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Cheap Flights to Chicago, IL

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As Frank Sinatra crooned, “Chicago is my kind of town,” and many tourists agree. Book a flight to Chicago and shop the Miracle Mile, step back in time at the National History Museum, tour the artist’s lofts in the heart of the city, and enjoy some cool jazz at one of Chicago’s many nightclubs.

Chicago rests on the shores of Lake Michigan in the heart of the American Midwest. Flights to Chicago land tourists at either Midway Airport or O’Hare International Airport, both about 30 minutes from downtown Chicago. 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.

If you’re lucky enough to get a flight to Chicago near St. Patrick’s Day make sure to take a walk down by the Chicago River, which is dyed green in honor of Chicago’s rich Irish culture. Book a Chicago flight to make it your kind of town.

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, and are prone to thunderstorms. August is usually the wettest month of the year. 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.

Best Time to Fly to Chicago

Chicago’s seasons are intense – it’s hot in the summer and cold in the winter – but savvy travelers can always find cheap airline tickets 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 neighborhoods 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 cheap hotels and Chicago flights 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.

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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USA departure airports for flights to Chicago


This is useful information about Chicago

Photo of Chicago   Chicago
Avg temperature for this monthChicago63.5 °FSource: World Weather Online
Avg rainfall for this month inChicago2.6 inSource: World Weather Online
Average flying time toChicago2 hrs 28 mins
Which airlines fly toChicagoAeromexico, Avianca and British Airways
Available deals toChicago10594
Partners with deals, and Expedia
Advertisers with deals toChicago8

 How much do things cost in Chicago?

  • Imported beer (0.33 liter bottle): $2.61
  • Taxi - fixed fee: $3.25
  • Local draught beer (0.5 liter): $4.00
  • Bottle of local beer (0.5 liter): $2.44
  • Cheap meal: $10.00
  • Cappuccino: $3.81
  • Large bottle of water: $1.77
  • Imported beer (0.33 liter): $6.00
  • Gasoline: $4.79
  • 3 course meal for 2: $55.00
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