The Chicago Theatre

The Chicago Theatre: Our most recommended tours and activities

Chicago: Gangsters and Ghosts 2-Hour Walking Tour

1. Chicago: Gangsters and Ghosts 2-Hour Walking Tour

See a different side of Chicago on a family-friendly guided tour and hear the tales of the ghosts that haunt the city. Explore the famous Chicago Loop district with interesting stories hidden behind each turn. Embark along the Chicago Loop, known as the vice district during the 1920s and 30s. See the places where gangsters such as Al Capone used to party, make deals, and carry out business. Visit haunted locations and old crime scenes led by historians. Stop at the Congress Hotel, Death Alley, and the Palmer House. Enjoy a refreshment along with way, with frequent stops and a restroom break.

Chicago: Go City All-Inclusive Pass with 25+ Attractions

2. Chicago: Go City All-Inclusive Pass with 25+ Attractions

The Chicago All-Inclusive Pass by Go City provides free admission to the city’s top activities, attractions, and tours, offering the ultimate in convenience and savings. Choose durations of 1, 2, 3, or 5 days at a low, pre-paid price and save up to 45% compared to buying separate attraction tickets. Take a trip up to SkyDeck Chicago, visit the Field Museum, have fun at Navy Pier, and enjoy a cruise. All these and more are included with your Chicago All-Inclusive Pass. The Chicago All-Inclusive Pass comes with a digital guide including useful attraction information. Use it to help you decide what to do, where to go, and how to get there. Activities, attractions, and tours included with the Chicago All-Inclusive Pass: • Shedd Aquarium (reservations required) • SkyDeck Chicago (reservations required) • Hop-On Hop-Off Big Bus Chicago: 1-Day Classic Tour • 360 CHICAGO • Adler Planetarium • Museum of Science and Industry • Field Museum • Shoreline Architecture River Cruise • Shoreline Classic Lake Tour • Chicago Children's Museum • LEGOLAND Discovery Center • Bike Chicago: 4 Hour Bike Rental • Chicago History Museum • Lincoln Park Zoo Rides • Museum of Contemporary Art • Robie House • Frank Lloyd Wright Home and Studio Tour • Panoramic and Scenic North Side Tour • Historic Chicago South Shore Tour • Grand Tour • Chicago Theatre Tour • Ernest Hemingway Birthplace Home • 10pin Chicago 90-minute Bowling & Pizza (reservations required) • American Writers Museum Attractions and tours are subject to change. Check the digital guide included on your confirmation voucher for the full list of inclusions, opening times, and reservation instructions.

Chicago Food Tasting: 2.5-Hour Guided Walking Tour

3. Chicago Food Tasting: 2.5-Hour Guided Walking Tour

Combine an enjoyable walk around Chicago's downtown to see some of the city’s top sites with stops to sample some of the city’s famous tastes. On this 2.5-hour guided walk, you'll get to taste the foods Chicago is best known for doing right. Enjoy deep-dish pizza, the original Italian pastries, Chicago-style hot dog, and a classic Italian beef sandwich. Enjoy a VIP craft beer sample for an additional fee. Along the way, you’ll see some of Chicago's most iconic spots including Millennium Park, the Chicago Riverwalk, the Art Institute, and the famous Bean. By the end of the tour, your stomach will be full of delicious food and your head will be full of fascinating knowledge about Chicago. During the colder months, the tour makes use of the unique underground Pedway system that connects much of downtown and keeps you warm and cozy. On warmer days, you’ll walk at street level to enjoy the large promenades of the loop. The leisurely walking pace is suitable for people of all fitness levels.

Chicago: Food, History and Architecture Tour with Tastings

4. Chicago: Food, History and Architecture Tour with Tastings

Discover the architecture and food scene of Chicago on a guided day tour. Learn more about the city's history and vibrant food scene as you discover various bustling neighborhoods and historic areas. Start the tour under the dazzling marquee of the Chicago Theater. Explore the bustling city where the first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then, head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels. Make your way above ground at City Hall, and admire its classic interior design and architecture. Next, visit a spot for a tasty sweet treat, and a local tradition, Chicago-style popcorn. Take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower). From there, visit another delicious destination for locally made chocolates from a Chicago staple. Meander through the beautiful lakefront parks along Michigan Avenue, finishing at picturesque Millennium Park, home to the iconic Bean sculpture. Travel by ‘L” train or ride share with your guide from Millennium Park up to the River North neighborhood, the original Chicago foodie destination. Your food tour starts with a very well-known Chicago fare, the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guide’s favorite version. Next up is the world-famous Chicago deep-dish pizza. An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself. After you’ve filled up on pizza and hot dogs, continue your tasting journey with a classic Chicago sandwich, the Italian beef. Sample this sandwich in a real Chicago institution with no-frills decor. Our tour ends here, and your guide will be happy to direct you back to your accommodation or share tips for what else to see in the city.

Chicago: History, Culture and Architecture Walking Tour

5. Chicago: History, Culture and Architecture Walking Tour

Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) before heading off into the bustling city. Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily to move about the city in a network of underground tunnels. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, make your way to another delicious destination. Along the way, enjoy views of the world-famous Wrigley Building and the incredible Chicago Tribune building, the heart of Chicago’s thriving and historic journalism industry. Your second tasty confection is locally made chocolate from a Chicago staple. Finally, take a stroll through the beautiful lakefront parks along Michigan Avenue. Round up your tour in the picturesque Millennium Park, home to the iconic Bean sculpture. Here, your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or drink recommendations.

Chicago: Must See Chicago 90 minute Walking Tour

6. Chicago: Must See Chicago 90 minute Walking Tour

Starting at the Chicago Architecture Center (CAC), this tour gives you an overview of many of the must see buildings and landmarks in the City of Chicago. Led by an expert guide who has been rigorously trained by the CAC to be equal parts storyteller and educator, you will get a fantastic introduction to the city’s wide variety of architectural styles, construction methods, and materials. There is so much to see downtown, and this tour makes it easy and fun to learn about some of the buildings that make Chicago’s architecture world-class. There are lots of photo opportunities along the way, so be sure to bring your camera! The tour covers three of the main focal points of Downtown Chicago – the Chicago Loop, the heart of historic Chicago; the Chicago River, the lifeblood of the city; and Millennium Park, where the iconic “The Bean” sculpture is located. Landmark buildings covered on this tour include soaring modernist skyscrapers (Willis Tower, John Hancock Center, and AON Building), buildings paying homage to classical styles (Wrigley Building, Tribune Building, the Chicago Theatre, and the Art Institute of Chicago), Art Deco edifices (Carbide & Carbon Building and the Chicago Board of Trade Building), and recently completed skyscrapers (Aqua & Trump Tower). Finally, admission to the Chicago Architecture Center (CAC) is also included with your walking tour ticket. CAC exhibits focus on Chicago’s diverse neighborhoods, housing types, leading architects and future projects, and include the largest scale model of the city, with more than 4,250 miniature buildings and a cinematic backdrop animating key moments in its history. The stories of the city begin at the CAC.

Chicago: Architecture and Food Walking Tour with Tastings

7. Chicago: Architecture and Food Walking Tour with Tastings

Experience the best of Chicago on a guided walking tour that explores the city's architecture and food culture. Your 2-part walking tour begins by exploring the heart of Downtown Chicago. Join your guide as you discover the city's architectural highlights, both old and new. Admire views of the Chicago River, see Chicago's City Hall, the Wrigley Building, the Water Tower, Cloud Gate, and much more. Then, hit the Central Loop, where locals go to grab their favorite foods. Sample some of Chicago's famous fare and learn about the history behind street food staples in the Windy City. Let your local guide show you the how-tos (and how-not-tos) of legendary dishes, from deep dish pizza to sandwiches, to a loaded hot dog. Listen as they entertain you with fascinating stories of the everyday immigrant chefs and vendors responsible for Chicago's eclectic food scene. By the end of the tour, you'll have a deep appreciation for both the evolution of this city and the role food has played in the lives of its residents.

The Best of Chicago in 2H Walking Tour

8. The Best of Chicago in 2H Walking Tour

Meet your tour guide on Chicago's main area ( the Loop ), the magnificent mile, and then climb to one of the rooftops for a breathtaking view of the city and Lake Michigan. You will have time to have a drink on your own( Not Included ) while enjoying the view. Then your guide will take you to Millennium Park to view the Cloud Gate, an urban structure that is one of Chicago's main attractions. Afterwards you will walk through the Loop area for a stop at Garrett's Popcorn ( Not included ), a tradition since 1949, and pass by the famous Chicago Theatre in its glitzy baroque style, the first of a line of vast, prestigious and opulent theaters destined to be built in hundreds of cities across the United States. Depending on the weather, the visit will end on the Riverwalk, which is a walk along the Chicago River, from Shore Drive to Franklin Street. There are restaurants, bars and museums. It's a great public space to walk around and admire the river and the skyscrapers.

Chicago: Downtown Highlights Walking Tour

9. Chicago: Downtown Highlights Walking Tour

Explore the vibrant downtown district of Chicago in the company of a local guide. Take a walking tour through the modern architecture and colorful street art, learn the history behind the city's renowned buildings, and gaze at the biggest must-sees including Cloud Gate, better known as "The Bean". Step into the city center with your local guide and become surrounded by the soaring architecture of iconic buildings, such as the Wrigley Building. Get an up-close look at the famous Chicago Bean for the chance to snap some Instagram-worthy photos. Take in views of the Chicago River and even stroll along the River Walk if the weather allows. Allow your guide to show you some local-favorite hidden gems and enjoy a delicious surprise treat.

Other Sightseeing Options in The Chicago Theatre

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

What people are saying about The Chicago Theatre

Overall rating

4.6 / 5

based on 850 reviews

Lizzy, our guide was so sweet! You walk through the beautiful city, stop here and there and listen to interesting facts and stories. Halfway through there‘s a break for getting some brownies and using the bathroom. Would definetly recommend! Lizzy always made sure everybody has a great time and no one gets lost and stays with the group. Loved it!

Loved this tour! Our tour guide was wonderful and super knowledgeable and engaging. The history of Chicago was very intriguing and it was so nice to be able to get out and safely explore at night. Loved every bit of the gangster history! Would definitely recommend!

Awesome tour! Learned a lot about the city itself and prohibition. Furthermore, Kai the tour guide know really everything about the city and you could ask her everything! Thanks for the nice tour

Fun way to spend time in Chicago! It was easy to keep up with and hear our guide, and she led us to gems in the city we wouldn't have found otherwise!

The pass is very easy to use and has some great locations in Chicago where it is accepted. Highly recommended.