Chicago
Shows & Musicals

Enter your dates to find available activities

Our most recommended Chicago Shows & Musicals

  • Chicago: Westside Food Tasting Bike Tour with Guide

    1. Chicago: Westside Food Tasting Bike Tour with Guide

    Go around the world without leaving Chicago! Sample the best of Chicago’s West side neighborhoods decadent food options. Learn the stories of the immigrants from all over the world who helped make Chicago the city it is today, while tasting their delicious foods. Gaze at the historic homes, warehouses, and skyscrapers of Chicago's most historic neighborhoods. Ride along the new elevated 606 trail and the beautiful Lakefront Trail. Begin your tour in Chicago's bustling River North. Cross the iconic Chicago river, then ride through historic meatpacking district Fulton Market, now Chicago's restaurant and tech ground zero. Sample a delicious Mexican torta and a beer at a celebrity chef's new brewpub. Then ride past Google's new headquarters and some beautiful murals before arriving in Ukrainian Village, where you will taste the world's best Polish pierogis. From there, pass gorgeous 19th-c...

    Excellent tour! The bikes were good and easy to ride; the food was terrific and the tour guide was attentive, funny and knowledgeable. Highly recommend!!!

  • Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

    2. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

    Spend an evening visiting the Chicago speakeasies that have been open since the Prohibition Era in the 1920s, many preserved in their original conditions. With your own private group, enter by way of secret entrances and enjoy the same cocktails ordered by infamous Chicago gangsters and bank robbers at these venues nearly a century ago. Relive the glamor of the 1920s while listening to stories of the rampant racketeering and bootlegging of the era.   Alcohol is available for purchase at the three to four different speakeasy stops. Your private tour guide will make Prohibition Era drink recommendations and tell you the stories behind them. Travel around with your young, professional guide and be chauffeured in luxury transportation, ranging from a luxury SUV to a full-sized luxury motor coach.

  • The Chicago Theatre Marquee Tour

    3. The Chicago Theatre Marquee Tour

    Explore the grandeur of The Chicago Theatre, which opened in 1921, on a 1-hour guided tour. Your guide will accompany you through the elegant lobby, sweeping staircase and the majestic auditorium, which is complete with murals above the stage and on the ceiling. During your visit, you will get access to various sections of the seven-story, 3,600-seat auditorium and an intimate view of the 29-rank Wurlitzer theatre pipe organ, the first musical instrument having attained a city landmark status.  Next, view artist signatures on the dressing room walls, including Frank Sinatra, Dean Martin, Dolly Parton and many more. You will finish your tour on a high and feeling like a star as you get the chance to stand on the famous Chicago Theatre stage. Once called “the Wonder Theatre of the World”, the Chicago Theatre hosts over 175 events a year, bringing together the world’s brightest stars and g...

    Great tour, appreciate hearing and seeing historical accounts and changes. It was a disappointment To not to be able to go up on stage. We were not allowed, since there was a show that evening. I suggest the website be updated to indicate activities that may not be part of the tour.

Other Sightseeing Options in Chicago

Want to discover all there is to do in Chicago? Click here for a full list.

What people are saying about Chicago

We loved our tour with Lou! The biking was super easy and fun. He took us down some great residential streets that felt safe and had great homes to look at. All the food was incredible! It did not disappoint! I loved that the food choices were not "traditional Chicago", but eclectic and representative of the various neighborhoods and vibes. We definitely felt like we got our money's worth and Lou was a great guide! Great way to see the city and it's neighborhoods.

Delicious and fun bike tour!

We loved every stop on this bike tour, our guide was great, and we rode through neighborhoods in Chicago that we otherwise wouldn’t have explored. Highly recommend!

Excellent tour! The bikes were good and easy to ride; the food was terrific and the tour guide was attentive, funny and knowledgeable. Highly recommend!!!

We had a great time and got to see parts of Chicago we never would of otherwise. The food we had was awesome and so was our guide Ashley.

Very nice experience if you like exercise, food and views