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  • Trip to Chicago

    Very much satisfied from Tampa to Chicago and back! I’m sure to use Spirit in my future trips! Good job ?? - Bella  Aug 09, 2021

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Facts About Flying to Chicago, Illinois

  • 4% of Chicago travelers booked First or Business Class.
  • 6% of travelers traveled to Chicago with kids under 14.
  • 50% of Chicago travelers were female.
  • Travelers spent an average of 24 days in Chicago.
  • October was the month with most bookings for Chicago.
  • April was month with the least bookings for Chicago.
§ All of the above-mentioned facts are derived from the data of the last 3 months while the highest and lowest booking months are picked on the basis of last 12 months.

Book Flights to Chicago, Illinois

Looking to Book Flight tickets to Chicago, Illinois?

Make the most of your vacation in the fabulous town of beaches, museums, and architectural brilliance.

It goes without saying that Chicago is one of the finest tourist destinations in the US. The city is famed for its numerous beaches. History buffs can visit museums that rank among the best in the world. So, what are you waiting for? Book cheap flights to Chicago and make the most of your vacation in this majestic city.

Chicago is famous the world over for its brilliant architecture, jazz music, and local cuisine. Grab a Chicago-style hot dog, catch a show of the Chicago Symphony Orchestra, observe some well-known architectural landmarks in the downtown, or wander into the many Jazz clubs which can be found all over the city. Once here, you will find a plethora of things to do and keep yourself busy.

What are the top airlines offering flights to Chicago?
  • American Airlines
  • United Airlines
  • Spirit Airlines
  • JetBlue Airways
  • British Airways
  • Kenya Airways
  • Alitalia Airlines
  • Emirates Airlines

Which are the popular airports near Chicago?
  • Chicago O’ Hare International Airport (ORD)
  • Midway International Airport (MDW)
  • Gary Chicago International Airport (GYY)
  • Chicago Executive Airport (PWK)
  • Griffith Airport (GFF)(GYY)
  • Aurora Municipal Airport (AUZ)

What are the top tourist attractions in Chicago?
  • The Art Institute of Chicago
  • Millennium Park
  • Navy Pier
  • Museum of Science and History
  • Willis Tower Sky Deck
  • 360 Chicago
  • Michigan Avenue and the Magnificent Mile
  • Field Museum of Natural History
  • Chicago Riverwalk and Lakefront Trail
  • Lincoln Park

What is the duration of flight to Chicago?

Flights from NYC to Chicago usually take about 2 hours and 18 minutes. NYC to Chicago flights cover the distance of around 722 miles.

Which is the cheapest month to fly to Chicago?

The cheapest month to travel to Chicago is February Travelers who plan to visit Chicago during this month can get Chicago flight tickets at cheapest possible prices.

Which is the best month to visit Chicago?

The best time to take Chicago flights is between September and October, and from April through May. During these months, with the temperature remaining pleasant, a variety of festivals are organized here. Summer is the peak tourist season in Chicago when visitors throng the place to soak the weather. In addition to this, there is also a myriad of fun activities one can do to keep themselves busy. However, it is advisable to book your plane tickets in advance to get Chicago flight deals.

What are the top events and festivals in Chicago?

Chicago hosts an array of annual festivals around the year. Major festivals are Chicago Wine Fest (April), Chicago Blues Festival (June), 57th Street Art Fair (June), Taste of Chicago (July), Chicago Craft Beer Festival (July), Chicago Food Truck Festival (July), Lollapalooza Chicago (August), Bristol Renaissance Faire (August), Illinois State Fair (August), Chicago Hot Dog Fest (August), Chicago Jazz Festival (September), Windy City Wine Festival (September), and Chicago World Music Festival (September).

Are you looking for cheap flights from Chicago to your dream destination? Here’s your chance to enjoy incredible savings on flights from Chicago. CheapOair is offering major discounts on flight tickets. What better time to book your return tickets? Hurry, book flight tickets and grab discounts right away!

Visit Chicago

The city of Chicago in the United States lies along the shores of Lake Michigan. Enjoying various nicknames like the Windy City, Chi-Town, the Second City, City of Broad Shoulders, and others, Chicago is renowned worldwide for its 20th century art and architecture. Chicago is also often claimed to be the true "Home of the Blues,” and hosts world renowned Chicago Blues Festival.

Millennium Park

Located on sprawling 24.5 acres of land, Millennium Park sits close to north of the Art Institute of Chicago. The spectacular park boasts of cutting-edge art, architecture and landscaping and features Jay Pritzker Pavilion, an outdoor concert venue, the interactive Crown Fountain, Lurie Garden, and the Cloud Gate sculpture on the AT&T Plaza.

Art Institute of Chicago

Check out amazing pieces of artworks at Art Institute of Chicago, which is popular for Impressionist and Post-Impressionist art! The collection spans thousands of years, and includes pieces from a variety of media including painting, prints, photography, sculpture and more. Art enthusiasts here would come across pieces created in the Byzantine era to the paintings done just a decade ago.

Grant Park and Buckingham Fountain

Save a day for visiting Grant Park and Buckingham Fountain. Grant Park features some of the city’s most popular attractions that are worth visiting. These include Field Museum, the Art Institute of Chicago, and the Shedd Aquarium. And do check out the beautiful Buckingham Fountain, one of the largest fountains in the world, nestled in the heart of Grant Park.

Deep-Dish Pizza

When in Chicago, do try out pizza which is very popular in the city. Chicago is best known for deep-dish pizza which typically has three inches tall crust at the edge, and lots of cheese and chunky tomato sauce. Try it out at Pizzeria Uno, which is said to be the inventor of deep dish pizza.

Italian Sausage

Another must recommended delicacy to try out in Chicago is Italian Sausage. The best places to enjoy delicious sausages are Link's Taproom, Jim’s Original, the Radler, Gene's Sausage Shop, Bari Subs and Italian Foods and Joe Boston's.

Hot Dogs

For the bon vivants a trip to Chicago cannot be considered complete without tasting the appetizing hot dogs. In this hot dog loving town, there’s no scarcity of venues to dig into this flavorful delicacy, which could be both cheap and simple or dressed up with all kinds of fancy ingredients. The famous places for hot dogs are Jimmy’s Red Hots, Red Hot Ranch, Allium, Superdawg, Vienna Beef Factory Store & Cafe, Wiener and Still Champion, Johnny O’s¸ the Salsa Truck’s Garage¸ Franksville, and Hoppin Hots.


The MID offers an ultimate concert experience to the music lovers. The 801-person venue nestled at 306 N, Halsted, features three full service bars, ample room for dancing, cozy booths, table seating, and a VIP room equipped with its own bar and DJ booth.

The Underground

Be sure to dress to the nines when visiting the Underground, as it is described as one of the “Sexiest places in the World” by Cosmopolitan Magazine, and named “One of the America’s Top Ten VIP Lounges” by Playboy. At this Chicago’s premiere, upscale club you will get a chance to dance to the beats of internationally-acclaimed DJ’s.

Sound Bar

Sound Bar is a multi level dance club, boasting of 20,000 sq feet of pure bliss, style, luxury, and state-of-the-art technology. Featuring European minimalist decor, flat screen monitors, laser lights, new sound components and floor to ceiling video projection walls, this is definitely a place to hit for the nightlife lovers visiting the city. Come dressed to impress!