For Unpublished Cheap Flight Deals,
Call Us at 1-888-437-4930

Search Flights to Chicago, Illinois

Fly to the Windy City

Best hacks to book cheap flights to Chicago

Roundtrip Tickets: Round trip tickets are considerably cheaper than one-way tickets. To save on tickets, book roundtrip flights to Chicago.

Flexible Flight Dates: Chicago flight tickets are more likely to be expensive during weekends and holidays. To ensure you get a cheap ticket, be flexible with your flight dates.

Follow Dedicated Blogs: Subscribe to blogs and twitter accounts which are dedicated to finding the cheapest flight deals around the globe. Flyers can keep up with last-minute deals as well.

Pack Light: After booking CHI flights, flyers must check baggage allowance. Several budget airlines charge extra for checked-in luggage. Flyers can avoid paying baggage fees by packing light.

Mailing Lists: Online travel agents and booking portals often offer member deals and exclusive discounts for newsletter subscribers. Subscribe to mailing lists for receiving updates about discounts and sales.

A Guide to Chicago

Located along Lake Michigan, Chicago is an international center of technology, finance, industry, and more. The metropolis is known for its music, admirable architecture, and local food. Chicago is a cultural hub with extensive shopping venues, buzzing nightlife, and booming culinary scene. The city is lined with many museums, live performance institutions, leafy parks, and theater companies. Chicago is home to a diverse population which reside in multiple ethnic neighborhoods, namely, Little Italy, Little Seoul, Puerto Rican Paseo Boricua, Little Vietnam, and Chinatown. Do not forget to try delicious food as you explore these vibrant streets and get a taste of the world, in Chicago.

Major attractions in Chicago

  • The Art Institute of Chicago
  • Millennium Park
  • Navy Pier
  • Museum of Science and History
  • Willis Tower SkyDeck
  • 360 Chicago
  • Michigan Avenue and the Magnificent Mile
  • Field Museum of Natural History
  • Chicago Riverwalk and Lakefront Trail
  • Lincoln Park
Music in Chicago
A significant center of music, Chicago has historically been the cradle of distinctive forms of house music, blues, and electronic dance music. Traditional blues and jazz were brought to Chicago in the 20th century which resulted in Chicago blues, and Dixieland jazz. Soul music, hip hop, and heavy rock also became extremely popular in Chicago. Today, the city is home to several music institutions, namely, Lyric Opera of Chicago, Chicago Symphony Orchestra, and Chicago Sinfonietta. Prominent music venues in Chicago are Symphony Center, Chicago Shakespeare Theater, Jazz Showcase, Lincoln Hall, Ford Center for the Performing Arts Oriental Theatre, and UIC Pavilion.
Popular Festivals and Events

Wine Fest (April), 57th Street Art Fair (June), Chicago Blues Festival (June), Chicago Food Truck Festival (July), Chicago Craft Beer Festival (July), Taste of Chicago (July), Lollapalooza Chicago (August), Illinois State Fair (August), Bristol Renaissance Faire (August), Chicago Hot Dog Fest (August), Windy City Wine Festival (September), Chicago Jazz Festival (September), Chicago World Music Festival (September), and NYE Fireworks (December).

Best Time to Visit Chicago

The best time to visit Chicago is during the summer (May to August) when travelers come here to enjoy the warm weather and a wide array of activities. However, it is advisable to book your plane tickets in advance to get Chicago flight deals.

Share your Travel Experience

Once you’re done sharing your photos from your trip to Chicago, do not forget to share your Chicago experience with us through the OneTravel review section. Help other tourists know more about the wonderful city and its attractions. Remember, your reviews help us make our service better.

Download Our App

Find the deals you want & manage your trips ... all while on the go.

Apply for Our Credit Card

Earn rewards points & other travel perks when you spend.

Apply Now
Check out our Blog

Get inspired, learn expert tips & add to your travel bucket list.

Read it Now
Check Your Flight Status

Get there on time,
every time!

Check Status
  • Great
    Based on 2,296 reviews
  • Safe & Secure Booking
  • Low Fare Promise
  • Buy with Confidence
  • 10 Million+ Customers
    Per Year
  • Compare & Book Over
    600 Airlines Instantly!
  • Fast, Safe &
  • Live 24/7
    Customer Support
OneTravel Credit Card
Earn 7X/$1 in Rewards on
Financing option available