Itineraries5 Days in Chicago: The Perfect 5-Day ItineraryOctober 14, 2026Five days lets you slow down and shop, sail and wander like a local. Days one to four: icons, Museum Campus, neighborhoods, Hyde Park. Morning...Read more
Itineraries4 Days in Chicago: The Perfect 4-Day ItineraryOctober 14, 2026With the icons, museums and neighborhoods done, day four goes big in Hyde Park and green in Garfield Park. Morning The Griffin Museum of Science...Read more
Itineraries3 Days in Chicago: The Perfect 3-Day ItineraryOctober 14, 2026Days one and two cover the Loop icons and the Museum Campus. Day three is for neighborhoods and free happiness. Morning Lincoln Park Zoo —...Read more
Itineraries2 Days in Chicago: The Perfect 2-Day ItineraryOctober 14, 2026Day one covers the icons (Millennium Park, the Art Institute, the river cruise, the Skydeck). Day two belongs to the Museum Campus and the lake....Read more
Itineraries1 Day in Chicago: The Perfect Day ItineraryOctober 14, 2026One day in Chicago? Spend it in the Loop and on the river — the greatest-hits route, all walkable. Morning Start at Millennium Park when...Read more