6 City Adventures in Chicag0

It’s a breeze finding fun things to do in the Windy City, from an architectural river tour to taking in a game at one of baseball’s most famous fields. 




If you want to catch Chicago from a fresh perspective, First Lady Cruises is a good place to start. Offering tours that navigate the river through the heart of the city, sightseers can learn about the Windy City’s architecture while gliding by it. Chicago is also home to the legendary Wrigley Field, fun finds like Maggie Daley Park and a Pizza City USA tour that offers a taste of some of the city’s best creations.

Chicago Air and Water Show

The Chicago Air and Water Show in Chicago, Illinois (photo by NAB Aerial)

Watch in wonder as planes take to the skies over Lake Michigan at this annual event in Chicago.

Wrigley Field

Baseball Fans at Wrigley Field in Chicago, Illinois (photo courtesy of choosechicago.com)

Visit the home of the Cubs in Chicago to take in the sights and sounds of one of the most famous sports venues in history. 

360 Chicago Observation Deck

360 Chicago Observation Deck (photo by Nick Ulvieri)

Rising more than 1,000 feet over the Chicago’s Magnificent Mile, this spot provides panoramic vistas of skyscrapers, streets and vast blue of Lake Michigan. 

Maggie Daley Park

Maggie Daley Park in Chicago, Illinois (photo courtesy of destination)

This 20-acre park along Lake Michigan in downtown Chicago welcomes travelers to escape the bustle of the city and enjoy the outdoors. 

Pizza City, USA Tours

Pizza City, USA Tours in Chicago, Illinois (Labriola Chicago pizza photo courtesy of Pizza City, USA Tours)

James Beard Award-winning journalist Steve Dolinsky’s food tours show Chicago has much more to offer than deep-dish pies. 

Chicago Architecture Foundation Center River Tour

Chicago Architecture Foundation Center River Tour in Chicago, Illinois (photo by Barry Butler)

See and learn about some of the most famous buildings in Chicago, Illinois, from the water during this Chicago River cruise.