When booking a couples' city break in Chicago there are a wide range of hotels to choose from. Whether you are looking for a downtown stay where you can easily immerse yourselves in the city's vibrant cultural and restaurant scene, or you want a cosy hideaway, there are properties to suit most tastes and budgets. Our hotel experts have scanned the city in search of the best romantic hotels in Chicago. Chosen on their design, service, location and amenities we've selected charming adult-only B&Bs, all-out luxury stays, grand historic properties, and hotels with stand-out restaurants. So why not browse through our collection to start planning that trip away for two?
For luxury
- Viceroy Chicago is a magnificent hybrid of old and new; a perfectly preserved 1920's facade attached to a glistening glass tower in downtown Chicago. Inside you will find the same paradoxes; the rooms are spectacular and so are the views from their floor to ceiling windows. The sexy rooftop bar (with a pool) is perfect for romantic evenings as is The Somerset restaurant downstairs. Luxury defined.
- The Peninsula Chicago stands out for its dignified grandeur. Expect luxury touches such as specially commissioned artworks and glorious soaking tubs (perfect for two) with epic city views. With three award-winning restaurants and a spa that offers treatments inspired by Ayurvedic and Asian philosophies — you'll want for nothing here.
- The Hoxton Chicago is a high-end luxury hotel within easy reach of the city centre and Chicago’s best nightlife spots. Couples should choose one of the Cosy Up rooms with dual aspect city views from the bed. Complete with a rooftop pool and a range of restaurants — this is a good choice for the young and trendy.
- The Langham, Chicago is well located on the river in downtown. Elegant rooms are classic in their design with views from picture windows stealing the show. Amenities include an exclusive members club, gym, restaurant, bar, award-winning spa and indoor pool. A 'has-it-all' option for a luxury couples' break.
- The Gwen has undergone a divine transformation from a historic building to a luxury boutique hotel. Art Deco glamour reigns supreme in the rooms, restaurants and the chic wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble & epic city views. A sexy and stylish stay.
For a historic stay
- The Talbott Hotel is a glamorous Great Gatsby style hotel and a perfect base for romance. Set in a beautifully refurbished 1920's building in downtown Chicago, comfortable and spacious rooms have been carefully crafted by local designers. The popular on-site restaurant draws crowds, as do the cocktails at the vintage bar. An elegant choice.
- The tallest building in the city when it opened, The Blackstone is a historic grand dame updated to the 21st Century. Expect wood-panelling, chandeliers and double-height ceilings combining with buzzing restaurants, an extensive art collection and quirky modern furniture. Having hosted many Presidents and celebrities, you can be sure of a very luxurious stay. A real destination hotel for couples.
For a B&B
- The Sono is a lovely boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely. A dreamy country kitchen with relaxed benches, a roof-top with city views and fire-side sitting rooms seal the deal. The adults-only policy make this the perfect cosy love nest.
- Villa d'Citta is an Italian-themed B&B in a leafy residential neighbourhood. Built in the 1880s, expect high ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples.
- Bishops Hall is a grand Georgian-Revival B&B with glamorous period drama. Romantic rooms bring the past to life; expect four-poster beds, oriental rugs, gilded portraits and Chinese porcelain. Fire-side tea-time and musical evenings are the cherry on the cake.
- Harvey House Bed and Breakfast is a small yet sophisticated B&B located in leafy Oak Park. Rooms and suites have been lovingly designed and decorated; you'll find antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. A cosy hideaway for two.
For foodies
- At Nobu Hotel Chicago, sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, a slick indoor pool and skyline facing rooftop terrace. Perfect for a food-centric and luxurious couples' break.
For great value
- Claridge House offers boutique luxury for those on a budget. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. A spa and beautiful French bistro-style bar make this ideal for a romantic and affordable getaway.
Still not sure where to book?
