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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to Millennium Park, home to Cloud Gate (a.k.a. "The Bean") and the Crown Fountain. After taking in the iconic art installations, stroll through Grant Park and along the Lakefront Trail for stunning views of Lake Michigan.
Afternoon
Explore the Art Institute of Chicago, one of the oldest and largest art museums in the country. The museum's collection spans centuries and continents, including iconic works like Grant Wood's "American Gothic" and Georges Seurat's "A Sunday on La Grande Jatte."
Evening
For dinner, head to Girl & the Goat, where celebrity chef Stephanie Izard serves up inventive dishes like escargot ravioli and goat empanadas.
Bedtime
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Morning
Start your day with a classic Chicago breakfast at Lou Mitchell's, a family-owned diner that's been serving up hearty fare since 1923. After breakfast, head to the Willis Tower (formerly known as the Sears Tower) for breathtaking views of the city from the Skydeck on the 103rd floor.
Afternoon
Visit the Field Museum, where you can explore exhibits on natural history, anthropology, and geology. Highlights include Sue, the largest and most complete T. rex skeleton ever discovered, and the Underground Adventure, where you can explore a subterranean world from the perspective of an insect.
Evening
For dinner, head to Alinea, one of the most acclaimed restaurants in the world. Chef Grant Achatz's innovative tasting menus push the boundaries of culinary creativity, with dishes like black truffle explosion and edible helium balloons.
Bedtime
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Morning
Start your day with a visit to the Chicago Cultural Center, a stunning Beaux-Arts building that hosts free art exhibits and performances. From there, take a stroll through the nearby Loop and admire the architecture of landmark buildings like the Rookery and the Marquette Building.
Afternoon
Make your way to Wicker Park, a hip neighborhood known for its art galleries, vintage shops, and street art. Don't miss the colorful murals by local artist JC Rivera, or the funky finds at vintage emporiums like Kokorokoko and Shuga Records.
Evening
For dinner, head to Avec, a cozy Mediterranean-inspired spot that's been a Chicago favorite since it opened in 2003. The wood-fired pide bread and chorizo-stuffed bacon-wrapped dates are must-tries.
Bedtime
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Morning
Take a day trip to Frank Lloyd Wright's Home and Studio in nearby Oak Park. The famed architect lived and worked in this space for 20 years, and you can tour his private living quarters, drafting room, and the iconic Unity Temple.
Afternoon
After returning to the city, head to Navy Pier for a ride on the iconic Ferris wheel and a visit to the Chicago Children's Museum. Alternatively, explore the neighborhoods of Pilsen and Little Village, which are home to vibrant Mexican-American communities and some of the city's best street art.
Evening
For dinner, head to The Publican, a lively beer hall and restaurant that specializes in oysters, charcuterie, and hearty meat dishes like pork shoulder and lamb shank.
Bedtime
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