A city that’s known for its incredible architecture, world-class deep dish pizzas and outstanding activities, it should come as no surprise for visitors that Chicago shines all year round regardless of any less-than-ideal weather. The Windy City is filled with an abundance of indoor activities to keep locals and guests entertained, including captivating cultural experiences and family-friendly adventures.
Whether you’re looking for a way to escape the elements or take a closer look at the stunning sites waiting around every corner, Chicago truly has you covered. Take a look at these 10 destinations and plan the vacation of your dreams today.
1. The Art Institute of Chicago
- Location: 111 S Michigan Ave, Chicago, IL
- Price: Basic Admission: $32
Founded in 1879, the Art Institute of Chicago is one of the city’s most beloved destinations. A treasure trove of artistic wonders, this institute is home to an extensive collection spanning various cultures and periods. Highlighting both ancient masterpieces and works from some of today’s foremost artists, the Art Institute of Chicago is one of the country’s most renowned museums. Visitors can rest assured they will leave in awe after taking in the unbelievable exhibitions found here.
2. The Museum of Science and Industry
- Location: 5700 S DuSable Lk Shr Dr, Chicago, IL
- Price: Basic Admission: $25.95
A brilliant blending of adventure and learning, the Museum of Science and Industry is a magnificent complex that both applauds and admires the natural wonders of the world and mankind's contributions to it. The museum is filled with various interactive exhibits spanning from space exploration to World War II submarine warfare. Both educational and entertaining, this is an absolute must-see destination for history buffs and science lovers alike.
3. The Field Museum
- Location: 1400 S Lake Shore Dr, Chicago, IL
- Price: Basic Admission: $16
With over 20 million artifacts to explore, Chicago’s Field Museum is an indisputable deep dive into the world of Natural History. Here, guests can explore the wonders and riches of the ancient world, taking in all the beauty and diversity that has taken place throughout this planet’s unbelievable history. Between the museum’s awe-inspiring dinosaur skeletons, relics from ancient civilizations and some of the most imaginative displays from bygone eras, this is truly an educational icon of Chicago.
4. The Museum of Contemporary Art
- Location: 220 E Chicago Ave, Chicago, IL
- Price: Basic Admission: $22
Showcasing one of the country’s most impressive collections of modern masters, the Chicago Museum of Contemporary Art is filled with works by iconic artists such as Andy Warhol, Jackson Pollock and Francis Bacon. Striving to provide guests with a unique perspective of the ever-evolving world of contemporary art, the MCA is home to a wide range of works, including sculptures, paintings and multimedia exhibitions. If you are looking to see some of the world’s most cutting-edge pieces, this is the place for you.
5. The Chicago Cultural Center
- Location: 220 E Chicago Ave, Chicago, IL
- Price: Basic Admission: $22
Originally opened in 1897 as the city’s first public library, the Chicago Cultural Center is now an esteemed hub for cultural enrichment. An exquisite architectural monument, this historic landmark is one of the most popular tourist destinations in town, with the Tiffany Dome acting as the heart of this beautiful monument. Offering a vast variety of cultural experiences throughout the year, guests may easily find themselves walking into an art exhibition, music performance or an incredible lecture on the city’s unique and rich history.
6. The Magnificent Mile
- Location: 13 Mile Stretch on Michigan Ave. from Chicago River to Oak Street
- Price: Basic Admission: Free
One of the most prestigious and luxurious locations in all of Chicago, the Magnificent Mile is truly a paradise for shopaholics. The city’s premier shopping district, this 13-mile stretch is filled with luxury brands, department stores and one-of-a-kind boutique shops offering some of the most exquisite pieces imaginable.
7. Second City
- Location: 230 W North Ave, Chicago, IL
- Price: Basic Admission: $56+
A quintessential Chicago installation, Chicago’s Second City is a place filled with fun and laughter. Known as the heart of improvisational comedy, this one-of-a-kind comedy club has a legacy that includes some of the world’s most well-known comics like Tina Fey, Stephen Colbert and Steve Carell. The perfect place for a late night out with friends or family, a show at Second City is a guaranteed good time.
8. Skydeck Chicago
- Location: 233 S Wacker Dr, Chicago, IL
- Price: Basic Admission: $32
Located in what was once the world’s tallest building, Skydeck Chicago is an absolute must for visitors hoping to catch a bird’s eye view of this stunning city. With views from the 103rd floor, guests can take in Chicago’s unique scenery from a completely different perspective. Make sure you check out “The Ledge,” an exhilarating glass-floor experience if you’re looking for a truly heart-racing opportunity.
9. LEGOLAND Discovery Center
- Location: 601 N Martingale Rd, Schaumburg, IL
- Price: Basic Admission: $39.99
For families with younger children and true LEGO enthusiasts, the LEGOLAND Discover Center is an ideal destination filled with creativity and fun. Home to multiple interactive LEGO displays, themed play zones and even a state-of-the-art 4D theater, this destination offers hours of imaginative fun for guests of all ages.
10. The Chicago Theatre
- Location: 175 N State St, Chicago, IL
- Price: Basic Admission: $41+
Chicago’s ultimate entertainment landmark, the Chicago Theatre, is an iconic Downtown destination and is the verifiable symbol of the city’s rich entertainment history. Built in 1921, this theatre has been home to many memorable performances, including vaudeville acts, live music and world-class Broadway shows. Today, guests can expect to find top-tier entertainment rivaling some of the world’s most renowned venues. Additionally, the building's unbelievable architecture and spectacular old-world interior visit its incredible stage a night you’ll never forget.
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