Eat BREAKFAST

0.5-1.5 hr stay

The Second City (Price varies)

230 W North Ave, chicago

The improv comedy club has launched some of the biggest names in the business, including John Belushi, Dan Aykroyd, Mike Myers, Steve Carell, Stephen Colbert, Tina Fey, and about 500 others. They also offer improv lessons. The comedy shows are filled with never-ending laughter. There are many levels of shows, from amateur to professional, with their own charms. It is the oldest running improv club.

Eat LUNCH

0.5-1.5 hr stay

Chicago Riverwalk (Free Entry)

Riverwalk, chicago

The 1.25-mile path from the lakefront to Lake Street, Chicago Riverwalk, is an open, pedestrian waterfront located on the Chicago River in downtown Chicago. It connects four distinct districts; The Confluence, The Arcade, The Civic, and the Esplanade, with many places to stop and relax, various tours, and food vendors. The riverwalk offers glamorous architectural views of the city and refuge from the city's hustle and bustle.

1.5-2.0 hr stay

Chicago Architecture River Cruise ($$)

112 E. Wacker Drive, chicago

Chicago's riverboat architecture tours are well known among visitors and locals alike. The 90-minute tour discusses more than 50 famous historic and modern landmarks, including Willis Tower, Navy Pier, the Wrigley Building, Tribune Tower, Merchandise Mart, Lyric Opera, 333 West Wacker, Marina City, and many more. The tour guide also tells the fascinating stories of how a small settlement grew into a world-famous Chicago city.

Eat DINNER

Eat BREAKFAST

0.75-1.5 hr stay

Garfield Park Conservatory (Free Entry)

300 N Central Park Ave, chicago

One of the largest and most stunning conservatories was designed by renowned landscape architect Jens Jensen and was opened to the public in April 1908. This two-acre "Landscape art under glass" occupies contains many permanent plant exhibits incorporating specimens from around the world. The beautiful glass building is separated by theme and temperature/ humidity. There is a room for desert plants, one for food-producing plants, and a treehouse room for kids. Beautiful specimen plants, exquisitely well maintained. There are also ten-acre outdoor gardens.

Eat LUNCH

0.5-1.0 hr stay

The 606 (Free Entry)

1805 N Ridgeway Ave, chicago

The 606 is a former elevated rail line, the Bloomingdale Line, converted into a combination walking, jogging, and biking path from Ashland Avenue to North Ridgeway Avenue. The trail connects to ground-level neighborhood parks, an observatory, art installations, and other amenities. There is a lot to see architecturally, lovely plantings along the way, with many entrances and exits along the route.

Eat DINNER