Chicago Travel Guide
Chicago’s diverse blend of design, art, culture, music, and architecture means you’ll never run out of things to do in Chicago. For a relaxing, loosely structured day, visit Millennium Park to take in views of the Chicago waterfront and admire Cloud Gate, Chicago’s famous reflective bean sculpture. Stimulate your artistic side with a visit to Museum Campus, which houses three museums in one, and showcases the world’s most complete Tyrannosaurus skeleton, among other amazing treasures. One of the most popular things to do in Chicago is to visit the Chicago Blues Festival. Taking place over three days and across five stages, this festival, celebrating Chicago’s foundational role in the blues movement, draws more than half a million fans from around the world to celebrate the scene’s past, present and future. Created in 1984 to honor Muddy Waters, one of the progenitors of the Chicago blues style, the festival has hosted famous performers like BB King, Ray Charles, Bonnie Raitt, and Chuck Berry. (Jazz lovers can take in the Chicago Jazz Festival, too).
More cerebral Chicago activities come courtesy of the Chicago Architecture Foundation, which operates nearly 90 different tours, which you can take by boat, by bus, or on foot, and which cover everything from the city’s ultramodern skyscrapers to the historic downtown district and tours of various neighbourhoods. The foundation also organizes an Appetite for Design series, which merges culinary and architectural appreciation at some of Chicago’s top restaurants.
Housed in a former gear factory, the Lillstreet Art Center, founded in 1975, accommodates students, teachers, and lovers of art in this spacious brick building. The gallery and gift shop showcase the work of both emerging and recognized artists.
Logan Square’s residents cheered the reopening of this 1915-built movie house, which has been refurbished in all of its Art Deco glory. Film showings range from new releases to indies and cult classics.
Identified as a National Historic Landmark, Macy’s on State occupies the extraordinary Marshal Field & Company Building. Shopping is a grand experience here. Don’t forget to go to the fifth floor and look up—you’ll be dazzled by the magnificent Tiffany Favrile glass ceiling.
Visit this urban ecosystem at Lincoln Park Zoo, where birds, fish, frogs, turtles, and insects frolic among native plants. Visitors enjoy free admission and a truly restful lull from the bustling city. For the curious, the park’s website offers a field guide.
Even if you’re not traveling by train, Chicago’s Union Station is a destination in and of itself. Originally designed by the celebrated architect Daniel Burhma, the Great Hall, with its 18 Corinthian columns, pink marble floor, and five-story vaulted ceiling, is breathtaking.
On Friday and Saturday nights, indulge in the decadent Chocolate Bar at The Lobby on the fifth floor of The Peninsula Chicago.
At the south end of Andersonville, Hopleaf features a variety of craft brews and Belgian beers on draft, as well as more than 250 bottled beers. Come for the beer, but stay for the mussels, steamed Belgium-style in Whittekerke white ale and served with frites and aioli.
A space dedicated to more than 90 merchants and their wares, Andersonville Galleria is a truly distinct destination in the city. This neighborhood favorite sells clothing, jewelry, artwork, housewares, accessories, antiques, and gourmet treats; and supports small, local retailers.
River North’s neighborhood blues bar, Blue Chicago is notorious for its songstresses. Grana Louise, Big Time Sarah, Laretha Weathersby, Dimetria Taylor, and Shirley Johnson are just some of the blues women who shake up the stage. Catch remarkable acts, nightly.
Shopping on Halsted is plentiful, but MOI Boutique stands out. Occupying a cozy space on the trendy street, the shop features feminine clothes at moderate prices. Pick up a flutter-sleeved dress and white blazer.
In a neighborhood dotted with music venues, this instrument shop fits right in. Even if you’re not in the market for a vintage Fender, the sheer number of guitars in this place is remarkable, making it seem more a museum than a store.
This delightful nonprofit boutique sells fair-trade and eco-friendly clothing, jewelry, housewares, and foodstuffs from artisans in more than 60 countries. Pick up a recycled messenger rice bag made by artisans in Cambodia or a Tornillo wood platter made by Peruvian carvers.
Those on the hunt for soul classics—as well as classic and contemporary jazz, funk, and reggae beats—can easily kill a day digging in this renowned record shop’s bins overflowing with CDs, LPs, 45s, and other music of the nondigital and downloadable variety.