Villa D’ Citta is a ritzy Tuscan-style villa in Lincoln Park, minutes from DePaul University. Italian-themed rooms offer private Jacuzzi, hardwood floors and fireplaces. Some suites offer private terraces for added romance. Complimentary breakfast and a gourmet kitchen enhance this intimate, historic retreat.
Romantic option 
Ray’s Bucktown Bed and Breakfast is a cozy escape in lively Bucktown, just 2 blocks from the El train. Warm rooms feature private bathrooms, and some include a private whirlpool with rainfall showerheads. Enjoy free cooked-to-order breakfast, a steam room, and a communal kitchen, making it a charming home away from home.
Romantic option 
Royal Sonesta Chicago River North is a sophisticated retreat in the heart of River North, steps from Michigan Avenue and Millennium Park. Enjoy an indoor pool, outdoor sundeck, and Peloton-equipped fitness center. For a romantic stay, book a suite with private Jacuzzi, blending luxury and comfort. Floor-to-ceiling windows and a private terrace ballroom add to the hotel’s urban charm.
Budget value 
Honeymoon choice 
The Langham, Chicago is set in a Mies van der Rohe landmark tower, offering sweeping views of Lake Michigan and located less than a mile from Millennium Park. Chic rooms feature floor-to-ceiling windows, while suites include a private spa tub, perfect for couples. Relax at the sleek spa, indoor pool, or modern Mediterranean restaurant, all with stunning skyline views.
Honeymoon choice 
theWit Chicago, a Hilton Hotel is a sleek retreat in the Theater District, just 2 blocks from the Chicago River and 11 minutes from Millennium Park. Polished rooms offer river views, while suites include spa-style soaking tubs. For a romantic touch, enjoy the chic rooftop lounge with a glass-enclosed deck, offering stunning river and park views.
Budget value Romantic option 
Eurostars Magnificent Mile is an industrial-chic hotel in River North, surrounded by the iconic Magnificent Mile. Rooms includeprivaye hot tub, wooden floors and soft tones, creating a cozy atmosphere. Unwind in the wellness area with massages, sauna, and beauty treatments, blending relaxation with urban energy.
Budget value Romantic option 
Hotel Chicago Downtown, Autograph Collection is situated in the Marina City complex, steps from the House of Blues and the Chicago River. Rooms feature floor-to-ceiling windows with city or river views, plush bedding, and luxurious hot tub. Its prime location near the Magnificent Mile and Millennium Park makes it a perfect base for exploring the city.
Budget value 
Radisson Blu Aqua Hotel Chicago is an upscale retreat in a striking downtown building, overlooking Lake Michigan and an 8-minute walk from Millennium Park. Sleek rooms include private spa tub, while upgraded suites offer access to a club lounge. Enjoy a hip Italian restaurant, indoor and outdoor pools, and a 2-story fitness center.
Romantic option 
Trump International Hotel & Tower Chicago is a Forbes Five-Star hotel in the heart of the city. Floor-to-ceiling windows and private spa tubs define its luxurious rooms. Dine on Neo Japanese fare at Rebar or enjoy American cuisine at Terrace 16. The newly renovated spa and indoor pool add to its unparalleled elegance.
Millennium Knickerbocker Hotel Chicago is set a block from the Magnificent Mile in a historic 1927 building. Stylish rooms feature Italian bedding and flat-screens, while suites include a private hot tub. Enjoy a Midwestern-themed restaurant, a martini bar with 1920s-inspired cocktails, and in-room spa services for a touch of indulgence.
Budget value Romantic option 
The Allegro Royal Sonesta Hotel Chicago Loop is a blend of Art Deco glamour and modern sophistication in the vibrant theater district. Stylish rooms with parivate Jacuzzi offer timeless elegance, while the hotel’s rich history and urban vibe create a uniquely Chicago experience. Perfect for those seeking a touch of old-school charm.
Budget value Honeymoon choice 
Crowne Plaza Chicago West Loop, an IHG Hotel is in the heart of Chicago’s vibrant West Loop. Every private Jacuzzi in room with balcony, perfect for soaking in the neighborhood’s foodie-friendly vibe. Close to the United Center and Willis Tower, it’s a blend of modern convenience and Chicago street cred.
Budget value 
Roscoe Village Guesthouse is a charming retreat 1.9 miles from Wrigley Field. Each unit includes a fully equipped kitchen, private Jacuzzi, and cozy seating area. Enjoy on-site amenities like a fitness room, billiards, and mini-golf, or explore nearby Lincoln Park Zoo and United Center.
Romantic option 
Viceroy Chicago is located in the Gold Coast Historic District, overlooking Lake Michigan and less than a mile from Lincoln Park. Posh rooms feature sleek minibars and rainfall showers, while suites include terraces and a private hot tub. The rooftop terrace offers a pool, bar, and stunning lake views, creating a luxurious urban escape.
Waldorf Astoria Chicago is a Parisian-style hotel on Michigan Avenue, located in the Gold Coast neighborhood near the Magnificent Mile. Rooms feature spa tub, fireplaces or private terraces with city views. Enjoy personalized concierge service, a Forbes-rated spa, and a lap pool, creating a luxurious downtown experience.
Romantic option 
Kimpton Gray Hotel is housed in the historic New York Life Insurance Building, blending ornate architecture with contemporary design. Located in the Financial District, it offers chic rooms with spa tub, a sophisticated lobby bar, and Boleo, a rooftop lounge with a retractable roof.
Budget value Romantic option 
Omni Chicago Hotel is Michigan Avenue’s only all-suite hotel, nestled amid Magnificent Mile shops. Elegant suites feature private Jacuzzi, separate living rooms and wet bars, with sweeping skyline views. Enjoy farm-to-table dining at 676 Restaurant and relax on two sundecks or the rooftop garden, a true urban sanctuary.
Palmer House, a Hilton Hotel is a historic Chicago landmark in the heart of the theater and financial districts, steps from Millennium Park and State Street shopping. After a multi-million-dollar renovation, it offers 130,000 sq. ft. of event space, private Jacuzzi in room, Lockwood Restaurant, and Potter’s Lounge for cocktails, blending history with modern luxury.
Romantic option 
The Drake, a Hilton Hotel is a historic icon in Chicago’s Gold Coast, where the Magnificent Mile begins. Since 1920, it has welcomed celebrities and travelers with first-class service and stunning city or Lake Michigan views. Relax in the private Jacuzzi in room, dine at Café on Oak or enjoy live entertainment at Coq d’Or and Palm Court, blending timeless elegance with modern luxury.
Honeymoon choice 
Sheraton Grand Chicago Riverwalk is an upscale riverside hotel, 15 minutes from Millennium Park and Navy Pier. It offers rooms with whirlpool featuring lake, river, or city views, while suites include separate living rooms and wet bars. Enjoy a polished steakhouse, indoor pool, and 120,000 sq. ft of convention space.
Romantic option 
Chicago Marriott Midway is just two blocks from Midway International Airport, offering 24-hour shuttle service and an on-site Starbucks. Enjoy American cuisine at Copper Fox, relax in the in-room Jacuzzi, indoor pool, or host events in 5,700 sq. ft. of meeting space, making it a practical and comfortable choice.
Honeymoon choice 
The Wheeler Mansion is a historic Chicago retreat, offering a relaxing stay with free breakfast and parking. Rooms feature private hot tub, flat-screen TVs and air conditioning, while nearby landmarks like Buckingham Fountain and Willis Tower make it an ideal base for exploring the city.
Honeymoon choice 
Chicago offers numerous romantic activities such as enjoying a scenic stroll through Millennium Park and taking pictures at the iconic Cloud Gate sculpture, experiencing the breathtaking cityscape views from the Willis Tower Skydeck, or taking a sunset cruise on Lake Michigan. Couples can also enjoy a serene walk along the Chicago Riverwalk, complete with stops at intimate bars and eateries.
For a romantic dining experience, Chicago prides itself with exquisite options like Geja’s Café, renowned for its fondue dining and intimate atmosphere, perfect for a cozy evening. North Pond, nestled within Lincoln Park and overlooking a picturesque pond against the city skyline, offers a serene setting with beautifully crafted seasonal dishes, making it an ideal spot for a memorable romantic dinner.
Outdoor activities in Chicago that complement a Jacuzzi getaway include biking or jogging along the Lakefront Trail, kayaking on the Chicago River to view the stunning architecture, or enjoying a leisurely day at one of the city’s many beaches like Oak Street Beach.
Winter's Christkindlmarket and the Magnificent Mile Lights Festival offer festive charm, while summer brings Chicago SummerDance for outdoor dancing. The Chicago Flower and Garden Show in spring and Chicago Gourmet in fall provide beautiful settings for daytime outings before relaxing in a Jacuzzi.
For a family-friendly hotel in Chicago with a private Jacuzzi in the room, the Omni Chicago Hotel is an excellent choice. It offers suites with private Jacuzzis, catering specifically to families looking for a bit of luxury and relaxation. The hotel is centrally located on Michigan Avenue, providing easy access to family-friendly attractions like the Chicago Children's Museum and Navy Pier.
Yes, hotels like the Sheraton Grand Chicago Riverwalk provide rooms with in-room Jacuzzis that also feature stunning views of Lake Michigan, offering a luxurious and scenic experience right from the comfort of your room.
While not common, the Waldorf Astoria Chicago occasionally offers gourmet cooking classes or special culinary events in-house. These can be a great way to combine a luxurious stay with a unique dining experience.
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