Search for Affordable Flights Worldwide

Book Cheap Flight Tickets to - Chicago

Chicago, often called the 'Windy City,' is a big city in the Midwest, right by Lake Michigan. It is a major spot for business, culture, and fun. Chicago is famous for its amazing buildings, deep-dish pizza, lively music like Blues and Jazz, and its friendly, welcoming feel.

Don't let high prices stop you—finding cheap flights to Chicago with Reservationview is easier than you think. Unlock amazing deals and save money to spend on exploring Chicago's incredible museums and famous landmarks. Your budget-friendly adventure starts here!

Planning Your Trip

Best Time to Visit: Chicago has very cold, snowy winters and hot summers. The best times to go are spring from April to June and fall from September to October. The weather is milder then, which is perfect for walking around and seeing the sights.

Main Airports: Chicago has two main international airports:

• ORD (O'Hare International Airport): This is one of the world's busiest airports. It is about 18 miles from the city center.
• MDW (Midway International Airport): This airport is closer to downtown, about 11 miles from the city center. It is often used by budget airlines.

Must-See Attractions & Activities

• Cloud Gate: Take a photo with bean-shaped mirror sculpture in Millennium Park
• Skydeck Willis Tower: Explore the world's tallest buildings and step out onto The Ledge
• Art Institute of Chicago: See paintings in one of the world's best art museums
• Navy Pier: Enjoy rides, games, food, and great lake views. Don't miss the Ferris wheel!
• Architectural Boat Tour: Marvel at famous skyscrapers and history while cruising
• Magnificent Mile: Offers lots of shops, big department stores, and iconic buildings
• Shedd Aquarium & Field Museum: Tour Museum Campus, explore underwater world
• Adler Planetarium: The Planetarium offers cosmic exhibits and shows
• Grant Park: This Park hosts major festivals and features a fountain
• Deep-Dish Pizza: Relish Chicago deep-dish pizza at Lou Malnati's or Giordano's

Tips to Secure Cheap Flight Tickets

• Be flexible with dates and times
• Book in the ‘Sweet Spot’ (1-3 months)
• Use an incognito/private window
• Set up price alerts
• Compare multiple platforms
• Consider connecting flights
• Travel light to avoid baggage fees