Architecture Boat Tour One of the best ways to see the city and great for all ages. Recommended companies: - Chicago Architecture Center Cruises - Wendella Tours & Cruises Museums & Culture - The Art Institute of Chicago (Lauren's Favorite) - Museum of Contemporary Art Chicago - Field Museum - Shedd Aquarium Outdoor & Scenic Activities - Walk or bike the Lakefront Trail (Dan's Favorite) - Visit Millennium Park and “The Bean” - Catch sunset views at Navy Pier - Relax at Oak Street Beach Different Neighborhoods for Everyone: For First-Time Visitors Riverwalk, Architecture Cruise, Millennium Park, Magnificent Mile For Foodies West Loop, Fulton Market, River North For Families Lincoln Park, Museum Campus, Lakefront For Nightlife River North, West Loop, Wrigleyville For Casual Exploring Wicker Park, Logan Square, Lincoln Park
A beautiful, walkable neighborhood with tree-lined streets, parks, cafes, and access to the lakefront. Great for families and daytime exploring. Great for: Brunch, strolling, parks, shopping, families Recommendations: - Lincoln Park Zoo (free admission) - Cafe Ba-Ba-Reeba! - Summer House Santa Monica - North Avenue Beach - Walk/Bike the Lakefront Trail
Bustling and central with steakhouses, rooftop bars, galleries, and easy access to downtown attractions. Great for: First-time visitors, nightlife, riverwalk access Recommendations: - Chicago Riverwalk - Architecture boat tour on the Chicago River - RPM Italian - Gibsons Bar & Steakhouse - Rooftop drinks at The Gwen
One of Chicago’s most popular dining neighborhoods, filled with restaurants, cocktail bars, rooftop patios, and lively energy. Great for date nights, groups, and food lovers. Great for: Dinner reservations, cocktails, nightlife, trendy restaurants Restaurant Recommendations: - Girl & The Goat - Au Cheval - Monteverde Restaurant & Pastificio - Aba - The Hoxton Chicago rooftop drinks
A more laid-back neighborhood with vintage shops, coffee spots, record stores, and great casual dining. Great for: Coffee, boutiques, casual bars, younger crowds Recommendations: - Big Star - Piece Brewery and Pizzeria - Dove's Luncheonette - Explore shops along Damen & Milwaukee Ave - Grab coffee at La Colombe Coffee Roasters