Cheap Flights to Chicago

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Flights to Chicago in 2021

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
Popular inAugustHigh demand for flights, 2% potential price rise
Cheapest inFebruaryBest time to find cheap flights, 1% potential price drop
Average priceRM 3,735Average for round-trip flights in May 2021
Round-trip fromRM 3,723From Kuala Lumpur to Chicago
One-way fromRM 41One-way flight from Kuala Lumpur to Chicago

Cheapest prices for Chicago flights by month

The cheapest ticket to Chicago found for each month in 2021 based on historical flight searches by Cheapflights users.
January
RM 4,051
February
RM 3,684
March
RM 3,231
April
RM 3,765
May
RM 3,605
June
RM 3,054
July
RM 3,786
August
RM 3,899
September
RM 3,579
October
RM 3,427
November
RM 3,347
December
RM 3,706
Currently, the cheapest month for flights to Chicago is June. The most expensive month for flights is January. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

When is the best time to fly to Chicago?

Average Chicago flight ticket prices and weather conditions for 2021 and 2022 by month.
MY1 - CHI
Price
RM 3,054 - RM 5,624
CHI
Temperature
1 - 29 °C
CHI
Rainfall
17 - 109 mm
The best time to fly to Chicago is during May, but great deals can be found at other times. If you are looking for warm weather when you arrive off of your flight to Chicago then July is statistically the hottest. May is historically the period with most rainfall.

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

The price you pay for your flight to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 61 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Which day is cheapest to fly to Chicago?

The cheapest day to fly to Chicago is usually Monday. At the moment, Sunday is the most expensive.

What time of day is cheapest to fly to Chicago?

Flights in the afternoon are typically the cheapest time of the day to fly to Chicago. Flights at midday are usually the most expensive.

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.

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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.

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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.

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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. 

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Cheap flights to Chicago in May, June 2021

The best prices found for ORD flights for May, June
23 Jun - 8 Jul
RM 3,422pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl
15 May - 11 Jun
RM 3,521pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl
5 Jun - 16 Jul
RM 3,529pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl

Chicago 2021 flight deals

Cheap flights to Chicago found for this year
23 Jun - 8 Jul
RM 3,422pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl
11 Jul - 13 Aug
RM 3,480pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl
29 Aug - 30 Sep
RM 3,513pp
KUL
Kuala Lumpur Intl
Etihad Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl

Last minute flights to Chicago

Late deals on return flights to Chicago, departing today and this week
23 May - 24 May
RM 3,979pp
KUL
Kuala Lumpur Intl
Qatar Airways
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Qatar Airways
 
1 STOP
KUL
Kuala Lumpur Intl
24 May - 24 May
RM 5,244pp
KUL
Kuala Lumpur Intl
Multiple airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Etihad Airways
 
1 STOP
KUL
Kuala Lumpur Intl
23 May - 24 May
RM 5,479pp
KUL
Kuala Lumpur Intl
Multiple airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
KUL
Kuala Lumpur Intl

Alternative, similarly priced destinations

See alternative destinations where airfare is generally forecast to be close to Chicago flight prices.

Find the best prices for you!

Cheap tickets to Chicago found by our users in Malaysia as recently as May 15, 2021.

Chicago, Illinois airports

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

Cheapest flights to USA

Not set on Chicago? See the cheapest flights to Malaysia. Airfare prices updated on May 15, 2021.
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