All You Need is Love: Discover Chicago's Most Romantic Hotels

All you need is love, but sometimes love takes a backseat to work, kids, school and whatever else gets thrown in the way. Indulging your special someone with a romantic getaway in the heart of Chicago might be what you both need to rediscover romance and passion.

With a booming luxury hotel business, Chicago is now filled with high-end romantic rooms, with skyline and lake views, sexy bathtubs, and champagne and chocolate for your room. For romance and luxury, book a room at the Waldorf Astoria, Trump International Hotel or The Peninsula where you’ll be treated like royalty. Or for a more homey feel, try the new Hotel Monaco's Serenity Suite, which includes leopard robes, large pillow-filled window nooks overlooking the river, and a TV that rises out of the base of the bed.

If the nightlife scene at the hotel is just as important as your stay, check out the Hotel Allegro or theWit, where you’ll enjoy amenities such as complimentary wine hour, killer rooftop bars and skyline views.

If something more intimate is your pleasure, The Ruby Room Spa and Wellness Center is just off the beaten path in Chicago’s Wicker Park neighborhood. Not only does it feature a small garden in the rear of the building with a waterfall, next door is the Ruby Room which is a full-service spa, salon and healing sanctuary.

It’s easy to discover (or re-discover) romance in Chicago. The hard part is deciding where to stay.

Personalized service blends with modern technology and luxurious furnishings to create luxury boutique hotel service at the Dana Hotel Chicago. Amenities include 24 hour room service, wireless high speed internet, Vertigo Sky Lounge, rainfall...  Read More

For those who love old hotels with historic significance, stepping into the Drake Hotel is like stepping back in time. Its afternoon high tea service, served in Palm Court, has become a tradition for generations of families. Cape Cod serves...  Read More

theWit, a Doubletree Hotel
Photo courtesy of Official Website

TheWit, a Doubletree Hotel, is a sexy hotel that trracts the fashionable set which flock to the ROOF, its popular rooftop lounge that gets packed during happy hour until closing time. It's conveniently located next to the Red Line on the subway...  Read More

Trump International Hotel & Tower Chicago
Photo courtesy of International Hotel & Tower Chicago

Whether you like his politics or not, the Trump International Hotel is one of the city's top hotels, located in a scenic spot along the Chicago River. Located within walking distance of Michigan Avenue, guests rave about the clean and spacious...  Read More

Fairmont Chicago Millennium Park
Photo courtesy of Photo courtesy of Fairmont Chicago Millennium Park

This hotel's fantastic location is next to Millennium Park, the Chicago River and the lakefronts. It's a large, nice and reasonably priced hotel that offers some special treats to make a romantic getaway. You can arrange for side-by-side...  Read More

The Ruby Room Inn isn't a large hotel property but it's perfect for a romantic getaway since it's tucked away in Chicago's Wicker Park neighborhood. There are only 8 rooms in the inn and none has a television or telephone. What it does have are...  Read More

Located on Michigan Avenue, The Peninsula features classically furnished rooms complete with marble bathrooms that include a soaking tub and steam-free inset television. It also offers several dining options from The Lobby, which offers American...  Read More

Chicago Athletic Association
Photo courtesy of Photo courtesy of Chicago Athletic Association

Once an elite private men's club, this property was recently opened to the public, restored and converted into a wood, stained glass and architecturally beautiful boutique hotel. A romantic place for a happy hour drink is the hotel's rooftop...  Read More

The Langham Hotel
Photo courtesy of Photo courtesy of Langham Hotel

Take an unforgetabley scenic and bath in one of the granite tubs, which are in front of large picture windows, in this luxury hotel. The Langham chain recently expanded into Chicago, bringing a mix of British elegance and modern sophistication...  Read More

Waldorf Astoria Chicago
Photo courtesy of Waldorf Astoria Chicago

This is one of Chicago's swankiest luxury hotels, making it also one of the most romantic. If you're ready to splurge for a special night, you will find a staff who will cater to your every whim plus impressive amenities, including a...  Read More


Meet Jamie Bartosch

Jamie Bartosch is a lifelong Chicagoan who thinks her hometown is the greatest city in the world. She is an award-winning newspaper reporter, a freelance travel writer, and the mother of two great kids.

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