What Will You Do in Chicago?
Popular with locals, visitor favorites
Magnificent Mile
Shopping, architecture, and river access
Navy Pier
Lakefront views, family attractions, and seasonal events
Millennium Park
"The Beanâ & Squirting Faces gardens, outdoor concerts, skating,
Chicago Riverwalk
Strolling, boat tours, patios, and skyline views
Lincoln Park Zoo
Everyone's favorite and always free - a classic Chicago stop (and a bonus if you're with kids)
River boat cruise
The architectural boat cruise is even a local favorite
The Art Institute of Chicago
One of the oldest and largest art museums in the world, featuring masterpieces like Grant Woodâs American Gothic and Georges Seuratâs A Sunday on La Grande Jatte
Skydeck Chicago at Willis Tower
Yes, we locals still call it Sears Tower, but whatever you call it the "Ledge" experience on the glass balcony 103 floors above the city is not for the faint of heart!
Some of our favorites - so easy to reach & hard to forget
Food & Drink Experiences
- Deep dish (yes⊠but weâll point you to the best version đ)
- Italian beef, classic hot dogs, and Chicago-style sandwiches
- Chef-driven dining in the West Loop
- Neighborhood cocktail bars and breweries
- Can’t decide?? Try one of our favorite foodie tours
Family-Friendly Ideas
- Shedd Aquarium & Field Museum (easy day combo)
- Lakefront paths, beaches (in season), and bike rentals
- Museum Campus + skyline photo stops
For more local ideas, browse our Chicago blog.
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Old Town
Old Town offers a charming blend of historic cobblestone streets, Victorian-era architecture, vibrant dining options, and legendary comedy at The Second City, all just minutes from the lakefront.
River North
River North is a chic, bustling hub known for its massive concentration of art galleries, upscale dining, and trendsetting cocktail lounges, all set against striking architectural high-rises.
West Loop
West Loop is Chicagoâs premier culinary destination, where historic industrial warehouses have transformed into the famed "Restaurant Row," packed with world-class eateries and trendy boutiques.
Wicker Park
Wicker Park is a trendy, creative hub famous for its indie boutiques, vintage record shops, vibrant street art, and an eclectic mix of artisan coffee houses and energetic music venues.
Lincoln Park
Lincoln Park is a picturesque neighborhood defined by its vast lakeside park, free historic zoo, and charming tree-lined streets filled with historic row houses, acclaimed theaters, and casual dining spots.
Northalsted
Northalsted, still know as "Boystown" to us locals, is a vibrant, historic neighborhood celebrated as the country's first officially recognized LGBTQ+ district. It features a lively mix of bustling nightlife, diverse dining, and independent shops.
Chinatown
Chinatown is a vibrant, historic enclave entered through an iconic dragon gate, featuring bustling outdoor plazas, traditional tea shops, specialty markets, and an incredible array of authentic regional Chinese dining options.
Pilsen
Pilsen is a vibrant neighborhood rooted in Mexican-American culture, renowned for its incredible street murals, authentic taquerias, independent cafes, and the brilliant National Museum of Mexican Art.