Book Cheap Flights to Chicago

Chicago, situated along Lake Michigan, is renowned for being a global center of industry, finance, technology, and more. The skyscraper metropolis, which has formerly been home to the world’s tallest building Sears Tower, is also popular for its modern architecture, music and culinary scene. Book Chicago tickets with FlyOfinder to visit a multicultural hotspot where you will discover people of various nationalities residing in perfect harmony since ages.

Chicago is a cultural hub like no other. Enjoy visiting multiple ethnic neighborhoods and catching a glimpse into the lives of the local people. A visit to places like Chinatown, Little Vietnam, Puerto Rican Paseo Boricua, Little Seoul, and Little Italy is a sheer delight. Moreover, the city’s lush parks, live performance venues, museums, shopping venues and a happening nightlife scene will add to your joys of visiting the Windy City.

Top Things to Do in Chicago

Chicago abounds in myriad attractions for people of all ages. Some of the major attractions you will love visiting in Chicago include Millennium Park, Lincoln Park, Chicago Riverwalk and Lakefront Trail, Field Museum of Natural History, Michigan Avenue, the Magnificent Mile, 360 Chicago, Willis Tower SkyDeck, Museum of Science and History, Navy Pier and the Art Institute of Chicago.

Chicago has been a major center of music. It was in this city that distinctive forms of electronic dance music, blues and house music took birth. It’s in Chicago that heavy rock, hip hop and soul music have gained immense popularity. In fact, Chicago is today home to many music institutions and music venues, such as Chicago Sinfonietta, Chicago Symphony Orchestra, the Lyric Opera of Chicago, UIC Pavilion, Ford Center for the Performing Arts Oriental Theatre, Lincoln Hall, Jazz Showcase, Chicago Shakespeare Theater, and Symphony Center.

When to Fly to Chicago

Book your Chicago tickets in advance and fly to Chicago to enjoy your vacations in the city during summertime from May to August. This is the time when you will love visiting the city for its warm weather and a host of activities. Be sure that your vacation in Chicago will be highly enjoyable and memorable.

Please note: *All Fares displayed above are quoted in USD and inclusive of base fare, taxes, and all fees. Additional baggage fees may apply as per the airline policies. *Above fares were last found on Jan 20, 2025 and are subject to change & cannot be guaranteed at the time of booking.

Frequently Asked Questions

Cheap Chicago tickets can be easily found when booking in the months of January and February. Book your flights to Chicago at least 2-4 weeks in advance when planning to visit during peak season from July to September. Chicago with its central location can be easily visited from almost anywhere in the USA. It’s cheaper to book airline tickets to Chicago for a Friday departure. The cheapest day however to book a flight to Chicago is on a Tuesday.

Chicago’s two major airports – O’Hare International Airport (ORD) and Midway International Airport (MDW) – are served by multiple domestic and international airlines. Some of the airlines operating flights to Chicago include American Airlines, United Airlines, Delta Air Lines, Southwest Airlines, Spirit Airlines, Frontier Airlines, JetBlue Airways, Volaris, Lufthansa, Qatar Airways, Emirates, Air New Zealand, Air Canada, China Eastern Airlines, Korean Air, Asiana Airlines, Copa Airlines, Air China, Interjet, ANA, Japan Airlines, Icelandair, Aer Lingus, Brussels Airlines, Austrian Airlines, British Airways, Iberia and Finnair.

Chicago is served by three (3) airports – O’Hare International Airport (ORD), Midway International Airport (MDW) and Greater Rockford International Airport (RFD). At a distance of nine (9) miles, Midway International Airport is closest to Chicago city center and therefore cheaper to fly. This airport mostly caters to domestic flights. O’Hare International Airport at a distance of 16 miles from city center is mostly preferred for international flights. Greater Rockford International Airport at a distance of 79 miles from city center is the farthest from downtown Chicago.

Chicago, the third largest city in USA with its spectacular skyline, impressive culinary scene, varied attractions and diverse neighborhoods is a great destination to enjoy vacation. The Windy City is though not expensive as New York, but can still be a drain on your travel budget. Savings on your accommodations during your Chicago vacation is still possible with affordable hotels which can be mostly found in major areas and neighborhoods such as The Loop, Magnificent Mile, Hyde Park, Lincoln Park, Near South/South Loop, River North, Gold Coast, and West Loop/Near West Side.