Chicago Loop

Outdoor

Millennium Park

Located in the heart of Chicago, Millennium Park is a vibrant oasis for both tourists and locals alike. Get lost in the stunning architecture, including the famous Cloud Gate sculpture, or enjoy live events at the Jay Pritzker Pavilion. Don't forget to take a selfie at the vibrant Lurie Garden or cool off in the Crown Fountain.

Culture4.8/5

The Art Institute of Chicago

Step into a world of artistic wonder at The Art Institute of Chicago! Discover over 300,000 works of art, from iconic paintings to contemporary sculptures. Don't miss famous pieces like Grant Wood's "American Gothic" and Seurat's "A Sunday on La Grande Jatte." Located on Michigan Avenue, it's a must-visit destination for any art lover.

Attraction4.7/5

Cloud Gate

Cloud Gate, fondly known as "The Bean," is a gleaming, mirrored egg-shaped sculpture that demands selfies and spinny pics. Located at 201 E Randolph St, Chicago, this iconic landmark reflects the city's stunning skyline, providing the perfect backdrop for your Instagram feed. So strike a pose, admire the distortion-free reflection, and become one with the Windy City vibes!

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!

Attraction4.5/5

Willis Tower

Welcome to Willis Tower, formerly known as the Sears Tower, in the windy city of Chicago! With its iconic skydeck and thrilling glass ledge, this 108-story building offers breathtaking views of the city skyline. Don't forget to check out the interactive exhibits and step onto "The Ledge" for a truly exhilarating experience!

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!

Landmark4.6/5

Chicago Board of Trade Building

Step into the dazzling heights of the Chicago Board of Trade Building! This Art Deco gem, soaring at 605 feet, boasts intricate sculptures and a striking clock tower. Once the heart of commodity trading, it’s a must-see for architecture buffs and history lovers alike! Don't forget to snap a photo with the iconic “Goddess of the Corn” statue!

Attraction4.6/5

Skydeck Chicago

Skydeck Chicago will bring out your inner daredevil! Located at 233 S Wacker Dr, this exhilarating attraction gives you jaw-dropping views of the Windy City from a thrilling glass ledge, 1,353 feet above ground. Feel like you're on top of the world as you snap those Instagram-worthy photos. Don't forget to hold your breath, especially if you're afraid of heights!

Eat$$4.4/5

Firecakes Donuts

Calling all donut enthusiasts! Get ready to ignite your taste buds at Firecakes Donuts in Chicago. This haven of heavenly pastries will transport you to sugary paradise. From classic flavors like glazed and chocolate to innovative creations like triple Valrhona chocolate cake donuts, prepare to be dazzled. Located at 68 W Hubbard St, it's time to treat yourself to a unforgettable donut experience!

Culture4.6/5

Harold Washington Library Center, Chicago Public Library

Welcome to the Harold Washington Library Center! This colossal library in the heart of Chicago is a book lover's paradise. With over 2 million books, a stunning winter garden, and free Wi-Fi, it's the perfect place to escape the hustle and bustle of the city. Don't forget to snap a selfie with the famous owl statues out front! #BookwormDreams

Landmark4.8/5

Nichols Bridgeway

Connecting Millennium Park to the Art Institute of Chicago, Nichols Bridgeway is a vibrant red bridge that offers stunning views of the city skyline. Feel like you're walking on air as you cross over busy streets below. Don't forget to snap a selfie with the famous "Bean" sculpture in the background!

Attraction4.9/5

Drunk Shakespeare Chicago

Drunk Shakespeare, nestled on 182 N Wabash Ave in vibrant Chicago, USA, promises an unforgettable night of intoxicating laughter and wit. With a traveler's lens, immerse yourself in the magic of the Bard's timeless plays, hilariously performed by a drunken cast. Sip on libations while indulging in an evening of comedic genius and unrestrained fun. It's a theatrical experience you won't soon forget!

Eat4.6/5

Gilt Bar

Step into Gilt Bar, a downtown gem that whispers elegance with a side of fun! Tucked away at 230 W Kinzie St, this stylish restaurant boasts a swanky vibe perfect for date night or a night out with friends. Savor mouthwatering Italian-American dishes while sipping handcrafted cocktails and soaking in the vibrant atmosphere. Cheers to a night to remember!

Eat$$$4.3/5

The Walnut Room

Located on State Street in the heart of Chicago, The Walnut Room is a delightful destination for foodie adventurers. Step into this lively eatery and prepare to indulge in their famous Chicago-style deep-dish pizza, bursting with flavor and cheesy goodness. The retro decor and bustling atmosphere make it the perfect spot to unwind after exploring the city's vibrant streets.

Attraction4.5/5

Shedd Aquarium

Welcome to Shedd Aquarium, located on the stunning Lake Michigan shoreline in Chicago! Dive into an underwater wonderland filled with over 32,000 fascinating animals from all over the world. Marvel at majestic beluga whales, graceful sea turtles, and playful penguins. With interactive exhibits, captivating shows, and breathtaking views, Shedd Aquarium is the perfect destination for an unforgettable aquatic adventure.

Landmark4.7/5

Clark Street Bridge

The Clark Street Bridge in Chicago is like a rainbow connecting two lively neighborhoods. As you cross, feel the vibrant energy of N Clark St engulf you. Be amazed by the scenic Chicago River flowing below and the iconic skyscrapers embracing you from all sides. Take a selfie, because, well, you HAVE to! Keep strolling, you’re in the Windy City!

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.

Stay$$$$4.7/5

The Langham, Chicago

Just 2 blocks away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this luxury hotel towers above the city in a skyscraper designed by renowned architect Mies van der Rohe, offering upscale amenities and stylish comfort in the heart of downtown Chicago. Warm tones and dark woods accent every room at The Langham Chicago, which feature a private bathroom with marble Alaskan white granite, a deep soaking bath tub, rainfall showerhead and upscale bath amenities. Views of the city skyline, Chicago River or Lake Michigan can be enjoyed from floor-to-ceiling windows. The award-winning wellness retreat, Chuan Spa, features healing holistic treatments to relax, renew and pamper, including a range of treatments inspired by Traditional Chinese Medicine, body rejuvenation and massage therapy. A state-of-the-art fitness studio is also available at the hotel. Travelle offers contemporary seasonal American cuisine for breakfast, brunch, lunch and dinner. Traditional afternoon tea can be enjoyed at the hotel lounge, Pavilion. Afternoon Tea with Wedgwood includes signature Langham teas, along with an array of sweet and savory bites. In-room dining services are also available for guest convenience.

Stay$$$$4.7/5

Trump International Hotel & Tower® Chicago

Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River. Luxury spa services, fine dining and upscale amenities are among the unique services offered to guests at the hotel. Floor-to-ceiling windows showcase iconic views of Lake Michigan, Chicago River or city skyline in every spacious room at Trump International Hotel & Tower Chicago. Guests can indulge in the limestone bathroom’s deep soaking bath tub or relax with a movie on the 65-inch flat-screen cable TV. Renowned chef Nick Dostal curates a menu of classic American flavors at the on-site restaurant, Terrace 16, which features a bustling indoor dining room and bar, along with a seasonal outdoor terrace with views of Lake Michigan, the Chicago River and several of the city's iconic landmarks. Guests can enjoy a swim in the 75-foot heated indoor swimming pool or relax on the plush lounge chairs surrounding the pool. A state-of-the-art fitness centre and full-service business centre are available on-site. The Trump Hotel is a 2-minute walk away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile. Navy Pier is less than 2 miles away.

Stay$$$$4.65/5

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!

Stay$$$$4.65/5

Waldorf Astoria Chicago

Located in Chicago's prestigious Gold Coast neighborhood, Waldorf Astoria Chicago offers a sophisticated retreat with timeless French-inspired elegance. Guests are welcomed by a stunning private courtyard reminiscent of a French château. This luxury hotel features an on-site spa and wellness center, a refined restaurant, and a stylish speakeasy cocktail lounge. High-end shopping at Oak Street and The Magnificent Mile is just a 5-minute walk away. Each room is thoughtfully designed with contemporary style and luxurious details, featuring a minibar and a marble-tiled bathroom with deep soaking tubs. Suites offer added indulgences, including cozy fireplaces and private terraces. Select accommodations include a terrace or sofa bed, perfect for elevated relaxation. Unwind at the serene spa and health club with rejuvenating treatments or enjoy a refreshing dip in the indoor pool. A modern fitness center is also available to meet all wellness needs. The Brass Tack, an upscale American brasserie, delights with an extensive wine list, fashionable cocktails, and flavorful dishes crafted with care. The intimate speakeasy, Bernard's offers innovative cocktails and shareable nosh in an effortlessly chic setting. Discover top attractions nearby, including Navy Pier, just 1.2 miles away, and Millennium Park, located 1.3 miles from the hotel.

Stay$$$$4.45/5

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!

Stay$$$$4.45/5

The Ritz-Carlton, Chicago

Located atop the famous Water Tower Place in Chicago’s Gold Coast district, this hotel offers artfully decorated guest rooms that feature city of lake views from large picture windows. The luxury shops and restaurants of the Magnificent Mile are just steps from this hotel. A flat-screen TV is included in every room at Ritz-Carlton, Chicago. Wifi in the room is provided for a fee of USD 14.95. Each room also includes a spacious marble bathroom with free deluxe toiletries. Guests can enjoy an aquatic workout in the temperature-controlled, four-lane lap pool or relax in the on-site spa. The hotel features 24-hour concierge services and 2 restaurants, cafe and bar on site: Torali Italian-Steak, Rooftop at Torali, The Cafe, Torali Bar. Guests can also use the modern fitness centre or the 24-hour business centre at the Chicago Ritz Carlton. This hotel is less than 1 mile from the Navy Pier entertainment area. The Chicago Museum of Contemporary Art is adjacent to the hotel.

Stay$$$$4.4/5

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Overlooking iconic Lake Michigan, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago is located in the heart of downtown and offers unparalleled amenities and services, including on-site restaurants with a rooftop terrace, a state-of-the-art fitness center and fully-equipped 24-hour business centre. Every room at The Gwen features custom décor inspired by signature sculptures and includes a 65-inch flat-screen TV, free WiFi and a spacious work desk with an ergonomic chair. A fully-stocked minibar and custom luxury bath amenities are also provided. Guests can take in panoramic views of the city skyline while relaxing fireside with custom cocktails at the hotel’s rooftop terrace, Upstairs at the Gwen. The fitness center offers over 2,000 square feet of state-of-the-art fitness equipment, including free weights, cardio and strength training machines and yoga equipment. Fresh apples and bottled water are also available. Chicago’s renowned Theatre District and Millennium Park are both less than a mile away from the hotel. Navy Pier is 1 mile away, while Second City Comedy Club is a 10-minute drive from the property.

Stay$$$$4.4/5

LondonHouse Chicago, Curio Collection by Hilton

Welcome to LondonHouse Chicago, a luxurious destination perched along the Chicago River. Enjoy stunning views of the city skyline from the rooftop bar, cozy up in elegant rooms, and indulge in tasty bites at the on-site restaurants. Perfect for travelers seeking a chic and vibrant stay in the heart of downtown Chicago.

Stay$$$$4.1/5

The Westin Michigan Avenue Chicago

Situated in the center of the luxury shops, world-famous restaurants and vibrant nightlight of the Magnificent Mile, this luxurious downtown Chicago hotel is located directly across from the John Hancock Center and offers first-class amenities, including a renowned boutique spa and a fine dining restaurant. Every room at The Westin Michigan Avenue Chicago provides a 55-inch flat-screen LCD TV and a large work desk with ergonomic chair. Luxury linen and bedding is also included. Experience the taste of Chicago's Gold Coast at 909 North, our hotel restaurant with a scratch-made kitchen. Open for breakfast, lunch, and dinner, we source fresh ingredients locally from family-owned Midwest farms. Café A La Carte serves freshly brewed Starbucks coffee and fresh baked breads throughout the day. 24-hour room service is offered for guest convenience. Iconic Lake Michigan and Oak Street Beach are also only moments away from the hotel. The Art Institute of Chicago and Navy Pier are both a 10-minute drive away. The Chicago Red Line subway station is 650 metres away.

Stay$$$$4.05/5

InterContinental Chicago Magnificent Mile by IHG

Located on Michigan Avenue’s Magnificent Mile, this historic luxury hotel is located in the heart of downtown Chicago and features renowned on-site restaurants and an indoor pool with elevated bleacher seating. Every room at InterContinental Chicago Magnificent Mile provides a flat-screen LCDTV with premium cable channels and a coffee maker. Some rooms also offers Italian marble bathrooms and upscale luxury bedding. Michael Jordan’s Steakhouse and Bar features prime steak and seafood for lunch and dinner. . For breakfast and lunch, guests can enjoy traditional, fresh dishes at Center Court. Guests can work out in the multi-level modern fitness centre or relax at the sauna or spa on-site. A 24-hour business centre and historic event space are also available. Navy Pier, Millennium Park and Oak Street Beach are all less than a mile away from InterContinental Chicago Hotel. The Shedd Aquarium and Art Institute of Chicago are both a 15-minute drive away. Newly Renovated Grand Tower Rooms

Stay$$$$4.4/5

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.

Stay$$$4.45/5

Staypineapple, An Iconic Hotel, The Loop Chicago

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop. Shopping on famed Michigan Avenue and Millennium Park are a short walk away. White and gray colors with mahogany furnishings are balanced by modern amenities like a flat-screen TV and plush bedding in each room. Select suites feature stunning views of Millennium Park and Lake Michigan. Staypineapple, An Iconic Hotel, The Loop has a fitness centre and bicycle rental service. Pets receive free bedding and water upon request. Chicago’s entertainment centre, Navy Pier, is 3 km from the hotel. The Chicago Theatre and Art Institute of Chicago are less than 5 minutes’ walk away.

Stay$$$$4.3/5

Pendry Chicago

Step into the vibrant world of Pendry Chicago on Michigan Avenue! This stylish hotel boasts modern rooms, delicious dining options, and a rooftop terrace with stunning city views. Located in the heart of downtown, it's the perfect base for exploring the Windy City. Don't forget to snap a pic of "The Big Concatenation" art installation in the lobby!

Stay$$$$4.2/5

Fairmont Chicago, Millennium Park

Just 1 block away from Millennium Park and Navy Pier, this downtown Chicago hotel offers on-site gourmet dining options, 24-hour fitness centre and full-service spa. Free WiFi is available in the hotel lobby. Every modern room at Fairmont Chicago Millennium Park features a 42-inch flat-screen TV and a large marble bathroom with a rain shower, separate bath tub and Le Labo bath amenities. Guests can enjoy beverages from the minibar or Starbucks brewed coffee from the coffee maker. In-room dining services are also offered. The Lobby Bar offers a sophisticated dining experience with a Midwest-focused menu. Signature craft cocktails and extensive wine choice are paired with small plates. The Field Museum and Shedd Aquarium are both 2 miles away from the Fairmont. This hotel is 3 block away from Chicago’s Magnificent Mile, which features shopping, dining and entertainment. Resort Fee includes: food & beverage credit daily in the lobby coffee bar or Toro restaurant, $35 daily Leaf Spa credit for any service (daily credit amount cannot be combined), $10 daily dry cleaning and laundry credit (daily credit amount cannot be combined during stay) and 10% discount on private transportation (booked through concierge.)

Stay$$$4.05/5

Hyatt Place Chicago/Downtown-The Loop

Located in the heart of the city, Hyatt Place Chicago/Downtown – The Loop is conveniently located near several of the city’s social and cultural landmarks. This hotel offers a restaurant and fitness centre. Free WiFi access is available. Each room at the hotel provides a flat-screen cable TV, a sofa and a refrigerator. Private bathrooms come complete with a shower, hairdryer and free toiletries. Extras include a desk and iron. A 24-hour front desk welcomes guests to Chicago/Downtown’s Hyatt Place in the Loop, which boasts a shared lounge and TV area. Other amenities offered at the hotel include a business centre, bicycle rental and baggage storage. The hotel is less than a mile from Millennium Park and 400 metres from Willis Tower. O’Hare International Airport is 16 miles away.

Stay$$$4.4/5

The Royal Sonesta Chicago Downtown

Located in the heart of Chicago, The Royal Sonesta is a vibrant and luxurious oasis for travelers. With stunning views of the city skyline, comfortable rooms, and top-notch amenities, this hotel is the perfect base for exploring the Windy City. From the bustling streets to the nearby attractions, this hotel has got you covered for an unforgettable stay.