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  • Writer's pictureandrew b

Chicago Trip: My recommendations on what to see in Chicago on a short visit.

Updated: Jun 1, 2023

Your guide on a quick trip to the architecture capital Chicago. Where to grab bites to eat and what to see. The amazing thing about Chicago is all of these places listed were easily walkable so you don't have to spend money on transportation!




Welcome, fellow wanderers, to the breathtaking city of Chicago! Prepare to embark on a thrilling adventure filled with captivating sights, heartwarming moments, and unforgettable memories. From the iconic skyline to the lively neighborhoods, Chicago is a place that ignites a kaleidoscope of emotions within your very soul. So, fasten your seatbelts and let's dive into the heart and soul of this remarkable city.


  • Awe-Inspiring Architecture: As you stroll through the streets of Chicago, your eyes will be drawn skyward, mesmerized by the architectural wonders that define this city. From the towering silhouette of the Willis Tower to the majestic beauty of the historic Tribune Tower, each building tells a story and evokes a sense of awe and wonder. You can't help but feel a surge of excitement and admiration as you gaze at the grandeur of these structures that seem to touch the clouds.


  • Cultural Kaleidoscope: Chicago is a melting pot of cultures, and its vibrant neighborhoods reflect this diversity. Lose yourself in the colors and flavors of Chinatown, where the tantalizing aroma of authentic cuisine fills the air. Immerse yourself in the artistry and creativity of Pilsen, where vibrant murals breathe life into the streets. Feel a sense of unity and warmth as you wander through Little Italy, with its charming shops and welcoming trattorias. Each neighborhood resonates with its unique energy, leaving you feeling connected to a global community.


  • Joyful Melodies: Music fills the air of Chicago, giving the city its own rhythm and soul. From the blues clubs of the South Side to the jazz ensembles in trendy bars, the sounds of talented musicians will stir your heart. Join in the foot-tapping, head-nodding chorus as you experience the city's rich musical heritage. Whether it's the soulful voice of a street performer or the powerful notes of a symphony at the Chicago Symphony Orchestra, music here will ignite an explosion of joy that you can't help but dance to.


  • Culinary Delights: Prepare your taste buds for an extraordinary journey through Chicago's gastronomic wonders. Indulge in the famous deep-dish pizza, its cheesy goodness and crispy crust triggering pure culinary bliss. Sample gourmet hot dogs piled high with colorful toppings that explode with flavors in every bite. Savor the richness of Italian beef sandwiches dripping with savory juices. With each culinary delight, your taste buds will dance and your heart will be filled with a deep appreciation for the city's culinary prowess.



 

Architecture: Why Chicago is considered one of the best places to see it!




Chicago's architecture is a captivating blend of history, innovation, and bold design. From the iconic skyscrapers that define its skyline to the stunning works of renowned architects, the city is a living testament to architectural excellence. The birthplace of the modern skyscraper, Chicago showcases architectural marvels like the Willis Tower, the John Hancock Center, and the Aon Center, each towering above the city with grace and grandeur.


The city's architectural landscape tells the story of pioneering movements like the Chicago School and the modernist movement, with notable buildings such as the Auditorium Building, the Art Institute of Chicago, and the Robie House.


Walking through the streets of Chicago, one can admire a diverse array of architectural styles, from the grandeur of Beaux-Arts buildings to the sleek lines of modernist designs. Whether exploring historic districts or marveling at contemporary masterpieces, Chicago's architecture is an awe-inspiring testament to the city's rich architectural heritage and its ongoing commitment to pushing the boundaries of design.




Above from left to right: DuSable Bridge, Chicago Historic Water Tower, Tribune Tower, Trump Tower, London House, Chicago Athletic Association, The Wrigley Building, Pendry, Chicago Historic Water Tower.



 


Food: What restaurants you should check out for Chicago's best food.


Chicago's food scene is a culinary adventure that offers something for everyone. The city is famous for its deep-dish pizza, with thick, cheesy crusts and layers of toppings. Chicago-style hot dogs are another iconic treat, loaded with mustard, onions, relish, tomatoes, pickles, and sport peppers on a poppy seed bun.


From diverse neighborhoods to fine dining establishments, Chicago showcases a wide range of cuisines, including Italian beef sandwiches, Polish sausages, gourmet burgers, and a thriving craft beer and cocktail culture. With an emphasis on quality ingredients and bold flavors, Chicago's food will satisfy even the most discerning palates.



Lou Malnati's: Lou Malnati's in Chicago is a pizza paradise that stirred my soul with its deep-dish magic. From the moment I stepped inside, a wave of warmth and nostalgia enveloped me, instantly making me feel like part of the family. As the aroma of freshly baked crust and tangy tomato sauce wafted through the air, my heart raced with anticipation. When the masterpiece arrived at my table, I was captivated by its golden crust, laden with generous chunks of perfectly seasoned sausage and a decadent blanket of melted cheese. With each heavenly bite, I felt a symphony of flavors dancing on my taste buds— the tanginess of the sauce, the savory explosion of the sausage, and the rich indulgence of the cheese. Lou Malnati's is more than just a pizzeria; it's a slice of Chicago's soul. The sense of home and community that permeated the restaurant added to the experience, reminding me of the power of food to bring people together. As I savored the last bite, pure satisfaction washed over me, leaving me with a smile and a heart full of contentment. Lou Malnati's is a culinary gem that evokes a deep emotional connection, making it a must-visit destination for anyone seeking a truly unforgettable pizza experience in Chicago.



Portillo's: Portillo's in Chicago is a culinary haven that evoked a whirlwind of emotions with each bite. From the moment I stepped into the vibrant and bustling atmosphere, a wave of excitement and anticipation engulfed me. The tantalizing aroma of Italian beef and hot dogs permeated the air, teasing my senses and igniting my appetite. As I sank my teeth into their legendary Italian beef sandwich, a symphony of flavors unfolded— tender beef, perfectly seasoned and nestled in a crusty roll, topped with sweet peppers and dipped in savory jus. It was pure bliss. And let's not forget the hot dogs, a Chicago institution in their own right. The snap of the casing, the explosion of toppings, and the perfect balance of flavors left me in awe. Portillo's is more than just a restaurant; it's a nostalgic journey, a taste of Chicago's rich culinary heritage. With each bite, I felt a sense of belonging, as if I was partaking in a delicious tradition that has been passed down through generations. The passionate staff and lively ambiance added to the experience, making me feel like a welcomed guest at a cherished gathering. Portillo's is a true treasure, an emotional culinary adventure that will forever hold a special place in my heart and taste buds.




The Albert: The Albert is a trendy and vibrant restaurant located in the heart of Chicago. This contemporary eatery offers a unique dining experience that combines modern American cuisine with a stylish and inviting atmosphere. The menu at The Albert features a delightful array of dishes prepared with locally sourced ingredients, showcasing a commitment to quality and flavor. From creative small plates to hearty mains, each dish is thoughtfully crafted and beautifully presented. The restaurant's chic interior, with its sleek design elements and cozy seating, sets the stage for an enjoyable dining experience. The Albert also boasts a well-curated selection of craft cocktails, showcasing innovative mixology techniques and flavor combinations. Whether you're seeking a memorable dinner or a casual gathering with friends, The Albert promises to deliver a satisfying and contemporary dining experience in the vibrant city of Chicago.



 


Activities: Exciting things to do.


Chicago offers a plethora of fun things to do for visitors of all ages and interests. Take a stroll along the iconic Navy Pier, where you can enjoy amusement rides, visit the Chicago Children's Museum, or take a boat tour on Lake Michigan. Explore the lively neighborhoods of Wicker Park and Logan Square, known for their vibrant street art, trendy boutiques, and eclectic dining options. Sports enthusiasts can catch a game at Wrigley Field, home to the Chicago Cubs, or head to Soldier Field to cheer on the Chicago Bears. Art lovers can spend hours exploring the renowned Art Institute of Chicago, which houses an extensive collection of masterpieces. For a dose of natural beauty, visit the stunning Garfield Park Conservatory or take a leisurely bike ride along the Lakefront Trail.



Millennium Park: Millennium Park is an iconic urban oasis nestled in the heart of downtown Chicago. Spanning 25 acres, this magnificent park offers a mix of art, architecture, and nature. The highlight of the park is the mesmerizing Cloud Gate sculpture, affectionately known as "The Bean," which reflects the surrounding skyline and invites visitors to interact and take memorable photos. The park also features the Crown Fountain, where two massive glass towers project images of Chicagoans and spout water, providing a refreshing respite on hot summer days. Additionally, Millennium Park hosts a variety of free concerts, festivals, and cultural events throughout the year, attracting locals and tourists alike. With its breathtaking art installations, lush green spaces, and vibrant atmosphere, Millennium Park is a must-visit destination for anyone exploring the vibrant city of Chicago.



Puttery: Puttery is a unique and exciting golf bar concept that can be found in Chicago. It combines the fun and social aspects of a bar with the thrill of playing mini-golf. Puttery provides a lively and interactive experience where patrons can enjoy drinks, socialize, and compete in friendly rounds of mini-golf. The venue typically features creatively designed mini-golf courses with interesting obstacles and themes, adding an element of excitement and challenge to the game. With its energetic atmosphere, delicious drinks, and competitive spirit, Puttery offers a refreshing and entertaining twist on traditional mini-golf. It's a perfect destination for friends, colleagues, or anyone looking to have a good time while honing their putting skills in the heart of Chicago.



The Art Institute Of Chicago: The Art Institute of Chicago is a world-renowned museum and cultural institution that houses an exceptional collection of artworks spanning thousands of years. Located in Grant Park, the museum is a must-visit destination for art enthusiasts and visitors to Chicago. The Art Institute's collection is vast and diverse, featuring masterpieces from various periods and regions, including European, American, Asian, and African art. Visitors can admire iconic works such as Grant Wood's "American Gothic," Vincent van Gogh's "The Bedroom," and Georges Seurat's "A Sunday on La Grande Jatte." The museum also showcases an impressive collection of modern and contemporary art, with pieces by artists like Pablo Picasso, Jackson Pollock, and Andy Warhol. Beyond its exceptional artworks, the Art Institute offers engaging exhibitions, educational programs, and special events that enrich the visitor experience. With its rich artistic heritage and commitment to fostering a deeper understanding and appreciation of art, the Art Institute of Chicago stands as a cultural gem and a must-see destination for art lovers from around the world.



360 Chicago: 360 Chicago, formerly known as the John Hancock Observatory, is a popular tourist attraction located on the 94th floor of the iconic John Hancock Center in Chicago. Offering breathtaking panoramic views of the city and Lake Michigan, 360 Chicago provides visitors with a thrilling and immersive experience. The highlight of the observation deck is TILT, a unique attraction that tilts visitors outward at a 30-degree angle, providing a thrilling perspective of the cityscape below. With floor-to-ceiling windows and interactive exhibits, visitors can learn about the history, architecture, and culture of Chicago while taking in the stunning vistas. Whether it's daytime or nighttime, the observation deck at 360 Chicago offers an unforgettable opportunity to witness the beauty of the Windy City from a bird's-eye perspective.



Starbucks Reserve Roastery: The Starbucks Reserve Roastery in Chicago is a coffee lover's paradise and a true celebration of the art and craft of coffee. Located on the iconic Magnificent Mile, this immersive and multi-sensory experience takes visitors on a journey through the world of coffee. The roastery is a vast space featuring a working coffee roastery, multiple brewing methods, and an array of specialty beverages exclusive to the location. Guests can witness the roasting process firsthand, explore the coffee bean silos, and enjoy unique coffee tasting flights. The design of the roastery is awe-inspiring, with a stunning mix of industrial and modern aesthetics, including a five-story copper cask that transports coffee beans throughout the space. From the Reserve bar offering an extensive menu of handcrafted coffee creations (Including alcoholic) to the Princi bakery serving freshly baked goods, the Starbucks Reserve Roastery in Chicago provides a memorable and immersive coffee experience that truly showcases the passion and dedication that goes into each cup.



Shedd Aquarium: The Shedd Aquarium in Chicago is a captivating aquatic wonderland that offers an immersive and educational experience for visitors of all ages. Located on the scenic Museum Campus, the aquarium is home to a diverse collection of marine life from around the world. From majestic beluga whales and playful dolphins to vibrant tropical fish and delicate seahorses, the exhibits at the Shedd Aquarium showcase the beauty and biodiversity of our oceans. The aquarium also features engaging interactive displays, educational presentations, and live animal encounters that allow visitors to learn about marine conservation and the importance of protecting our aquatic ecosystems. With its stunning architecture, knowledgeable staff, and commitment to conservation, the Shedd Aquarium provides a memorable and enriching experience that will inspire a deeper appreciation for the wonders of the underwater world.



LH Rooftop: LH Rooftop Chicago is an exquisite rooftop destination nestled in the heart of downtown Chicago. Perched atop the LondonHouse Chicago hotel, this sophisticated and vibrant rooftop bar offers breathtaking panoramic views of the city's iconic skyline, the Chicago River, and Lake Michigan. With its modern and stylish decor, LH Rooftop creates an elegant atmosphere that perfectly complements its stunning surroundings. Whether you're lounging on the plush seating or sipping handcrafted cocktails at the sleek bar, LH Rooftop provides an unforgettable experience. The menu features a delightful array of culinary delights, including small plates and snacks that are expertly crafted to satisfy any palate. From dusk till dawn, this rooftop oasis becomes a captivating hotspot, attracting locals and visitors alike who seek a memorable night out in the vibrant city of Chicago.


Chicago, a city that never fails to captivate, offers an unparalleled blend of culture, history, and culinary delights. From the architectural wonders that adorn its skyline to the vibrant neighborhoods pulsating with life, Chicago promises an adventure like no other. Whether you're strolling along the Magnificent Mile, indulging in deep-dish pizza, or immersing yourself in the thriving arts scene, this Windy City will leave an indelible mark on your soul. So pack your bags, embrace the energy of the city, and let Chicago work its magic on you. It's time to discover the captivating allure of this extraordinary metropolis. Welcome to Chicago, where extraordinary experiences await at every turn.

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