When it comes to comedy that has shaped American culture, The Second City stands in a league of its own.
Since its debut in 1959, The Second City has become one of the most influential improvisational theater troupes in the world. The legendary comedy institution has launched the careers of some of entertainment’s biggest names, including Tina Fey, Stephen Colbert, Steve Carell, Bill Murray, John Belushi, Gilda Radner, Chris Farley, and countless others.
To this day, The Second City delivers an experience that’s fresh, spontaneous, and genuinely hilarious, a perfect night out whether you’re a comedy aficionado or simply looking for belly-deep laughs.
What to Expect at The Second City
The heart of The Second City experience is its groundbreaking sketch comedy and improvisation. The venue performs live comedy shows seven nights a week featuring original sketches, songs, and improv created on the spot by current ensembles. Beyond performances, The Second City is also a respected training center where aspiring comedians, actors, and writers study the art of improvisation and sketch comedy.
Coming to a show? The intimate theater setting creates a unique connection between performers and the audience. Don’t be shy: Shows often incorporate audience suggestions and participation, meaning no two performances are exactly alike. You might witness the birth of the next viral sketch or see a future SNL cast member honing their craft right before your eyes.
The Second City operates multiple stages in its Old Town location, each offering a different flavor of comedy. The Mainstage features polished revues with original sketches and songs, while the e.t.c. Theater showcases edgier, more experimental work. The venue also hosts special productions, stand-up comedy showcases, and themed events throughout the year. The comedy can be edgy and topical, featuring the kind of smart satire and social commentary that has made The Second City famous for over six decades.
The venue operates in a nightclub atmosphere where drinks are served, making it perfect for date nights, family celebrations, or just a fun evening out with friends. Arrive early to grab dinner at one of the nearby Old Town restaurants and soak in the neighborhood’s historic charm before your show.
Easy Access from Arlo Chicago
The Second City is located at 1616 N Wells Street in Chicago’s historic Old Town neighborhood, just north of downtown. The area is known for its charming Victorian-era architecture, tree-lined streets, and vibrant dining scene.
From Arlo Chicago, it’s approximately a 20-minute ride via public transportation or 10–15 minutes if you take a rideshare. The journey takes you from the heart of downtown into one of Chicago’s most beloved neighborhoods.
Make a Night of It
For visitors looking to experience Chicago’s legendary comedy scene, Arlo Chicago provides a perfect post-show retreat. After an evening of laughter at The Second City, return to your comfortable room and enjoy the convenience of being centrally located near all of the city’s top attractions. Book your stay today.
Chicago Riverwalk
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Stretching one and a quarter miles along the south bank of the Chicago River from Lake Michigan to Lake Street, the award-winning Chicago Riverwalk offers a pedestrian-friendly urban escape. Stroll the scenic promenade to discover waterfront restaurants and bars and public art installations, and to try kayak rentals, and architecture boat tours. The path features four distinct districts and provides stunning views of Chicago’s world-famous architecture.
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Chicago Riverwalk
For a dose of nature and waterfront beauty, the Chicago Riverwalk offers a unique experience in the heart of downtown.
This award-winning, pedestrian-friendly promenade stretches one and a quarter miles along the south bank of the Chicago River, from Lake Michigan to Lake Street. Often called the city’s “Second Lakefront,” the Riverwalk transforms Chicago’s industrial waterway into an energetic public space filled with restaurants, cafes, public art, boat tours, and stunning views of world-famous architecture.
Whether you’re looking for outdoor recreation, waterfront dining, or simply a beautiful place to stroll, the Chicago Riverwalk is a great place to visit that captures the energy and beauty of the city.
What to Expect at the Chicago Riverwalk
The Riverwalk is divided into four distinct districts, each offering its own character and attractions. The Confluence, where the Main, North, and South branches of the River intersect, features expanded park space and pedestrian access. The Arcade showcases the architectural details that separates the riverfront from Upper Wacker Drive. The Civic district serves as the focal point for visitor activities and boat launches, while the Market extends toward the lakefront with beautifully landscaped spaces.
Along the way, you’ll discover cute coves and cafes, wineries and bars, public art, monuments and museums, and numerous excursions on the water. The pathway allows you to walk freely while taking in awesome views of Chicago’s iconic skyline and architectural masterpieces rising above the river.
During the warmer months, the Riverwalk truly comes alive, with outdoor seating full of locals and visitors enjoying the sun. Stop at City Winery at the Riverwalk’s wine garden for signature wines on tap, grab a craft beer at The Northman Beer & Cider Garden, or enjoy tropical vibes at Island Party Hut. In winter, some venues offer heated domes and enclosed seating so you can enjoy the views year-round.
More Than Just a Walk
One of the best ways to experience the Riverwalk is from the water itself. Choose from chic dinner cruises aboard glass-enclosed vessels or informative architecture cruises to learn the history behind the city’s soaring skyscrapers.
For a more active adventure, rent a kayak and paddle along the river at your own pace. Urban Kayaks offers rentals and tours, giving you a unique perspective on the city from water level.
The Riverwalk also features the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum invites visitors to learn about the river’s history and utility in Chicago’s development.
Throughout the year, the Riverwalk hosts special events, outdoor concerts, fitness classes, and seasonal celebrations. From summer music festivals to holiday light shows, there’s always something happening along the waterfront.
Easy Access from Arlo Chicago
The Chicago Riverwalk runs along the south bank of the Chicago River, with multiple access points throughout downtown. The closest section to Arlo Chicago is just steps away from the hotel. The proximity makes it perfect for a morning jog, an afternoon stroll, or an evening dinner with river views.
Stay Longer to Enjoy the Waterfront
For visitors looking to stay in the heart of downtown with easy access to the Riverwalk, Arlo Chicago is ideally positioned. It’s also just steps from Millennium Park, which means you’re never far from green spaces and fresh air.
After exploring the Riverwalk, return to Arlo Chicago to refresh and prepare for the rest of your Chicago adventures. The hotel’s modern design and comfortable rooms provide the perfect retreat after a day of city exploration.
Book your stay today to enjoy luxurious comfort close to all of Chicago’s best attractions, including the beautiful Chicago Riverwalk.