TOP 30 Best Romantic hotel stays in Chicago, Illinois

The Neighborhood Hotel Little Italy is a charming lodging option located at 1431 West Taylor Street in the heart of Chicago's historic Little Italy neighborhood. This boutique hotel offers cozy and comfortable accommodations, perfect for both leisure and business travelers. Guests can enjoy the convenience of being close to popular attractions, restaurants, and shops while experiencing the unique charm of this vibrant neighborhood. With its personalized service and welcoming atmosphere, The Neighborhood Hotel Little Italy is the perfect choice for a memorable stay in Chicago, Illinois.

The Guesthouse Hotel is a unique lodging institution located at 4872 North Clark Street in Chicago, Illinois. Situated in the vibrant neighborhoods of Andersonville, Uptown, Lincoln Square, and Ravenswood, this hotel offers a one-of-a-kind experience for guests. The hotel is steps away from specialty shops, restaurants, breweries, and entertainment venues, making it the perfect location for exploring the diverse city of Chicago. Guests can choose from spacious One-, Two-, and Three-Bedroom Suites with full kitchens, cozy living areas, separate bedrooms, and private balconies. The hotel also features a Clubroom with a fireplace and an extensive library, as well as a Roof Deck with stunning views.

Located in the heart of Chicago, Illinois, The Sono Chicago is a charming and cozy bed and breakfast offering intimate accommodations for guests. Situated on a peaceful tree-lined street, this lodging institution provides a sense of community and hospitality that is unparalleled. Guests can enjoy breathtaking views of the Chicago skyline from the rooftop deck, complete with a cozy firepit for relaxing evenings. The main level features a top-of-the-line kitchen where a delicious continental breakfast is served each morning to help guests start their day off right before exploring all that Chicago has to offer. Whether you are visiting for business or pleasure, The Sono Chicago is the perfect home away from home for your stay in the Windy City.

Located at 330 North Wabash Avenue in Chicago, Illinois, The Langham offers a luxurious lodging experience in the heart of the city. From the Magnificent Mile to cultural attractions, guests can explore the best of Chicago with the help of the hotel's travel guide. The refined rooms and stylish suites provide modern conveniences for a memorable stay, while the acclaimed restaurants offer exquisite cuisine in extraordinary settings. Guests can also unwind in the signature spa, indoor pool, or modern Health Club. With versatile venues for events, The Langham is perfect for any occasion. The Brilliant by Langham loyalty program offers added perks and rewards for loyal guests. Movie nights, art tours, mixology classes, and walking tours are just a few of the unique experiences available at The Langham. The hotel's connection to legendary architect Mies van der Rohe is evident in its design and art collection, making it a true icon of Chicago's cityscape. Whether celebrating a wedding or simply exploring the city, The Langham, Chicago offers a truly unforgettable experience.

Located on South Michigan Avenue in the heart of Chicago, Illinois, the Chicago Athletic Association is a luxurious lodging institution that is part of The Unbound Collection by Hyatt. Housed in a historic building that dates back to the 1890s, this elegant hotel offers a unique blend of old-world charm and modern amenities. Guests can enjoy beautifully appointed rooms, fine dining options, a rooftop bar with stunning views of the city, and a range of fitness and wellness facilities. With its prime location and impeccable service, the Chicago Athletic Association is the perfect choice for travelers looking for a truly memorable stay in the Windy City.

Sofitel Chicago Magnificent Mile is a luxurious lodging institution located at 20 East Chestnut Street in the heart of Chicago, Illinois. With its prime location on the iconic Magnificent Mile, guests can enjoy easy access to world-class shopping, dining, and entertainment options. The hotel offers elegant accommodations, impeccable service, and stunning views of the city skyline. Guests can indulge in gourmet dining at the on-site restaurant, relax in the stylish lounge, or unwind in the spa and fitness center. Whether visiting for business or pleasure, Sofitel Chicago Magnificent Mile provides a sophisticated and unforgettable experience for all guests.

Located at 203 North Wabash Avenue in Chicago, Illinois, Virgin Hotels Chicago offers a luxurious lodging experience like no other. With a prime location in the famous Chicago Loop, guests are just steps away from top attractions, eateries, shops, and theatres. The hotel features signature chambers and fabulous suites that boast modern amenities and stunning views of the city skyline. Indulge in curated snacks from the SMEG fridge, relax in a walk-in shower, and sink into the best bed ever for a truly unforgettable stay.

Located in the heart of downtown Chicago, JW Marriott Chicago offers luxurious lodging with a sophisticated touch. Situated at 151 West Adams Street, this elegant hotel boasts modern amenities, stylish accommodations, and exceptional service. Guests can enjoy fine dining at the on-site restaurants, relax at the spa, or take a dip in the indoor pool. With its prime location in the bustling city of Chicago, JW Marriott is the perfect destination for both business and leisure travelers looking for a lavish stay in the Windy City.

La Banque Hotel, located at 2034 Ridge Road in Homewood, Illinois, offers a unique lodging experience in a historic building. With 18 beautifully decorated guest rooms, this boutique hotel combines classic elegance with modern sophistication. Guests can enjoy luxurious amenities and personalized services while experiencing the charm of small-town living. Each of the upscale rooms at La Banque Hotel provides a comfortable and stylish retreat, featuring plush beds and inviting sitting areas. The hotel's on-site restaurant, La Voûte, offers a fusion of Midwest flavors and French cuisine, complemented by a selection of craft cocktails and wines.

The Royal Sonesta Chicago River North is a luxurious lodging institution located at 505 North State Street in the vibrant River North neighborhood of Chicago, Illinois. This upscale hotel offers stunning views of the Chicago River and the city skyline, along with modern amenities and exceptional service. Guests can enjoy spacious and elegantly appointed rooms, a rooftop pool, a fitness center, and multiple dining options. With its prime location near shopping, dining, and entertainment options, The Royal Sonesta Chicago River North is the perfect choice for a memorable stay in the Windy City.

Located in the heart of Chicago's bustling Theatre District, Hampton Inn Majestic Chicago offers comfortable and convenient lodging for visitors looking to explore the city. Just steps away from iconic theaters like the Chicago Theatre and the Cadillac Palace Theatre, guests can easily catch a show or enjoy a night out on the town. The hotel's modern amenities, friendly staff, and stylish rooms make it the perfect home base for both business and leisure travelers. With its prime location on West Monroe Street, guests are within walking distance of popular attractions, restaurants, and shopping destinations. Experience the best of Chicago while staying at Hampton Inn Majestic Chicago Theatre District.

Palmer House, a Hilton Hotel, is a luxurious lodging institution located at 17 East Monroe Street in the heart of Chicago, Illinois. This historic hotel offers a blend of old-world charm and modern amenities, making it the perfect choice for both leisure and business travelers. With its elegant decor, spacious rooms, and top-notch service, guests can expect a truly memorable stay. The Palmer House also boasts a variety of dining options, a fitness center, and easy access to the city's top attractions. Whether you're visiting for a romantic getaway or a corporate event, the Palmer House promises a sophisticated and unforgettable experience.

Located in Schaumburg, Illinois, the Hyatt Regency Schaumburg, Chicago is a luxurious lodging institution situated at 1800 East Golf Road. This upscale hotel offers modern amenities, stylish accommodations, and exceptional service to ensure a comfortable stay for all guests. Whether visiting for business or leisure, travelers can enjoy the convenient location near popular attractions, shopping centers, and dining options. With spacious rooms, on-site dining options, a fitness center, and meeting facilities, the Hyatt Regency Schaumburg, Chicago is the perfect choice for a memorable stay in the vibrant city of Chicago.

Comfort Suites Chicago O'Hare Airport is a cozy and convenient lodging option located at 4200 North River Road in Schiller Park, Illinois, just a short distance from O'Hare International Airport. The hotel offers spacious and comfortable suites, perfect for both business and leisure travelers. Guests can enjoy amenities such as free airport shuttle service, complimentary hot breakfast, fitness center, and indoor pool. The hotel's central location makes it easy to explore all that the Chicago area has to offer. Whether you're in town for a quick layover or an extended stay, Comfort Suites Chicago O'Hare Airport provides a welcoming and relaxing home away from home.

The Hilton Chicago/Oak Lawn is a luxurious lodging institution located at 9333 South Cicero Avenue in Oak Lawn, Illinois, United States. With its convenient location near the city of Chicago, this hotel offers guests a comfortable and elegant stay in the heart of the Midwest. The hotel boasts spacious rooms, modern amenities, and exceptional service to ensure a pleasant and relaxing experience for all visitors. Whether you are traveling for business or leisure, the Hilton Chicago/Oak Lawn is the perfect choice for your next stay in the area.

The Chicago South Loop Hotel is a stylish and modern institution located at 11 West 26th Street in the heart of Chicago, Illinois. This versatile establishment offers a range of amenities including a beauty salon for pampering treatments, a cozy cafe for enjoying a delicious meal or a cup of coffee, comfortable lodging options for a restful stay, and convenient parking for guests arriving by car. Whether you're visiting the city for business or leisure, the Chicago South Loop Hotel has everything you need for a memorable and relaxing experience.

Hotel BnB is a charming lodging institution located at 1316 South Michigan Avenue in the heart of Chicago, Illinois. Our cozy and comfortable rooms offer a home away from home for travelers looking for a relaxing stay in the Windy City. With a prime location near popular attractions, shopping, and dining options, Hotel BnB is the perfect choice for both leisure and business travelers. Our friendly staff is dedicated to providing top-notch service to ensure a memorable experience for all guests. Book your stay at Hotel BnB and enjoy a delightful and convenient stay in Chicago.

Mile to iconic attractions like Millennium Park and Navy Pier, our historic 4-star hotel offers guests a luxurious and convenient stay in the heart of the city. With stylishly designed rooms, modern amenities, and personalized service, the Warwick Allerton - Chicago invites guests to experience the glamour and sophistication of a bygone era while exploring all that Chicago has to offer. Whether you're visiting for business or leisure, our hotel is the perfect choice for those looking to go further and truly immerse themselves in the vibrant culture and energy of Chicago. Book your stay with us today and let us inspire you to discover the best of the Windy City.

Holiday Inn & Suites Chicago-Downtown, an IHG Hotel, is a premier lodging destination located in the heart of Chicago, Illinois. Situated at 506 West Harrison Street, this hotel offers a convenient and central location for both business and leisure travelers. With modern amenities, comfortable accommodations, and exceptional service, guests can enjoy a relaxing and memorable stay in the bustling city of Chicago. Whether you are visiting for a business trip, a weekend getaway, or a family vacation, Holiday Inn & Suites Chicago-Downtown provides a welcoming and convenient home away from home.

Chicago Lake Shore Hotel is a charming lodging institution situated at 4900B South Lake Shore Drive in the vibrant city of Chicago, Illinois. Offering stunning views of Lake Michigan, this hotel provides guests with a comfortable and convenient stay in the heart of the city. With spacious rooms, modern amenities, and friendly customer service, Chicago Lake Shore Hotel is the perfect choice for travelers looking to experience all that the Windy City has to offer. Whether you're visiting for business or pleasure, this hotel is sure to exceed your expectations and make your stay truly memorable.

Le Méridien Essex Chicago is a luxurious lodging institution located at 800 South Michigan Avenue in the heart of Chicago, Illinois. This elegant hotel offers a sophisticated and stylish atmosphere, with modern amenities and impeccable service. Guests can enjoy spacious and well-appointed rooms, a fitness center, a rooftop bar with stunning views of the city, and a fine dining restaurant. Whether you are visiting Chicago for business or leisure, Le Méridien Essex Chicago provides a comfortable and upscale experience for all guests.

Welcome to Chicago Southland Hotel, located at 4375 Frontage Road in Oak Forest, Illinois. Our hotel offers comfortable and spacious lodging accommodations for both business and leisure travelers. With a convenient location just minutes from downtown Chicago, guests can easily explore all the city has to offer while still enjoying a peaceful retreat in the Southland area. Our hotel amenities include a fitness center, indoor pool, on-site restaurant, and modern meeting facilities. Whether you're visiting for work or play, Chicago Southland Hotel is the perfect choice for your stay in the Windy City.

Luxe Inn offers luxurious whirlpool suites and extended stay options for guests seeking a relaxing and comfortable stay in Dolton, Illinois. Located at 1335 Sibley Boulevard, this upscale lodging institution provides a range of amenities including spacious rooms with whirlpool tubs, complimentary breakfast, and free Wi-Fi. Whether you are visiting for a romantic getaway or an extended business trip, Luxe Inn is the perfect choice for a memorable stay in the United States.

No.9 Chicago is a vibrant and energetic bar and night club located at 1543 North Kingsbury Street in the heart of Chicago, Illinois. Known for its lively atmosphere, top-notch cocktails, and cutting-edge music, No.9 Chicago is a favorite destination for locals and tourists alike. Whether you're looking to dance the night away or enjoy a casual drink with friends, No.9 Chicago offers a unique and unforgettable experience. Come check out this stylish and trendy hotspot in the bustling nightlife scene of Chicago.

The Hyde Park Arms Hotel is a charming lodging establishment located at 5316 South Harper Avenue in Chicago, Illinois. Situated in the historic Hyde Park neighborhood, this hotel offers cozy and comfortable accommodations for travelers looking to explore the city. With its convenient location near popular attractions such as the University of Chicago and Lake Michigan, guests can enjoy a relaxing stay in a bustling urban environment. The Hyde Park Arms Hotel is known for its friendly staff, clean rooms, and affordable rates, making it the perfect choice for both business and leisure travelers. Book your stay today and experience the warmth and hospitality of this lovely hotel in the heart of Chicago.

Bridgeview Inn is a cozy lodging establishment located in the heart of the Chicago area. Situated at 10030 South Harlem Avenue in Bridgeview, Illinois, our inn offers comfortable and affordable accommodations for travelers visiting the region. Whether you are in town for business or leisure, our convenient location provides easy access to local attractions, restaurants, and shopping destinations. Our friendly staff is dedicated to providing exceptional service to ensure a pleasant stay for all guests. Experience the warmth and hospitality of Bridgeview Inn during your next visit to the Chicago area.

Chinatown Hotel is a cozy and affordable lodging option located at 214 West 22nd Place in the vibrant city of Chicago, Illinois. The hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. With its prime location in the heart of Chinatown, guests can easily explore the rich cultural heritage and diverse dining options that the neighborhood has to offer. Whether you are visiting for a weekend getaway or a business trip, Chinatown Hotel provides a welcoming and convenient stay in the bustling city of Chicago.

Welcome to the Aragon Arms Hotel, a charming lodging establishment located at 4917 North Kenmore Avenue in the vibrant city of Chicago, Illinois. Our hotel offers comfortable and stylish accommodations for both business and leisure travelers. With a convenient location near popular attractions and amenities, guests can easily explore all that the city has to offer. Whether you are visiting for a weekend getaway or an extended stay, our friendly staff is dedicated to providing exceptional service to ensure a memorable experience. Book your stay at the Aragon Arms Hotel and discover the perfect blend of comfort and convenience during your time in Chicago.

Crossroads Hotel is a cozy and inviting lodging institution located at 5300 South Pulaski Road in the vibrant city of Chicago, Illinois, United States. Our hotel offers comfortable and well-appointed rooms, perfect for both business and leisure travelers. Guests can enjoy modern amenities, friendly service, and a convenient location near popular attractions and amenities. Whether you are visiting for work or pleasure, Crossroads Hotel is the perfect home away from home during your stay in Chicago.

Located in the heart of Chicago, Illinois, The Publishing House Bed and Breakfast offers a unique and cozy lodging experience. Situated at 108 North May Street, this charming institution combines the comfort of a traditional bed and breakfast with the ambiance of a boutique hotel. The rooms are beautifully decorated and feature modern amenities for a comfortable stay. Guests can enjoy a delicious breakfast in the morning and relax in the cozy common areas. Whether you are visiting for business or pleasure, The Publishing House Bed and Breakfast is the perfect place to unwind and enjoy all that Chicago has to offer.