Page 17 - Events in Chicago in May 2026

Sample Chicago’s four favorite food groups – pizza, hot dogs, brownies, and beer – on this city bike tour. Tour Chicago's famous neighborhoods and top attractions, day and night tour routes.

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

Discover the delicious, multiregional cuisine on this wonderful Chinatown Food & Culture Tour. Expand your culinary horizons with unique dishes while learning about the fascinating Chinese culture.

Skip the ticket purchase desk to enjoy the best panoramic views of Chicago, 94 stories above the Windy City. Enjoy stunning lake views and close-up vistas of Chicago’s amazing skyscrapers.

Explore Chicago at your own pace with a Big Bus hop-on hop-off tour or sunset tour. See Chicago's landmarks including Willis Tower, Navy Pier, and Magnificent Mile from an open-top double-decker bus.

Experience Cincinnati and the Ohio River like never before on a boat cruise. Enjoy a delicious buffet dinner aboard the boat while gazing at the city skyline with friends or family.

Explore SEA LIFE Michigan Aquarium and marvel at an array of sea animals from around the globe. Discover more than 5,000 fish, rays, sea horses, and jellies, and surround yourself with sharks and sea turtles.

Purchase an unlimited ride wristband for a full day of rides at America’s first indoor Nickelodeon theme park, located inside the Mall of America, Minnesota where it is always 72 degrees and sunny.

Explore San Diego's best sights on a harbor tour of San Diego Bay. Enjoy beautiful views of important landmarks such as Coronado Bridge, Downtown San Diego, Midway Aircraft Carrier and many more depending on option booked.

Visit one of the main colonial cities in Mexico, San Miguel de Allende, with round-trip transportation from Mexico City. Take a guided tour on arrival and have free time to explore at your own pace.