3 Days in Chicago: Suggested Itineraries
By Viator, June 2015
There's more to Chicago than can be experienced in three days, but we've got some suggestions to get you started.
Day 1: The City
The Chicago CityPass gives you discounted admission to five of the city's premier attractions: Hancock Observatory, Field Museum, Museum of Science & Industry, Adler Planetarium and Shedd Aquarium. Take your pick of cruises by water, coach tours by land and exhilarating Segway tours. Or tour Chicago your own way on a Hop-On, Hop-Off Trolley Tour. Get an overview of the city with a comprehensive Grand Half-Day Tour, covering the North Side and South Shore, the Outer Drive, Lincoln Park, Washington Park and Grant Park. Or see the city from the 94th floor of the Hancock Tower.
Day 2: The Architecture
Icons from the famous Chicago School of Architecture are revealed on the Historic Loop Skyscrapers walking tour of Chicago's earliest skyscrapers, built between the 1870s and the 1930s. For contrast, follow up with the Modern Loop Skyscrapers walking tour. Classic Art Deco detailing from the 1920s and 30's is the theme on the Downtown Chicago Deco walking tour.
Day 3: The Outdoors
Start with the Lakefront cycling tour of quiet back streets, city parks, and North Side beaches. Explore more of Chicago's neighborhoods by bike, cycling through the Gold Coast, Old Town, Lincoln Park and Lakeview. Or just hire a bike for the day and plan your own Chicago cycling tour. As the sun sets, take a memorable city lights bike ride. See the sights by water on a river cruise. Take an adrenaline-charged ride in a speedboat across Lake Michigan, or relax into the evening on a romantic dinner cruise. Then take the action indoors on a Chicago Club Crawl.
Tours & Tickets
See classic Chicago sights with this Viator VIP package that includes early entry to the Skydeck in Willis (formerly Sears) Tower where you'll be greeted and ... Read more
Duration: 6 hours (approx.)
Get an exclusive view inside four famous Chicago pizzerias on this 3.5-hour tour and enjoy delicious slices at each! With your small group by mini-coach, go ... Read more
Duration: 3 hours 30 minutes (approx.)
Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all ... Read more
Some of the world’s most notorious criminals, mobsters and gangsters bamboozled their way through Chicago. On this Chicago crime tour, escape into the city’s ... Read more
Duration: 90 minutes (approx.)
Experience Chicago on a walking and food tour of the central business district. Visits to legendary sites such as Palmer House Hotel, Marshall Field’s ... Read more
Duration: 3 hours (approx.)