is 2 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.

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

Currently, March is the cheapest month in which you can book a flight from Chicago (average of $1,126). Flying from Chicago in December will prove the most costly (average of $1,365). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Chicago?

When flying from Chicago check dates and pricing for the following: Air Canada, Qantas Airways, United Airlines. As they depart for the following popular destinations: Sydney.

Air Canada

Air Canada

From $1,092

Qantas Airways

Qantas Airways

From $854

Turkish Airlines

Turkish Airlines

From $823

United Airlines

United Airlines

From $1,203

What are popular destinations to fly to from Chicago?

Chicago offers frequent flights to New York (1,621 flights per day), Detroit (1,208 flights per day) and Atlanta (619 flights per day).

Seattle/Tacoma Intl

Seattle/Tacoma Intl

From $84

Los Angeles

Los Angeles

From $90

Istanbul

Istanbul

From $375

New York

New York

From $38

What is the cheapest place to fly to from Chicago?

The cheapest city to fly to from Chicago is New York, with prices starting at $61. Explore other affordable destinations below.

New York

New York

From $38

Orlando

Orlando

From $45

Atlanta Hartsfield-Jackson

Atlanta Hartsfield-Jackson

From $66

Seattle/Tacoma Intl

Seattle/Tacoma Intl

From $84

Airline reviews for flights from Chicago

8.8

Very Good

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.

8.8

Very Good

8.8

Very Good

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.

8.4

Very Good

8.8

Very Good

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.

8.3

Very Good

8.8

Very Good

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.

8.3

Very Good

8.8

Very Good

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.

8.0

Very Good

8.8

Very Good

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.

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Related info for your journey

What are the most popular destinations to fly to from Chicago?
For the current month, the most popular flights from Chicago are Atlanta, Boston, Barcelona-El Prat Airport. Atlanta, Boston, Mumbai are the most popular locations from Chicago year round.
Which is the cheapest airport to catch a flight from Chicago?
The cheapest routes to Sydney can be found at Chicago O'Hare Intl airport from $1,745. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $2,212. Reference our flight search to find the best deals in real time.
What are the cheapest airlines flying from Chicago to anywhere?
According to our data, users have found Spirit Airlines, Qantas Airways, and Air Canada to have the cheapest round-trip prices from Chicago. Some of the destinations and prices are as follows: Spirit Airlines flights from Chicago to New York ($86). Qantas Airways flights from Chicago to Melbourne ($1,252). Air Canada flights from Chicago to Brisbane ($1,508).
What is the cheapest month to fly from Chicago?
Currently, the cheapest month for flights from Chicago is March. The most expensive month for flights is December. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.
Where are the cheapest places to fly to from Chicago?
View the cheapest flight destinations from Chicago:
Fly from Chicago to Sydney from $1,745 round trip
How does Cheapflights help users find flights from Chicago?
Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
Why should you use Cheapflights to find cheap flight tickets from 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 from Chicago.
Can Cheapflights find flights from Chicago with no change fees?
Yes! Cheapflights helps users easily find flights from Chicago with no change fees.
Can Cheapflights notify me if prices for flights from Chicago become cheaper?
Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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How does Cheapflights help users find flights from Chicago?

Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

Can Cheapflights find flights from Chicago with no change fees?

Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

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

Yes! Start tracking prices for flights from Chicago today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive the alerts.

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