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Prices are in U.S. Dollars (USD) and can fluctuate at any time. . All fares shown include taxes, fees, and service charges, ensuring transparent pricing with no hidden costs. Airlines may charge extra for baggage, so review their policies for details. Round-trip travel is assumed unless mentioned otherwise.

Book Affordable Flights to Chicago

Overview

Chicago is recognized as one of the cities with the most attractions in the United States. Located along Lake Michigan, Chicago or the Windy City, offers a stunning mix of architectural marvels, legendary museums and a classic culinary scene. Explore iconic landmarks like the Willis Tower and Millennium Park. Indulge in deep-dish pizza, Chicago-style hot dogs, and craft beers at local breweries. Right from its exciting nightlife in the River North to the appealing beauty of Lincoln Park, Chicago has something for every traveler.

Key Tips for a Chicago Visit

When to Visit: Visiting Chicago depends on your interest. The spring and fall seasons offer good climate for city tours. Summer is the peak season with numerous festivals. Winter is cold and snowy, but also affordable. However, April through May and September and October is the best time to explore Chicago.

Major Airports: Chicago has two major airports: O'Hare International Airport (ORD), which is roughly 15 miles from the city center, while Midway International Airport (MDW) is 11 miles away.

Shopping: State Street, Wickpark Park, North Michigan Avenue, Andersonville, Lincoln Square, Woodfield Mall.

Travel Advice: Get familiar with the public system, purchase a CityPASS, explore landmarks during non-rush hours, plan itinerary ahead to time, be prepared for the weather in the Windy City and keep some cash handy.

Top Attractions in Chicago

  • Millennium Park
  • Art Institute of Chicago
  • Navy Pier
  • Cloud Gate (The Bean)
  • Willis Tower Skydeck Chicago
  • Riverwalk
  • Magnificent Mile
  • Lincoln Park Zoo
  • Shedd Aquarium
  • Museum of Science and Industry

Things to Do in Chicago

  • Walk through Millennium Park
  • Stroll around Navy Pier
  • See the view from the Willis Tower SkyDeck
  • 360 Chicago
  • Michigan Avenue and the Magnificent Mile
  • Lincoln Park
  • Shedd Aquarium
  • Lincoln Park Zoo
  • Chicago Riverwalk and Lakefront Trail
  • Enjoy a show at the Chicago Theater

Frequently Asked Questions

  • Which is the cheapest month to fly to Chicago?
  • What are the transportation options in Chicago?
  • Which are the popular airlines operating to Chicago?
  • What is the cuisine or popular dishes in Chicago?
  • How can I book cheap flights to Chicago?