$165+ Flights from Chicago | Cheapflights

What to know about flights from Chicago

Cheapest airline	Qantas Airways
Good round-trip deal	$170 or less
Good one-way deal	$116 or less

On average, Qantas Airways currently has the cheapest one-way flight from Chicago (avg. price of $1,634).

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 21 February 2025.

Fri 7/314:13ORD - BNE

1 stop22h 47mQantas Airways

Sat 15/308:05BNE - ORD

1 stop22h 08mQantas Airways

Deal found 19/2$1,264

Sat 8/320:20ORD - SYD

1 stop42h 05mQantas Airways

Tue 18/311:15SYD - ORD

1 stop20h 40mQantas Airways

Deal found 20/2$1,287

Sun 22/609:53ORD - BNE

1 stop28h 07mAmerican Airlines

Wed 2/722:00BNE - ORD

1 stop29h 33mAmerican Airlines

Deal found 20/2$1,289

Fri 18/408:25ORD - SYD

1 stop31h 10mBritish Airways

Wed 30/417:35SYD - ORD

1 stop26h 38mBritish Airways

Deal found 20/2$1,290

Tue 29/415:17ORD - SYD

1 stop24h 18mAmerican Airlines

Sun 11/517:35SYD - ORD

1 stop26h 35mAmerican Airlines

Deal found 21/2$1,293

Sat 2/819:40ORD - SYD

2 stops32h 35mMultiple Airlines

Sat 9/809:10SYD - ORD

1 stop21h 26mMultiple Airlines

Deal found 20/2$1,295

Fri 21/313:51ORD - MEL

2 stops23h 49mAmerican Airlines

Wed 2/408:00MEL - ORD

2 stops23h 13mAmerican Airlines

Deal found 20/2$1,337

Wed 26/215:17ORD - MEL

1 stop23h 18mQantas Airways

Tue 11/312:00MEL - ORD

1 stop27h 59mQantas Airways

Deal found 20/2$1,392

Wed 30/415:02MDW - SYD

2 stops24h 33mDelta

Sun 11/509:25SYD - MDW

2 stops24h 05mDelta

Deal found 21/2$1,450

Mon 10/312:15ORD - SYD

2 stops27h 30mDelta

Tue 18/310:05SYD - ORD

2 stops22h 10mDelta

Deal found 21/2$1,469

Sat 5/419:20ORD - BNE

2 stops58h 10mMultiple Airlines

Sat 12/406:30BNE - ORD

2 stops32h 29mMultiple Airlines

Deal found 20/2$1,474

Sat 15/320:20ORD - MEL

1 stop43h 15mMultiple Airlines

Mon 31/317:30MEL - ORD

2 stops38h 25mMultiple Airlines

Deal found 20/2$1,524

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 21 February 2025.

Fri 7/314:13ORD - BNE

1 stop22h 47mQantas Airways

Sat 15/308:05BNE - ORD

1 stop22h 08mQantas Airways

Deal found 19/2$1,264

Sun 22/609:53ORD - BNE

1 stop28h 07mAmerican Airlines

Wed 2/722:00BNE - ORD

1 stop29h 33mAmerican Airlines

Deal found 20/2$1,289

Fri 18/408:25ORD - SYD

1 stop31h 10mBritish Airways

Wed 30/417:35SYD - ORD

1 stop26h 38mBritish Airways

Deal found 20/2$1,290

Sat 2/819:40ORD - SYD

2 stops32h 35mMultiple Airlines

Sat 9/809:10SYD - ORD

1 stop21h 26mMultiple Airlines

Deal found 20/2$1,295

Wed 30/415:02MDW - SYD

2 stops24h 33mDelta

Sun 11/509:25SYD - MDW

2 stops24h 05mDelta

Deal found 21/2$1,450

Tue 19/818:53ORD - SYD

2 stops36h 17mFiji Airways

Sat 30/813:45SYD - ORD

2 stops22h 15mFiji Airways

Deal found 21/2$1,858

Wed 18/616:40ORD - SYD

2 stops25h 05mAir New Zealand

Wed 9/711:50SYD - ORD

2 stops24h 43mAir New Zealand

Deal found 21/2$1,888

Tue 1/709:00ORD - SYD

2 stops31h 20mAir Canada

Mon 7/709:20SYD - ORD

2 stops37h 39mAir Canada

Deal found 20/2$2,032

Mon 7/411:25ORD - MEL

2 stops40h 30mTurkish Airlines

Mon 14/420:50MEL - ORD

2 stops51h 50mTurkish Airlines

Deal found 20/2$2,052

Mon 14/412:50ORD - MEL

1 stop27h 40mUnited Airlines

Mon 28/410:55MEL - ORD

1 stop23h 44mUnited Airlines

Deal found 19/2$2,259

Mon 10/315:40ORD - MEL

1 stop28h 50mCathay Pacific

Mon 31/315:25MEL - ORD

1 stop39h 00mCathay Pacific

Deal found 20/2$2,313

Sun 11/517:45ORD - BNE

2 stops53h 45mANA

Wed 21/517:05BNE - ORD

2 stops54h 35mANA

Deal found 20/2$2,319

Last-minute flights from Chicago
Discover last-minute flight deals departing from Chicago. Data was last updated 21 February 2025 and is based on user searches.

Tue 25/215:19ORD - PER

2 stops27h 51mQantas Airways

Sun 16/305:35PER - ORD

2 stops31h 43mQantas Airways

Deal found 20/2$1,828

Tue 25/211:25ORD - PER

2 stops30h 20mMultiple Airlines

Sun 16/323:35PER - ORD

3 stops42h 10mMultiple Airlines

Deal found 20/2$2,209

Tue 25/214:40ORD - PER

1 stop42h 05mCathay Pacific

Sun 9/300:15PER - ORD

1 stop26h 45mCathay Pacific

Deal found 20/2$2,300

Wed 26/213:50ORD - SYD

2 stops23h 45mAmerican Airlines

Sat 8/311:50SYD - ORD

2 stops21h 43mAmerican Airlines

Deal found 20/2$1,317

Wed 26/209:50ORD - MEL

1 stop28h 45mQantas Airways

Mon 10/312:00MEL - ORD

1 stop27h 59mQantas Airways

Deal found 20/2$1,392

Wed 26/209:35ORD - SYD

2 stops30h 00mDelta

Tue 11/310:05SYD - ORD

2 stops22h 10mDelta

Deal found 20/2$1,469

Wed 26/211:35ORD - MEL

2 stops31h 40mMultiple Airlines

Tue 4/313:45MEL - ORD

3 stops33h 57mMultiple Airlines

Deal found 20/2$1,856

Thu 27/220:30ORD - MEL

2 stops31h 25mTurkish Airlines

Wed 12/322:40MEL - ORD

2 stops36h 55mTurkish Airlines

Deal found 20/2$2,107

Fri 28/216:55ORD - MEL

2 stops24h 10mAmerican Airlines

Sat 8/312:00MEL - ORD

1 stop24h 31mAmerican Airlines

Deal found 20/2$1,344

Fri 28/217:40ORD - SYD

1 stop22h 20mQantas Airways

Sat 8/311:50SYD - ORD

1 stop19h 10mQantas Airways

Deal found 20/2$1,389

Sat 1/316:55ORD - MEL

2 stops26h 20mFiji Airways

Fri 7/323:55MEL - ORD

2 stops36h 27mFiji Airways

Deal found 20/2$2,270

Sun 2/311:35ORD - SYD

1 stop26h 50mMultiple Airlines

Mon 10/317:25SYD - ORD

1 stop21h 41mMultiple Airlines

Deal found 20/2$2,251

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 21 February 2025.

Sun 6/417:45ORD - SYD

1 stop34h 30mANA

Deal found 20/2$561

Fri 2/508:25ORD - BNE

1 stop29h 35mAmerican Airlines

Deal found 20/2$611

Sat 24/509:54ORD - SYD

1 stop29h 41mAmerican Airlines

Deal found 20/2$621

Sat 21/611:55ORD - SYD

1 stop28h 10mQantas Airways

Deal found 20/2$622

Sat 15/315:02ORD - BNE

1 stop23h 28mQantas Airways

Deal found 20/2$629

Sat 15/317:10ORD - MEL

1 stop24h 20mQantas Airways

Deal found 20/2$648

Sat 15/316:56ORD - MEL

2 stops24h 34mAmerican Airlines

Deal found 20/2$651

Sun 6/417:45ORD - MEL

2 stops52h 50mANA

Deal found 19/2$655

Sat 29/317:10ORD - BNE

2 stops26h 55mMultiple Airlines

Deal found 19/2$690

Sun 23/315:16ORD - SYD

2 stops26h 34mMultiple Airlines

Deal found 21/2$693

Mon 7/417:45ORD - OOL

2 stops47h 55mMultiple Airlines

Deal found 20/2$762

Mon 24/214:13ORD - AVV

2 stops40h 02mMultiple Airlines

Deal found 20/2$798

Find flights from Chicago within your budget

Fly to

Route

Depart

Return

Price

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Fri 7/3

14:13-05:00

1 stop22h 47m

Brisbane

Sat 15/3

08:05-15:13

1 stop22h 08m

$1,264

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 8/3

20:20-07:25

1 stop42h 05m

Sydney Kingsford Smith

Tue 18/3

11:15-15:55

1 stop20h 40m

$1,287

ChicagoBrisbane

ORD - BNE

ORDBNE

Chicago O'Hare Intl

Sun 22/6

09:53-05:00

1 stop28h 07m

Brisbane

Wed 2/7

22:00-12:33

1 stop29h 33m

$1,289

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 8/3

18:45-06:35

1 stop42h 50m

Sydney Kingsford Smith

Sat 15/3

17:25-23:59

1 stop22h 34m

$1,292

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Tue 29/4

10:34-06:35

2 stops29h 01m

Sydney Kingsford Smith

Sun 11/5

20:25-05:10

2 stops23h 45m

$1,293

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Sat 2/8

19:40-19:15

2 stops32h 35m

Sydney Kingsford Smith

Sat 9/8

09:10-15:36

1 stop21h 26m

$1,295

ChicagoMelbourne

ORD - MEL

ORDMEL

Chicago O'Hare Intl

Fri 21/3

13:51-05:40

2 stops23h 49m

Melbourne

Wed 2/4

08:00-15:13

2 stops23h 13m

$1,337

ChicagoMelbourne

ORD - MEL

ORDMEL

Chicago O'Hare Intl

Wed 26/2

09:50-07:35

1 stop28h 45m

Melbourne

Mon 10/3

12:00-23:59

1 stop27h 59m

$1,392

ChicagoSydney

MDW - SYD

MDWSYD

Chicago Midway

Wed 30/4

15:02-06:35

2 stops24h 33m

Sydney Kingsford Smith

Sun 11/5

09:25-18:30

2 stops24h 05m

$1,450

ChicagoSydney

ORD - SYD

ORDSYD

Chicago O'Hare Intl

Mon 10/3

12:15-07:45

2 stops27h 30m

Sydney Kingsford Smith

Tue 18/3

10:05-16:15

2 stops22h 10m

$1,469

Flights are sorted by cheapest return flights first.

Deals found on 20/2

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 82 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, October is the cheapest month in which you can book a flight from Chicago (average of $1,198). Flying from Chicago in December will prove the most costly (average of $1,351). 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: Qantas Airways, Air Canada, United Airlines. As they depart for the following popular destinations: Sydney.

Qantas Airways

Qantas Airways

From $854

Air Canada

Air Canada

From $1,131

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 (1,526 flights per day), Detroit (978 flights per day) and Orlando (795 flights per day).

Los Angeles

Los Angeles

From $118

Dayton

Dayton

From $124

Charlotte Douglas

Charlotte Douglas

From $194

New York

New York

From $49

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 $77. Explore other affordable destinations below.

New York

New York

From $49

Calgary

Calgary

From $74

Los Angeles

Los Angeles

From $118

Dayton

Dayton

From $124

Airline reviews for flights from Chicago

8.7

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.

8.7

Very Good

8.7

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

8.7

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

8.7

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.

Singapore Airlines

8.1

Very Good

8.7

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

8.7

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, Mumbai, Ahmedabad. Atlanta, Boston, Athens are the most popular locations from Chicago year round.
Which is the cheapest airport to catch a flight from Chicago?
The cheapest routes to Melbourne can be found at Chicago O'Hare Intl airport from $1,196. While Chicago Midway airport is usually cheaper if your destination is Sydney with prices starting at $1,469. 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, Volaris, and Icelandair 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 ($85). Volaris flights from Chicago to Mexico City Benito Juarez ($398). Icelandair flights from Chicago to Paris ($567).
What is the cheapest month to fly from Chicago?
Currently, the cheapest month for flights from Chicago is October. 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 $1,196 round trip
Fly from Chicago to Melbourne from $1,250 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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