Streeterville

Attraction4.6/5

Navy Pier

Navy Pier, the ultimate hub of amusement in Chicago, promises endless excitement! With its iconic Ferris wheel, carnival games, and thrilling rides, this lively destination will make your heart race in the best way possible. Explore the diverse dining options, catch breathtaking fireworks, and enjoy live performances at the grand theater – Navy Pier will leave you amazed and craving for more!

Outdoor4.8/5

Millennium Park

Welcome to Millennium Park, the ultimate playground for travelers in the heart of Chicago! This vibrant urban oasis offers a delightful blend of art, music, and green spaces. Marvel at the iconic Cloud Gate sculpture, rock out at the Jay Pritzker Pavilion, and cool off in the Crown Fountain. Don't forget your camera, because unforgettable memories await in this lively traveler's paradise!

Attraction

Magnificent Mile

Welcome to Magnificent Mile, the vibrant heart of Chicago! This bustling stretch along Michigan Avenue is every shopaholic's dream with its 460 retailers, from high-end boutiques to quirky souvenir stores. Immerse yourself in the city's iconic skyline while strolling past historic landmarks, captivating museums, and delicious restaurants. Experience the excitement of this urban wonderland as you make unforgettable memories on Magnificent Mile!

Outdoor4.8/5

Chicago River

Dive into the winding wonder of the Chicago River! This vibrant waterway is the city’s vein, offering scenic boat tours, stunning architecture views, and the famous St. Patrick’s Day dye. Stroll along the Riverwalk, savor local cuisine, and snap selfies with the skyline backdrop. Whether you’re splashing in a kayak or basking on a riverbank, adventure awaits!

Eat$$$4.5/5

Giordano's

Craving deep-dish pizza in the Windy City? Look no further than Giordano's on East Grand Avenue! With its gooey cheese, savory toppings, and buttery crust, this iconic Chicago restaurant is a must-visit for any foodie. Don't forget to snap a pic of your delicious pie before devouring it!

Culture4.8/5

Chicago Shakespeare Theater

Dive into the vibrant world of Chicago Shakespeare Theater, nestled on the stunning Navy Pier! This cultural gem showcases fresh takes on Shakespearean classics and contemporary plays, all with a unique twist. Grab a seat, enjoy the spectacular lake views, and get ready for a theatrical adventure that will leave you laughing, crying, and wanting more!

Eat$$4/5

Tallboy Taco

If you're in the Windy City and craving some seriously tasty tacos, look no further than Tallboy Taco on N St Clair St! This lively joint serves up a mouthwatering assortment of innovative taco creations that will have your taste buds dancing. And don't forget to wash it all down with their selection of craft cocktails and ice-cold tallboys. Taco lovers, rejoice!

Eat$$$$$4.7/5

Joe's Seafood, Prime Steak & Stone Crab

Indulge in surf, turf, and claw at Joe's Seafood, Prime Steak & Stone Crab in Chicago. From succulent steaks to fresh seafood, this upscale restaurant promises a dining experience fit for royalty. Don't miss out on their legendary stone crab claws and decadent desserts. Located at 60 E Grand Ave, it's a must-visit spot for foodies in the Windy City.

Stay3.45/5

Freehand Chicago

Located in the heart of downtown Chicago, Freehand is a hip and vibrant hostel offering stylish and affordable accommodations. With a communal atmosphere, trendy decor, and convenient location near attractions like the Magnificent Mile, this spot is perfect for young travelers looking to experience the city without breaking the bank.

Attraction4.1/5

Amazing Chicago's Funhouse Maze

Step into Amazing Chicago's Funhouse Maze for an unforgettable adventure where whimsy meets wonder! Located at 600 E Grand Ave, this vibrant attraction features mind-boggling mirrors, quirky art, and playful surprises around every corner. Perfect for families and friends, unleash your inner child as you navigate the twists and turns of this fantastical maze—fun guaranteed!

Culture4.1/5

MUSEUM OF ICE CREAM

Experience the enchanting MUSEUM OF ICE CREAM in Chicago, where whimsical installations and immersive art spark joy, inviting visitors to indulge in a sweet blend of creativity and nostalgia that’s truly unforgettable.

Culture4.6/5

Chicago Children's Museum

Unleash your inner child at the Chicago Children's Museum! Nestled on Navy Pier, this vibrant wonderland offers hands-on exhibits where imagination knows no bounds. From interactive art to playful science, every corner invites exploration. Perfect for families, it's a joyful escape filled with laughter and learning. Catch the lake views afterward to cap off your adventure!

Outdoor4.6/5

The Butterfly House at Navy Pier

Step into a kaleidoscope of color at The Butterfly House, nestled within Navy Pier! This enchanting, climate-controlled paradise showcases over 1,000 fluttering beauties in a lush, tropical setting. Perfect for families and nature lovers, it’s where you can snap selfies with these vibrant winged wonders. Don’t miss the magical experience of butterflies landing on you! 🌺🦋

Outdoor4.8/5

Chicago Riverwalk

Explore Riverwalk, located at 22 E Wacker Dr in Chicago, IL. Stroll along the scenic Chicago River, lined with restaurants, boat tours, and fun activities. Snap pics of the gorgeous skyline and enjoy the gentle breeze. Don't miss the floating gardens and public art installations. A must-visit spot for a relaxing day in the Windy City!

Attraction4.7/5

Wendella Tours & Cruises

Embark on a Chicago adventure with Wendella Tours & Cruises! Located on bustling Michigan Avenue, this tour company offers breathtaking river and lake cruises, showcasing the city's iconic skyline and architecture. Hop aboard and experience the Windy City like never before!

Attraction4.7/5

Wendella West Docks (3 & 4)

Step onto Docks 3 and 4 at Wendella Tours and get ready for a whimsical adventure on the Chicago River! Located at Rush Street and Kinzie Street, this bustling hub is the perfect starting point for a scenic cruise through the Windy City's iconic architecture. Prepare to be dazzled by stunning views and unforgettable experiences!

Eat$$$4.8/5

Ed Debevic's

Step into Ed Debevic's, the quirky diner that serves up retro vibes and sassy service in the heart of Chicago! Located at 159 E Ohio St, this playful spot is famous for its 'attitude with a side of fries.' Enjoy hearty burgers and milkshakes while your server tosses out cheeky one-liners—it's dining with a twist!

Eat$$$4/5

Streeterville Social

Welcome to Streeterville Social, a vibrant rooftop oasis perched atop Chicago's bustling Streeterville neighborhood. Offering breathtaking views of the city skyline, this lively spot is the perfect place to unwind with friends. Sip on craft cocktails, indulge in delicious bites, and challenge your buddies to a game of bocce ball or ping pong. Soak up the sunny vibes and create unforgettable memories in this urban haven.

Stay4.7/5

The Langham, Chicago

Located in the heart of downtown Chicago, The Langham is a luxurious hotel with stunning views of the Chicago River and city skyline. The elegant rooms, top-notch service, and convenient location make it a perfect choice for travelers looking to explore the Windy City in style. Don't forget to check out the award-winning Chuan Spa for some ultimate relaxation!

Stay4.7/5

Waldorf Astoria Chicago

Step into luxury at the Waldorf Astoria Chicago! Nestled in the Gold Coast, this stunning hotel blends modern chic with timeless elegance. Indulge in spacious rooms, a serene spa, and delicious dining options. Explore nearby boutiques and Lake Michigan’s beauty, then unwind with a cocktail in the glamorous lounge. Your stylish Chicago adventure begins here—get ready to be dazzled!

Stay4.7/5

Trump International Hotel & Tower® Chicago

Experience luxury at its finest at Trump International Hotel & Tower® Chicago. Located on the iconic Chicago River, this 5-star hotel offers stunning views of the city and top-notch amenities. Indulge in world-class dining, relax at the spa, and enjoy impeccable service. With a prime location near shopping, dining, and attractions, this is the perfect base for your Chicago adventures.

Stay4.65/5

The Peninsula Chicago

Experience luxury at its finest at The Peninsula Chicago! Located in the heart of the Windy City, this 5-star hotel offers stunning views of Lake Michigan and top-notch amenities. Indulge in world-class dining, relax at the award-winning spa, and explore the city's vibrant attractions right at your doorstep. Don't miss out on this exquisite retreat!

Stay4.45/5

Four Seasons Hotel Chicago

Looking for luxury with a view? Look no further than Four Seasons Hotel Chicago! Set on the Magnificent Mile, this chic hotel boasts elegant rooms, a top-notch spa, and a stunning rooftop lounge. With Lake Michigan just steps away, you'll have the best of Chicago right at your fingertips. Say hello to your new favorite Windy City escape!

Stay4.4/5

The Ritz-Carlton, Chicago

The Ritz-Carlton in Chicago is the perfect blend of luxury and convenience, located right by Water Tower Place. With stunning views of the city skyline, world-class amenities, and impeccable service, this hotel is a traveler's dream come true. Explore the Magnificent Mile, savor delicious bites at on-site restaurants, and unwind in the lap of luxury.

Stay4.4/5

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel on Michigan Avenue in Chicago is the epitome of chic luxury. With stunning views of the city skyline, world-class dining, and stylish accommodations, this hotel is a traveler's dream come true. Situated in the heart of the city's bustling shopping and cultural district, The Gwen offers the perfect blend of sophistication and excitement.

Stay4.2/5

Swissotel Chicago

Swissotel Chicago is a stylish, 4-star hotel located right on the iconic Chicago River. With stunning views of the city skyline and Lake Michigan, this hotel offers luxurious accommodations and top-notch amenities. From its central location near the Magnificent Mile to its sleek design and friendly staff, Swissotel Chicago is the perfect home base for exploring the Windy City.

Stay4.1/5

InterContinental Chicago Magnificent Mile by IHG

Get ready to be spoiled at InterContinental Chicago Magnificent Mile! Situated on the iconic Michigan Avenue, this IHG Hotel offers luxury accommodations with stunning views of the city. Enjoy top-notch amenities, including a spa, indoor pool, and multiple dining options. With its unbeatable location and impeccable service, this hotel is sure to make your stay unforgettable.

Stay4.1/5

AC Hotel Chicago Downtown

Welcome to AC Hotel Chicago Downtown, where sleek design meets urban adventure! Nestled just steps from the Magnificent Mile, this stylish spot boasts comfy rooms, a fabulous fitness center, and an airy lounge perfect for sipping coffee. Fuel up with a delicious breakfast and dive into the city's vibrant scene—because Chicago is calling, and this hotel is your chic home base!

Stay4.4/5

Loews Chicago Hotel

Experience luxury at Loews Chicago Hotel! Located in the heart of Streeterville, this stylish hotel offers stunning views of Lake Michigan and Navy Pier. Enjoy modern amenities, delicious dining options, and top-notch service. With spacious rooms and a prime location near attractions like Magnificent Mile, this hotel is the perfect choice for a memorable stay in Chicago.

Stay4.4/5

Sofitel Chicago Magnificent Mile

Step into luxury at Sofitel Chicago Magnificent Mile! Located near the bustling shopping district, this hotel offers sophisticated rooms with stunning city views. Indulge in French cuisine at Café des Architectes, unwind in the stylish Le Bar, or take a dip in the indoor pool. With top-notch service and chic decor, this is the perfect spot for a memorable stay in Chicago.

Stay4.15/5

Warwick Allerton - Chicago

Located on Michigan Avenue in the heart of Chicago, Warwick Allerton is a vibrant hotel that exudes old-school charm with a modern twist. With stylish rooms, a rooftop terrace offering sweeping city views, and a prime location near top attractions like the Magnificent Mile, this hotel is the perfect base for a memorable Windy City adventure.

Stay3.45/5

Freehand Chicago

Located in the heart of downtown Chicago, Freehand is a hip and vibrant hostel offering stylish and affordable accommodations. With a communal atmosphere, trendy decor, and convenient location near attractions like the Magnificent Mile, this spot is perfect for young travelers looking to experience the city without breaking the bank.

Eat4.45/5

Sable at Navy Pier Chicago, Curio Collection by Hilton

Nestled at Navy Pier, Sable at Navy Pier, Curio Collection by Hilton, is your chic urban retreat! Sip craft cocktails while gazing at stunning city and lake views. With cozy, contemporary rooms and a lively atmosphere, it’s the perfect base for waterfront adventures. Don’t miss the rooftop bar – your Instagram feed will thank you! 🎉✨