Chicago Travel Guide

USA  #3 in Best Foodie Cities in the U.S.
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1-day Itinerary in Chicago

Explore the best things to do in Chicago in 1 day based on recommendations from local experts.

Day 1

  • 1
    #7
    Art Institute of Chicago
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    #7 in Chicago
    Museums
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Museums
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    Home to one of the country's most impressive collections of impressionist and post-impressionist art (plus works from numerous other genres), the expansive Art Institute of Chicago features more than 300,000 works from all over the world in its permanent collection. You'll find pieces created in the Byzantine era, as well as paintings done just a few decades ago. The Art Institute's exhibits also include all sorts of intriguing artifacts, from European armor to the Thorne Miniature Rooms, which showcase interior design and furnishings in Europe and America from the late 13th to early 20th centuries. In addition to the permanent collection, the Art Institute hosts traveling exhibitions covering a variety of subjects and showcasing a diverse array of artists and genres.

    The Art Institute of Chicago earns high praise from recent visitors, thanks in part to its impressive collection. Art enthusiasts particularly commend the museum's impressionist collection, which features pieces from famous artists like van Gogh, Monet and Renoir.

    10 minute walk
  • 2
    #2
    Millennium Park
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    #2 in Chicago
    Parks and Gardens, Sightseeing, Free
    TYPE
    1 to 2 hours
    TIME TO SPEND
    Parks and Gardens, Sightseeing, Free
    TYPE
    1 to 2 hours
    TIME TO SPEND

    A first-time visit to Chicago isn't complete without a stop at Millennium Park. Situated in the Loop just north of the Art Institute of Chicago, this 24.5-acre space is used to showcase cutting-edge art, architecture and landscaping; it also acts as a backdrop for concerts and festivals. Most visitors come to Millennium Park to see the Crown Fountain and Cloud Gate, better known as "The Bean." Designed by Spanish artist Jaume Plensa, the Crown Fountain features two 50-foot towers that face each other at opposite ends of a shallow reflecting pool. The towers' LED screens project the faces of 1,000 different Chicago residents, which are perfectly aligned with spouts so that it appears they are spitting water on passersby. Cloud Gate – created by British artist Anish Kapoor – is a 110-ton bean-shaped sculpture forged from stainless steel. The Bean's elliptical shape reflects the Chicago skyline.

    There are plenty of other reasons to visit Millennium Park: You can see a concert at the Frank Gehry-designed Jay Pritzker Pavilion, stroll through the Lurie Garden or the Boeing Galleries (where contemporary sculpture is displayed outdoors), or sign up for a Segway tour at the McDonald's Cycle Center.

    15-25 minute walk
  • 3
    #11
    Chicago Architecture River Cruise
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    #11 in Chicago
    Sightseeing, Tours
    TYPE
    1 to 2 hours
    TIME TO SPEND
    Sightseeing, Tours
    TYPE
    1 to 2 hours
    TIME TO SPEND

    A visit to 360 CHICAGO or Skydeck Chicago will give you a good overview of the city's layout. But if you want to learn more about Chicago's sky-high buildings, tag along on an architecture river cruise. During a river cruise, you'll gain great views and historical insight about well-known structures like The Wrigley Building, the Leo Burnett Building and the Fulton House.

    Though several companies, including Wendella Sightseeing Co. and Chicago Line Cruises, offer architecture river cruises, most travelers recommend climbing aboard a Chicago's First Lady Cruises boat with a Chicago Architecture Foundation docent. You'll learn tons of information about the area's architecture, plus catch superb skyline photo ops.

    15-25 minute walk
  • 4
    #4
    The Magnificent Mile
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    #4 in Chicago
    Cafes, Shopping, Free, Neighborhood/Area
    TYPE
    2 hours to Half Day
    TIME TO SPEND
    Cafes, Shopping, Free, Neighborhood/Area
    TYPE
    2 hours to Half Day
    TIME TO SPEND

    If you can feel your credit card burning a hole through your wallet, make your way to The Magnificent Mile. This portion of Michigan Avenue – which stretches between Lake Shore Drive and the Chicago River – beckons to shopaholics with department stores and luxury retailers like Saks Fifth Avenue, Neiman Marcus, Macy's and Lord & Taylor. Additionally, The Magnificent Mile is home to several top-notch eateries and luxury hotels, including The Drake, a Hilton Hotel the Four Seasons Hotel Chicago and the InterContinental Chicago Magnificent Mile.

    Architecture buffs will also appreciate a stroll down this street thanks to its eclectic collection of buildings. While you're walking around, turn your eyes upward for views of the Historic Water Tower, which survived the Great Chicago Fire of 1871 and is the longest standing structure on Michigan Avenue. Other structural highlights include the Wrigley Building (once the headquarters of chewing gum magnate William Wrigley Jr.) and Tribune Tower (home to the Chicago Tribune daily newspaper).

    5-15 minute walk
  • 5
    #9
    360 CHICAGO Observation Deck
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    #9 in Chicago
    Sightseeing
    TYPE
    1 to 2 hours
    TIME TO SPEND
    Sightseeing
    TYPE
    1 to 2 hours
    TIME TO SPEND

    One of Chicago's most notable attractions is its skyline, and one of the best places to experience it is at the 360 CHICAGO Observation Deck. Formerly known as the John Hancock Observatory, 360 CHICAGO towers 1,000 feet over The Magnificent Mile from its location on the 94th floor of the John Hancock Center. Encased by floor-to-ceiling windows, 360 CHICAGO boasts expansive views of the city; on a clear day, you can see for 55 miles in any direction. Meanwhile, the interactive screens will help you identify different landmarks that appear in your panorama.

    For a different point of view (and an adrenaline rush), test out 360 CHICAGO's TILT. In this mechanized room, visitors hold on to handlebars as the top of the room's windows extend outward, tilting you toward bustling North Michigan Avenue down below. Should you prefer to experience the view without feeling your heart skip a beat, grab a cup of coffee, a glass of wine or a snack at the cafe and bar or look for souvenirs in the gift shop.

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