Evening Tours

After the sun goes down and the day is done, the skyline twinkles and the moon’s glow shines into beautiful Lake Michigan. It’s Chicago at night –glimmer, glamour and excitement. These tours take you to it all.

Evening view of Buckingham Fountain
Photo from Chicago Convention and Tourism Bureau

Dining Out in Chicago

Experience some of the finest dining in the world – from private clubs and elegant restaurants high above the city to Chicago’s trendiest watering holes or the comfort food of ethnic restaurants. Add a theater or nightclub for a sensational evening.

Dinner above the city in the Hancock Building
Photo from Chicago Convention and Tourism Bureau

Eat to the Beat of Chicago – Ethnic Dine Around

Sample Chicago’s ethnic diversity by visiting a variety of clubs and restaurants. Choose from Greek, Chinese, Italian, German, Polish, Thai, Spanish, etc. See belly dancers, sample egg rolls, or dance to a salsa band.

Gangster Tour & Tommy Gun’s Garage

Visit “Prohibition Chicago” sites and the colorful characters of that era. Walk into the 1920’s when you sneak over to Tommy Gun’s Garage, give the password and enter the fabulous Roaring Twenties: Enjoy top-notch food and a two-hour interactive review in the upbeat Charleston tradition!

Jazz, Blues, Dance Clubs

Chicago nights are filled with sounds of swing and blue notes. Capture it all by visiting clubs with the finest in musical entertainment. A drink in each club is included.

Andy's jazz club
Photo from Chicago Convention and Tourism Bureau

Second City & Chicago Pizza

What says “Chicago” more than Chicago Pizza and Second City? Eat all the Chicago Pizza you can hold. Then laugh the night away at Chicago’s famous Second City. Their humorous sketches and improvisations promise lots of fun!

Theater and Performing Arts

Attend some of the best theater in the country, both first run and “off Broadway”. Comedy, drama, musicals, interactive and improv as well as concerts, opera, and ballet will add spice to your visit. From Shakespeare to Blue Man Group; from Second City to the Chicago Symphony and comedy clubs, there is something for everyone’s taste.

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