Make it simple with a single day outing not far from home! From the family-friendly attractions of Lincoln Park and the cultural gems of Hyde Park to the vibrant streets of Wicker Park and the bustling vibe of the Magnificent Mile, plan your perfect Chicago day trip. Whether you're a local looking for a fresh adventure or a visitor wanting to delve deeper than the downtown core, these single-day itineraries offer the ideal inspiration for your next Chicago day out.
Check back often, we're adding more itineraries to this new page every week!
Andersonville
Multiple, Chicago Andersonville, with its unique blend of Swedish heritage and vibrant local businesses, offers a welcoming and fun atmosphere......more |
Gold Coast
Multiple, Chicago Chicago's Gold Coast is synonymous with luxury and elegance, but it's also a fantastic place for a family day out! Here's how......more |
Hyde Park
Multiple, Chicago Hyde Park, a historic neighborhood on Chicago's South Side, is home to the University of Chicago and a wealth of cultural and......more |
Jefferson Park
Multiple Locations, Chicago Jefferson Park, located on Chicago's Northwest Side, offers a unique blend of historical charm, cultural experiences, and......more |
Lincoln Park
Multiple Locations, Chicago Lincoln Park is one of Chicago's most beloved neighborhoods, offering a perfect blend of natural beauty, cultural attractions......more |
Magnificent Mile
Multiple Locations, Chicago Chicago's Magnificent Mile, renowned for its upscale shopping and stunning architecture, also offers a surprising number of......more |
Roscoe Village
Multiple Locations, Chicago Roscoe Village offers a charming, relaxed atmosphere perfect for a family day out in Chicago. This North Side neighborhood......more |
West Loop
Multiple, Chicago The West Loop, once an industrial area, has transformed into one of Chicago's trendiest neighborhoods. While it's known for......more |