Cheap flights to Chicago

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Flights to Chicago in 2022

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inJulyHigh demand for flights, 23% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 4% potential price drop
Average priceRM 3,509Average for return flights in December 2022
Return fromRM 3,210From Kuala Lumpur to Chicago
One-way fromRM 2,115One-way flight from Kuala Lumpur to Chicago

Cheap flights to Chicago in December, January 2022

The best prices found for CHI flights for December, January
13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

51h 43m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

2 stops

64h 47m
RM 5,892

American Airlines

Pick Dates

Deal found 6/12

13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

47h 20m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

24h 20m
RM 6,627

Multiple Airlines

Pick Dates

Deal found 6/12

4 Jan - 12 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

1 stop

26h 30m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

23h 15m
RM 6,891

Malaysia Airlines

Pick Dates

Deal found 7/12

Chicago 2022 flight deals

Cheap flights to Chicago found for this year
13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

51h 43m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

2 stops

64h 47m
RM 5,892

American Airlines

Pick Dates

Deal found 6/12

13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

47h 20m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

24h 20m
RM 6,627

Multiple Airlines

Pick Dates

Deal found 6/12

13 Dec - 4 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

34h 39m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

21h 30m
RM 7,669

Multiple Airlines

Pick Dates

Deal found 6/12

Last minute flights to Chicago

Late deals on return flights to Chicago, departing today and this week
13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

51h 43m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

2 stops

64h 47m
RM 5,892

American Airlines

Pick Dates

Deal found 6/12

13 Dec - 5 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

47h 20m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

24h 20m
RM 6,627

Multiple Airlines

Pick Dates

Deal found 6/12

13 Dec - 4 Jan
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

2 stops

34h 39m
ORD

Chicago O'Hare Intl

KUL

Kuala Lumpur Intl

1 stop

21h 30m
RM 7,669

Multiple Airlines

Pick Dates

Deal found 6/12

One-way flights to Chicago

The cheapest one-way flights to Chicago
21 Apr
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

1 stop

20h 40m
RM 2,115

Multiple Airlines

Pick Dates

Deal found 6/12

6 Apr
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

1 stop

20h 40m
RM 2,124

Multiple Airlines

Pick Dates

Deal found 7/12

25 Dec
KUL

Kuala Lumpur Intl

ORD

Chicago O'Hare Intl

1 stop

19h 50m
RM 2,326

Multiple Airlines

Pick Dates

Deal found 6/12

When is the best time to fly to Chicago?

Average Chicago flight ticket prices and weather conditions for 2022 and 2023 by month

KUL - CHI

Price

RM 3,187 - RM 7,632

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

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

Booking 60 days in advance of your planned departure date is, on average, the best time to get cheap flights to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

As Frank Sinatra crooned, “Chicago is my kind of town.” And many visitors agree. A trip to Chicago is best spent shopping on the Miracle Mile, stepping back in time at the National History Museum, touring the artist’s lofts in the heart of the city, and enjoying some cool jazz at one of Chicago’s many jazz clubs.

Chicago, with its varied and eclectic sampling of modern architecture, rests on the shores of Lake Michigan in the heart of the American Midwest. Flights to Chicago land travellers at either Midway Airport or O’Hare International Airport, both about 30 minutes from downtown Chicago, but a car isn’t needed to get around. Take a taxi or hop the commuter rail from your Chicago flight to downtown and then tour the city by foot. Stop by the Sears Tower, the tallest building in the United States, and take an elevator ride to the Sears Tower Skydeck for unprecedented views of the city.

Search and compare: cheap flights to Chicago

Chicago climate

Chicago has an extreme climate with very hot summers and bitterly cold winters, its lakeside setting only slightly moderating the temperatures and adding some humidity to the atmosphere. Chicago has distinct seasons, with a short spring, when temperatures are moderate and nights frosty. Summers are hot, sunny and humid, from June to the end of September, with cool evenings when breezes blow in from Lake Michigan. Autumn is a lovely time of year when the air is crisp and cool, with blue skies and sunshine. Winters in Chicago are icy and prone to cold, harsh winds. Snow is common, and it is also very rainy during the winter months.

When is the best time to fly to Chicago?

Peak season:

Summer is the peak of the festival season in the Chicago area with major events taking place in the parks and neighbourhoods every weekend, in spite of the heat and humidity from the Lake.  September can be the most enjoyable and mild month of the year but there’s less going on during this period.

Off season:

January to March is when Chicago is least busy and deals on hotels and cheap flights to Chicago are usually attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

Search and compare: cheap flights to Chicago

Getting around Chicago

No need to worry about getting around Chicago. There are plenty of ways to get around. Hop on the El, short for elevated train, the city’s subway system, or one of the buses that runs all over the city. For information about fares and routes, check out the website for the Chicago Transit Authority. Traffic is often congested, especially during rush hour, and driving isn’t recommended. Biking is becoming increasingly popular around the city, thanks to the city’s former mayor encouraging residents to ride their bikes as a mode of transportation. With all of Chicago’s lakefront property, biking can be a great way to enjoy the city. 

What is good to know if travelling to Chicago?

  • Any shopping in Chicago has to begin on State Street, in the centre of the Loop. The Marshall Field’s flagship department store opened in 1852 there. Check out the famed “Magnificent Mile” along Michigan Avenue from the Chicago River to Oak Street for specialty shops and boutiques with designers from Paris, Milan and Manhattan blending with Chicago’s Gold Coast style.
  • The Chicago Cultural Centre houses one of the city’s official Visitor Information Centres and offers more than 600 free art programmes annually.
  • Along the shores of Lake Michigan, you’ll find Chicago’s cultural delights including the Art Institute of Chicago, the Goodman Theatre, the Lyric Opera at the Civic Opera House building, and the Chicago Symphony Orchestra.
  • Chicago’s lakefront is almost exclusively recreational park area from north to south, and features Grant Park, the home of Buckingham Fountain, the Petrillo Bandshell, the Grant Park Symphony (where free concerts are presented throughout the summer), and Chicago’s annual two-week food orgy, the Taste of Chicago, where more than three million people “chow down”.
  • The beauty of Chicago springs from the tragedy of the Great Chicago Fire in 1871 that claimed 300 lives, left 90,000 Chicagoans homeless and destroyed $200 million worth of property. From this disaster came the opportunity to plan and rebuild the entire city.
  • Chicago is also home to the nine time world-championship football team, the Chicago Bears and Wrigley Field, the second-oldest ballpark in the Major League baseball, built in 1914, just behind Boston’s Fenway Park, built in 1912.
Penang to Chicago flightsfrom RM 5,533 pp

Chicago, Illinois airports

See all airports in Chicago, select one to find and compare flight prices.

Search flights to Chicago by cabin class

Business Classfrom RM 3,617/person
Economyfrom RM 1,015/person

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Yes, Cheapflights does offer price alerts on Chicago flights so you can book your travels when it’s right. The Price Alert feature is available after a flight search is performed above.