Welcome to the city of skyscrapers, the birthplace of the iconic Tribune Company, and a city that pulsates with life just as London does – welcome to Chicago! As one navigates around the Windy City, a guest is often greeted by the cityscape’s urban charm, a melange of modern skyscrapers and historic landmarks. But don’t let the towering structures lead you astray. There’s more to Chicago than meets the eye, and there are countless things to see and do around the city.
For those looking to explore Chicago, it’s worth noting that there are Chicago hotels that allow 18-year-olds to check-in, making this vibrant city even more accessible to a younger crowd.
Chicago’s allure is not solely tied to its skyline. The city houses a world of adventure within its state lines, and it’s ready to captivate guests with its vibrancy and charm. It stands as the perfect place to spend a week exploring the city’s gems and uncovering treasures along the way. No matter the season, whether it’s a cold winter afternoon or a sun-drenched summer day, Chicago is always ready to welcome you with open arms.
With the Chicago Riverwalk as your stage, you can paddle under the city lights, surrounded by stunning architectural masterpieces. Or you may prefer an afternoon run on the island, with the blue expanse of Lake Michigan as your backdrop. The city is an animal lover’s paradise, boasting one of the oldest zoos in the country, and it’s also a sports haven, housing the legendary Chicago Bears.
In addition to its thriving sports scene, Chicago is also a hub for the arts. The city hosts some of the most exciting film festivals, drawing in a global audience. And let’s not forget the Windy City’s reputation for its deep-dish pizza and renowned hot dogs, enough to satisfy any foodie’s cravings.
Chicago’s magic doesn’t stop when the sun goes down. The city comes alive under the night sky, as lights from the box theaters and bars illuminate the streets. This is a city that never sleeps, always welcoming, always ready to show you the time of your life. So, pack your bags and get ready to take a deep dive into the heart of Chicago. There’s a world of adventure waiting for you.
Experience the Skydeck at Willis Tower
As you travel through the bustling Chicago city, one of the top things to do is to experience the Skydeck at Willis Tower. This isn’t just any ordinary tower, it’s a world-famous attraction that sees thousands of visitors each day, making it a must-see for anyone visiting the city.
This iconic piece of Chicago’s skyline, standing at 1,450 feet, offers breathtaking views of the city that you will enjoy for sure. It’s not just about the height, the Skydeck experience is an astounding journey through the history and architectural style of Chicago. As you ascend to the 103rd floor, you can see the entire city layout like a 3D map. From Millennium Park with its exquisite art installations to Navy Pier, bursting with food, music, and amusement, everything is visible from this towering bird’s-eye view.
On a clear day, you can see four states – Illinois, Indiana, Wisconsin, and Michigan, an experience that is unparalleled. The Willis Tower Skydeck is home to The Ledge, an all-glass balcony extending four feet outside the tower. Walking onto the Ledge, you would feel like you’re walking on air, an experience that is both exhilarating and awe-inspiring.
Booking your tickets in advance is recommended as it can get quite busy, especially during summer months when it’s free of Chicago’s infamous winds. For those who like to experience things at their own pace, an early morning or late evening visit can provide a more serene and personal experience.
So, if you are looking to check an incredible experience off your bucket list, make sure to include the Skydeck at Willis Tower. Whether you’re a history buff, an art lover, or a foodie, the panoramic view of Chicago from the top will give you a whole new perspective of the city you thought you knew. It’s more than just a view, it’s a moment in time that you will remember long after your visit to the Windy City.
Explore the Art Institute of Chicago
Discover the rich culture and history at the Art Institute of Chicago. This museum, which is one of the oldest in the country, is a must-visit place for both art enthusiasts and casual tourists. Each year, millions of people from around the world book their tickets to explore this cultural gem, and now it’s your turn.
As soon as you step foot into the museum, you’ll find yourself immersed in a world of art that spans thousands of years and countless cultures. From ancient artifacts to contemporary pieces, the institute is a treasure trove of creativity and knowledge. The expansive museum offers a variety of tours and programs, allowing you to delve deeper into specific eras or styles.
Just north of Grant Park and not too far from Lincoln Park, the Art Institute is also surrounded by impressive architecture. The building itself is a work of art, perfectly blending into the artistic atmosphere of the area. While you’re in the field, make sure to also visit Cloud Gate, affectionately known as “The Bean”, in Millennium Park – another iconic symbol of Chicago.
If you want to capture your experience, the museum shop offers a diverse array of books and souvenirs related to their exhibits. And don’t forget to grab a bite at one of the nearby restaurants. You can’t leave Chicago without trying its world-famous deep-dish pizza!
Keep up-to-date with the latest exhibitions and events by subscribing to the museum’s newsletter. All rights reserved to the Art Institute, the newsletter will provide you with inside information on upcoming exhibits, artist talks, and special events.
After your exploration, you can take a stroll along the nearby Lake Michigan or head over to the Chicago River for a boat tour. The river tours are a great way to take in the city’s stunning architectural marvels from a unique perspective.
Lastly, don’t miss out on the sprawling green spaces around the museum. A walk in Grant Park or Lincoln Park is a great way to unwind after your museum visit. They also house the Lincoln Park Zoo and the Lincoln Park Conservatory, adding more to your list of things to do.
From art to architecture, pizza to parks, the Art Institute of Chicago offers a well-rounded experience. So, go ahead, make a day of it, and immerse yourself in the vibrant culture of Chicago.
Visit Navy Pier
A trip to Chicago would not be complete without visiting the iconic Navy Pier. Stretched over a mile along the city’s beautiful shoreline, it offers much to see and do for visitors of all ages. While it may be second to New York’s Times Square in terms of visitor numbers, it certainly doesn’t fall short on the fun factor.
One of the highlights of Navy Pier is the shopping. With a space that houses a variety of unique shops and boutiques, you’re bound to find something that piques your interest. While you’re there, don’t forget to look out for the sign that points you to the Navy Pier IMAX Theatre. It’s a must-visit for movie lovers.
As the day drifts into night, stay for a while and soak in the beautiful sight of the city lights reflecting off the waters of Lake Michigan. If you’re in the mood for a drink, there are several bars and restaurants dotting the pier, each providing a good view of the city’s skyline.
If you are a fan of nature and science, you’ll be pleased to know that Navy Pier is located near the Field Museum and the Shedd Aquarium. These two world-renowned institutions offer fascinating insights into the natural world and are well worth a visit. You might find yourself spending much more time at the Shedd Aquarium than you initially planned, but trust me, it’s worth it.
For sports enthusiasts, Wrigley Field, home to the Chicago Cubs, isn’t far off. If you’re lucky, you may be able to catch a game. Even if you’re not a baseball fan, the energy and excitement of the crowd are infectious.
Just a stone’s throw away from Navy Pier is the John Hancock Center. Offering a panoramic view of the city, it’s the perfect spot for a photo op. And if you’re up for a bit of a challenge, try the TILT, an exhilarating thrill ride that leans you over the edge of the building for a unique perspective of the city.
For a taste of tranquility amidst the hustle and bustle, take a leisurely stroll along the Lakefront Trail to the public garden near the Buckingham Fountain. This hot spot is a favorite among locals and visitors alike.
In conclusion, Navy Pier offers a diverse range of activities and attractions that cater to every interest. Whether you’re a shopaholic, a movie buff, a nature enthusiast, or a sports fan, there’s something for everyone. So the next time you’re in Chicago, make it a point to visit Navy Pier. You won’t regret it.
Stroll through Millennium Park
If you’re looking to immerse yourself in the heart of Chicago’s life, culture, and entertainment, consider taking a stroll through the iconic Millennium Park. This vibrant area is a hub of activity, boasting plenty of attractions to keep you busy. Comparable to the Central Park of New York, it’s an oasis in the middle of the bustling city streets.
Start your stroll by watching the world go by at Cloud Gate, famously known as “The Bean”. This stunning piece of public art, reflective as a mirror, has become one of the city’s most Instagram-worthy spots. Don’t forget to share these unique shots on Twitter and Pinterest to let your friends in on your Chicago adventure!
Just a skip away is the Jay Pritzker Pavilion, a modern outdoor theater that holds concerts and festivals throughout the year. If you’re lucky, you might still catch an ongoing performance during your visit. Otherwise, it’s an architectural wonder you’ll love to behold.
Close to the theater, you’ll find the Crown Fountain. During the summer, the fountain projects faces of Chicago residents on two 50-foot towers that spout water, providing a refreshing respite from the heat. In winter, the park transforms into a winter wonderland, with an ice skating rink under the twinkling city lights.
While in the park, don’t forget to check out Lurie Garden, a beautifully designed space that changes with the seasons. The garden is a perfect spot to watch butterflies and birds, or just enjoy some quiet time amidst nature’s beauty.
Hungry after all that strolling? Head towards Park Grill, the park’s on-site restaurant. The menu offers a mix of classic American dishes that could rival any New York avenue eatery. You might want to plan your visit around meal times, so you can enjoy a bite with a view of the magnificent mile.
And before you say goodbye to the park, make sure to ride the Centennial Wheel, an observation deck that offers panoramic views of Chicago’s skyline and Lake Michigan. From the top, you can spot the Adler Planetarium to the south, nestled by the beach. If you have time, your next stop should be the planetarium itself – a perfect guide to the stars and beyond.
Whether you’re a local or a tourist, Millennium Park offers plenty of adventures, and this is just the beginning. Remember to take it slow, enjoy the sights, and let Chicago charm you, one attraction at a time.
Discover the Shedd Aquarium
Tucked away on the lakeside of downtown Chicago, you’ll find a world teeming with marine life that’s just waiting to be explored at the Shedd Aquarium. Set on the Museum Campus alongside other must-visit attractions like the Chicago History Museum and Maggie Daley Park, Shedd Aquarium is a family-friendly option that’s always buzzing with activity.
Since its establishment in 1930, the Shedd Aquarium has been a significant player in the city’s industry of exploration and education. As you walk through the aquarium, you’ll come across an array of exhibits featuring everything from the smallest fish species to the majestic beluga whales. It’s like taking a trip from Chicago to Los Angeles, only underwater!
The Shedd Aquarium is more than just an aquarium, it’s a marine adventure that has been captivating visitors for generations. From the moment you step into this aquatic wonderland, you’ll be looped into a world so different from the bustling streets of Chicago. Plus, their dedicated team of marine biologists and educators are always ready to share their knowledge and passion about the sea creatures.
While exploring, don’t forget to visit the Wild Reef exhibit that is home to sharks, rays, and more. Children and adults alike can marvel at the underwater world that is so wonderfully showcased. If you need a break from the aquatic life, choose to step into the lush, green world of the Amazon Rainforest exhibit.
Better yet, make your visit to the Shedd Aquarium an all-day affair. The area around the aquarium is filled with a myriad of attractions. Head west to the Garfield Park Conservatory, which is always a festival of colors and fragrances. Or, if you prefer a more active pursuit, Maggie Daley Park is just a stone’s throw away, offering a host of recreational activities, including a climbing wall and a skating ribbon that is converted into a running path in the summer.
After a busy day, unwind at one of the many bars and eateries downtown. From Michelin-starred restaurants to hidden street food corners, there’s a name for every taste in this part of the city.
A visit to the Shedd Aquarium and the surrounding area is like diving into an ocean of discovery. So, come and immerse yourself in the wonders of marine life and the vibrant Chicago culture. Remember to check their website or drop them an email for any visitor updates or changes in operation hours. So set your compass for adventure and dive into the deep end of fun in Chicago.
Shop on The Magnificent Mile
Step out of the loop and head towards the heart of the city’s shopping scene: The Magnificent Mile. This major shopping venue is a wonder for shopaholics and casual browsers alike. It’s easy to spend a whole day here, wandering around the boutiques, high-end shops, and local businesses that line the street. The Magnificent Mile is really a unique location that beautifully captures the essence of Chicago’s diverse culture and urban design.
One of the things you must do while shopping on The Magnificent Mile is to visit the many high-end outlets of major brands. From white-label boutiques to international high-street shops, you have it all side by side for your shopping pleasure.
On a perfect weather day in August or September, you can take a break from shopping and head towards the nearby beaches. Feel the sand beneath your feet, or just sit back and watch the waves crash against the shore. If you’re lucky, you might even spot a few animals on the beach, truly a sight to behold in this urban location.
If you’re planning your itinerary, make sure to include a visit to the city’s iconic sculpture, “The Bean,” which is just a short walk from The Magnificent Mile. Reflecting the city’s skyline in its polished surface, this sculpture is a must-visit photo spot.
Foodies will be pleased to know that the cuisine scene on The Magnificent Mile is worth exploring too. You’ll find a variety of restaurants, from fine dining to casual eateries, offering a plethora of flavors to satisfy your taste buds. If you’re a beer lover, be sure to visit a local bar to enjoy some Chicago-style craft beers.
For those interested in culture and entertainment, The Magnificent Mile offers more than just shopping. Live jazz performances can be found at various venues along the mile. These spontaneous street concerts add a vibrant touch to your shopping experience and are a testament to Chicago’s rich music scene.
To stay updated on the latest events and promotions on The Magnificent Mile, subscribe to updates on their official media platforms. The Magnificent Mile is more than just a place to shop; it’s a destination that brings together the best of Chicago’s culture, cuisine, and entertainment. Whether you’re a local or a visitor, it’s a place where memories are made, one shopfront at a time.
Enjoy an evening at The Second City
As you explore the Windy City, take a thing or two from our blog and make sure that you dedicate an hour or more to enjoy an evening at The Second City. The Second City has been the front runner in the comedy scene in North America since 1959. This iconic comedy theater has been the launch pad for many famous comedians like Bill Murray and has been churning out laughs year round, making it the perfect place for a hearty evening of fun.
Prepare to be entertained by the content of their shows that range from humorous monologues to improvised sketches, all performed on a simple stage setup where the actors and their stories are at the front and center. Grab a table in the intimate room and let the performers whisk you away into a world of comedy and creativity.
Away from the comedy, you can enjoy a slice of Chicago’s famous culinary scene. Of course, any mention of Chicago’s food scene is incomplete without a nod to its famous hot dogs. Enjoy a hot dog at the theater’s bar, perhaps not the usual table setting, but certainly a cool way to enjoy the show.
If you’re visiting in June, you’ll have access to the special photography exhibit, “Laughing Matters,” a collection of photographs capturing iconic moments from The Second City’s storied past.
Want to create your own comedy? The Second City also offers courses in improv and stand-up comedy. Not just a museum of science, but a place where the science and industry of comedy takes front stage.
The Second City’s community outreach programs make it possible to enjoy the theater, even on a budget. For those who want to push the envelope further, The Second City is just a short kayak ride away from the Museum of Science and Industry, which is another must-visit site in Chicago.
As the evening draws to a close, step outside to a view of the Sears Tower, silhouette against the night sky, a sight that’s just as captivating as the comedy you’ve just experienced.
The Second City is more than just a comedy club, it’s a piece of Chicago’s history and culture that continues to thrive today. The Second City isn’t just a place, it’s an experience that brings together the community in a unique way that no stadium or skyscraper can rival. You’ll leave with a smile on your face, a belly full of laughs, and a doggy bag of Chicago’s finest hot dog.