Best Romantic Getaways in Chicago

Four Seasons Hotel Chicago, freshly transformed, offers a romantic retreat in its iconic luxury. Offering a vibrant mix of culture, style, and Chicago’s spirit, the hotel has fully renovated rooms with unrivaled views of downtown and Lake Michigan. The lounge, ideal for socializing, and Adorn Bar & Restaurant, helmed by Executive Chef Richie Farina, promise a unique Chicago experience.

For an unparalleled luxury and romantic experience, The Peninsula Chicago combines traditional Asian service with Chicago’s warmth. Located centrally, it offers couples a five-star stay with views of the cityscape, making it a prime choice for celebrating special moments. Its proximity to local and international attractions enhances any romantic getaway.

The Chicago Athletic Association hotel, a restored 1893 architectural gem, offers a historic stay with modern dining and entertainment. Located near Millennium Park, it’s a unique choice for a weekend getaway for couples, that combines old-world elegance with contemporary luxury.

Hotel EMC2, embodying the intersection of art and science, offers a unique stay in Streeterville with futuristic, high-tech amenities. Couples can enjoy privacy with a romantic flair, including room service robots and a rain shower with bedroom views, making it a modern retreat near the Magnificent Mile.

Overlooking Lake Michigan, The Gwen offers a blend of luxury amenities and unparalleled service in downtown Chicago. Its rooftop terrace and on-site restaurants present a perfect setting for a romantic escape, with the Magnificent Mile just steps away, ensuring a memorable weekend getaway for couples.

Eurostars Magnificent Mile offers an industrial-chic stay in River North, surrounded by the Magnificent Mile’s shops and eateries. Its cozy atmosphere and wellness area provide a serene backdrop for a romantic getaway, blending modern comfort with avant-garde elegance.

On the Chicago River, Kimpton Hotel Monaco Chicago offers a vibrant, eco-friendly stay with in-room spa services. Its central location near the Magnificent Mile and Millennium Park makes it an ideal choice for a romantic city getaway, complete with evening wine receptions.

Set within the iconic London Guarantee & Accident building, LondonHouse Chicago offers modern elegance on the Chicago River. Its rooftop bar provides stunning views, making it a prime location for a romantic getaway in the heart of the city, near Millennium Park and the theater district.

The renovated Sofitel Chicago Magnificent Mile offers a French-inspired experience in downtown Chicago. Minutes from top attractions, it provides a luxurious base for a romantic getaway, combining modern design with rich architectural heritage in a prime location.

SOPHY® Hyde Park reflects the area’s academic and artistic spirit, offering a unique stay minutes from The University of Chicago. Ideal for a couples retreat, this hotel is a gateway to exploring Hyde Park’s culture, making it perfect for those seeking a romantic and intellectual escape.

Staypineapple Chicago, a boutique hotel in the iconic Reliance Building, offers a luxurious, historic taste of the Windy City. It’s an intimate setting for a romantic escape, situated across from Millennium Park, providing easy access to Chicago’s top attractions and dining, making it an ideal couples retreat.

The Hoxton, Chicago, nestled in the West Loop, offers a home away from home with a modern Mediterranean restaurant, rooftop pool, and multiple bars. Its location and amenities provide the perfect backdrop for a romantic getaway, with easy access to Willis Tower and the financial center, ensuring a memorable stay.

The Ritz-Carlton, Chicago redefines 5-star elegance, offering a luxurious lakeside escape in downtown Chicago. Perfect for both business and leisure, this iconic hotel promises an unforgettable romantic weekend getaway for couples with top-tier accommodations and hospitality, nestled in an enviable lakefront location.

Trump Chicago stands out for its bold style and luxurious amenities in the heart of the city. With personalized service and exquisite dining options, it offers a romantic retreat for those seeking unparalleled luxury near all major attractions, making it perfect for an unforgettable romantic escape.

In the exclusive Gold Coast neighborhood, Viceroy Chicago redefines luxury with its location at the historic Cedar Hotel site. Steps from the Magnificent Mile and Lake Michigan, it’s perfect for couples looking for a romantic getaway in a setting that combines historic elegance with modern luxury.

Virgin Hotels Chicago, in the heart of the Loop, offers a quirky and curious take on luxury. Steps from the Chicago Theatre and Magnificent Mile, it’s an ideal spot for a weekend getaway for couples that promises to be as vibrant and dynamic as the city itself.

Near Michigan Avenue, the Waldorf Astoria Chicago, a Parisian-style charm hotel in the Gold Coast neighborhood offers a romantic retreat with elegant rooms, some featuring fireplaces or terraces. It’s a sanctuary for couples, complete with a Forbes-rated spa and personalized service, making it perfect for a luxurious romantic getaway.

The Champagne Lodge and Luxury Suites, just outside Chicago, specializes in private spa suites for rest and relaxation. Designed for romantic getaways, each suite features whirlpool tubs and fireplaces, offering an intimate escape with luxury amenities for couples seeking serenity and indulgence.

Overlooking Grant and Millennium Parks, the Fairmont Chicago offers a luxurious stay with exclusive Fairmont Gold experiences. Its proximity to Navy Pier and the Magnificent Mile makes it a prime spot for a romantic escape, offering refined dining and a quintessential Chicago experience.

Freehand Chicago situates couples just steps from the Magnificent Mile in River North, blending comfortable accommodations with the city’s architectural elegance. This hotel is a haven for those on a romantic retreat, featuring design by Roman & Williams and an award-winning cocktail bar, Broken Shaker, perfect for evening drinks after exploring nearby attractions.

Nobu Hotel Chicago, in the vibrant Fulton Market district, combines industrial chic with Japanese simplicity. This hotel offers a tranquil retreat with a renowned Nobu restaurant and rooftop bar, making it an ideal weekend getaway for couples seeking a blend of luxury and culinary excellence.

The historic Palmer House Hilton, in the theater and financial district, combines over 140 years of history with modern luxury. Steps from the Art Institute and Millennium Park, it offers a grand setting for a romantic getaway, with exquisite dining and spacious accommodations.

Swissotel Chicago, with its distinctive triangle structure, offers a blend of European style and Swiss elegance downtown. Its luxury suites and breathtaking views make it a perfect choice for a romantic retreat, near signature sights and providing a tranquil yet central stay.

Nestled in Chicago’s vibrant West Loop, The Publishing House offers a cozy, intimate bed and breakfast experience perfect for a romantic getaway. This beautifully renovated 1909 building combines historic charm with modern luxury, including en suite rooms and a sumptuous breakfast, making it an ideal retreat for couples seeking a blend of history and romance in the city’s most trendy neighborhood.

Steps from the Magnificent Mile, Hampton Inn Chicago Downtown/Magnificent Mile offers modern comfort with stunning Lake Michigan views. Its location near top attractions and amenities like free hot breakfast make it an ideal weekend getaway for couples seeking convenience and value in the heart of Chicago.

Holiday Inn Express Magnificent Mile provides a convenient and comfortable base in downtown Chicago, close to businesses and attractions. Its proximity to Bally’s Casino and the Magnificent Mile makes it ideal for couples seeking a romantic city adventure, with easy access to shopping, dining, and entertainment.

Red Roof Inn Morton Grove offers budget-friendly accommodations near Chicago’s key attractions, including shopping centers and universities. While providing essential comforts like free Wi-Fi and breakfast, it’s a practical choice for couples looking for an affordable weekend getaway near the city.

Harvey House Bed and Breakfast combines luxury hotel amenities with boutique inn charm, perfect for romantic getaways. Located with easy access to downtown and airports, it offers gourmet breakfast and luxury baths, ideal for couples seeking a blend of comfort and elegance.

The Langham, Chicago, blending urban sophistication with refined luxury downtown, offers a serene romantic retreat. With luxurious rooms overlooking the cityscape and the Chicago River, and bespoke amenities like Chuan Spa, it’s a sanctuary in the city for a luxurious romantic weekend getaway for couples.

With its Italian architecture, Villa D’ Citta offers a luxurious, old-world comfort in Lincoln Park. This premier bed and breakfast is steps from boutique shopping and dining, making it a perfect romantic escape for couples seeking luxury and the charm of one of Chicago’s trendiest neighborhoods.