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10 Fun Things to Do at Night in Chicago Under 21

Chicago is a vibrant city with plenty of fun activities for all ages. Whether you’re looking for a romantic date night, a family outing, or just a way to entertain yourself after dark, the Windy City has an array of nighttime activities for young people under 21. From free outdoor concerts to night kayaking on the lake, here are 10 fun things to do at night in Chicago under 21.

1. Catch an Outdoor Concert at Millennium Park

The Jay Pritzker Pavilion at Millennium Park is one of the most popular outdoor concert venues in Chicago. Every summer, the pavilion hosts a variety of free outdoor concerts, featuring everything from jazz to folk music. Grab a blanket, a few friends, and head over to Millennium Park for a night of music under the stars.

If you’re looking for a more intimate experience, check out the Jazz Showcase, a small club located in the heart of Chicago’s bustling Loop. The Jazz Showcase offers nightly performances from some of the best jazz musicians in the city. With an intimate atmosphere and great music, it’s the perfect place to spend a night out in Chicago.

For a truly unique experience, check out the Music Box Theater. This historic venue has been around since 1929, and it offers a variety of musical performances, from blues to bluegrass. You can also catch a classic movie at the theater, or just grab a seat and enjoy the atmosphere.

2. Take a Kayak Tour of the Chicago River

Chicago is home to the iconic Chicago River, and what better way to explore it than by kayak? For visitors under 21, the Chicago River Kayak Tour offers a unique perspective of the city, with views of the skyline and a close-up look at the city’s famous bridges. The tour takes place at night, so you can experience the city in a whole new light.

If you’re feeling adventurous, you can also take a nighttime kayaking tour of Lake Michigan. These guided tours offer a unique perspective on the lake, with views of the city skyline and the beautiful lakefront. You’ll get to experience the lake in a whole new way, and it’s a great way to spend a night out in Chicago.

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No matter which tour you choose, you’re sure to have an unforgettable experience. So grab your paddle and explore the city’s waterways on a nighttime kayaking tour.

3. Take a Tour of Chicago’s Historic Theaters

Chicago is home to a number of historic theaters, and you can take a tour of these iconic venues at night. The City Lights Theater Tour takes you through some of the city’s most famous theaters, with a behind-the-scenes look at the architecture and history of these iconic venues. You’ll get to explore the theater from the stage to the seats, and learn about the history of these iconic venues.

If you’re looking for a more hands-on experience, check out the Chicago Theater Workshops. These workshops offer a unique opportunity to learn about the theater from a professional perspective, with hands-on instruction and a chance to perform in a real theater. Whether you’re interested in acting, set design, or directing, these workshops are sure to provide a unique experience.

No matter which tour you choose, you’re sure to have an unforgettable night exploring some of Chicago’s most iconic venues.

4. Attend a Late-Night Art Gallery Opening

Chicago is home to a thriving art scene, and there are plenty of galleries and museums to explore. For a unique experience, try attending a late-night art gallery opening. Most galleries host openings on Thursday and Friday nights, and they usually feature a variety of artwork from local and international artists. These events are free and open to the public, and they’re a great way to experience the city’s art scene.

If you’re looking for a more interactive experience, check out the Late-Night Art Walks. These guided tours take you through some of the city’s best galleries and museums, with a look at the artwork and a chance to meet the artists. It’s a great way to explore the city’s art scene and meet some of the most creative people in Chicago.

No matter which event you choose, you’re sure to have an unforgettable night exploring Chicago’s art scene.

5. Take a Ghost Tour of the City

Chicago has a long and storied history, and there are plenty of places in the city with a spooky past. For a unique experience, take a ghost tour of the city. Tours are offered year-round and they take you to some of the city’s most haunted locations, with a look at the history of the city and the stories behind its most mysterious sites.

If you’re looking for a more interactive experience, check out the Chicago Ghost Tours. These tours offer a more hands-on experience, with a look at some of the city’s most haunted locations and a chance to explore the dark side of Chicago. It’s a great way to experience the city in a whole new light.

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No matter which tour you choose, you’re sure to have a spooky and unforgettable night exploring Chicago’s haunted history.

6. Take a Late-Night Bike Tour of the City

If you’re looking for a unique way to explore the city, try taking a late-night bike tour. These guided tours take you through some of the city’s most iconic locations, with a look at the city’s history and a chance to experience the city from a whole new perspective. It’s a great way to explore the city and get some exercise at the same time.

If you’re looking for a more extreme experience, try a nighttime mountain biking tour. These guided tours take you through some of the city’s most rugged terrain, with a look at the city’s trails and a chance to explore the city’s wild side. It’s a great way to experience the city in a whole new light.

No matter which tour you choose, you’re sure to have an unforgettable night exploring the city by bike.

7. Explore the City’s Nightlife Scene

Chicago is home to a bustling nightlife scene, and there are plenty of bars, clubs, and music venues to explore. For a unique experience, try exploring the city’s nightlife scene. From dive bars to dance clubs, there’s something for everyone in the city’s nightlife scene.

If you’re looking for a more laid-back experience, check out some of the city’s more relaxed bars and lounges. These venues offer a relaxed atmosphere, with great drinks and a chance to mingle with locals. It’s a great way to experience the city in a whole new light.

No matter which venue you choose, you’re sure to have an unforgettable night exploring the city’s nightlife scene.

8. Check Out a Late-Night Comedy Show

Chicago is home to a thriving comedy scene, and there are plenty of venues to explore. For a unique experience, try attending a late-night comedy show. These shows feature some of the best comedians in the city, and they’re sure to provide a night of laughs.

If you’re looking for a more intimate experience, check out the ComedySportz Theatre. This venue offers a variety of improv shows, with a relaxed atmosphere and a chance to get up on stage and participate. It’s a great way to experience the city’s comedy scene in a whole new light.

No matter which venue you choose, you’re sure to have an unforgettable night exploring the city’s comedy scene.

9. Visit a Rooftop Bar or Lounge

Chicago is home to a number of rooftop bars and lounges, and these venues offer a unique perspective of the city. From chic lounges to dive bars, these venues provide a great view of the city and a chance to mingle with locals. So grab a drink and head up to the rooftop for a night of fun and relaxation.

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For a more unique experience, check out the Rooftop Cinema Club. This venue offers weekly outdoor screenings of classic movies, with a great view of the city and a chance to experience the city in a whole new light. It’s a great way to spend a night out in Chicago.

No matter which venue you choose, you’re sure to have an unforgettable night exploring the city from a new perspective.

10. Enjoy an Evening of Live Music

For a unique experience, try attending a live music show. Chicago is home to a thriving music scene, and there are plenty of venues to explore. From intimate clubs to large arenas, the city has something for everyone.

For a more intimate experience, check out the Empty Bottle. This small club is located in the heart of the city, and it offers a variety of live music shows, from rock to jazz. With a relaxed atmosphere and great music, it’s the perfect place to spend a night out in Chicago.

For a more unique experience, check out the Hideout. This intimate venue offers a variety of performances, from folk to blues. With a great atmosphere and a chance to experience some of the best music in the city, it’s a great way to spend a night out in Chicago.

Summary

Chicago has plenty of fun activities for young people under 21. From outdoor concerts to late-night bike tours, there’s something for everyone in the Windy City. Whether you’re looking for a romantic date night, a family outing, or just a way to entertain yourself after dark, there are plenty of great activities to enjoy in Chicago. So grab a blanket and head out for a night of fun and exploration under the stars.