Romantic Chicago Hotels

That special day you’ve waited for your whole life is finally upon you. It’s time to settle into a bright new partnership with your loving spouse, and you need to pick just the right hotel for romance. But hold on- what if you two are just starting things off and your partner has hinted that it’s time to spice things up with a weekend trip to the Windy City? If it’s the right time to get away and head to Chicago for romance, whether it’s your first month as a couple or your first night as newlyweds, you’ll want to peruse this selection of highly romantic get-away destinations.

The first thing to check in on when booking a romantic hotel is to see if they offer the kinds of things that you and your loved one will most value during your time together. Do you want a room with a view? Do you prefer to see more of the city, Lake Michigan, or the Chicago River? Does the hotel offer a romantic package deal, including champagne, wine, chocolate, flowers, and deals on massage, spa, and beauty treatments? Check the menu of the restaurant and see what their room service does and doesn’t include, because after all, an ideal romantic trip may include a few meals in your room or suite.

A few hotels endeavor to cover all of these bases. At the Omni Chicago Hotel, you may book a suite- as the hotel is only suites- on the Magnificent Mile and stroll the rooftop fruit, vegetable, and herb garden. They do offer personal retreats with in room beauty and massage treatments. Nearby, the Kimpton Palomar provides in room spa services and a hosted wine hour with free drinks. Some hotels such as the Hyatt Regency and Sofitel Chicago Water Tower offer space specifically as a wedding site and offer wedding and honeymoon packages.

Whatever your destination, be sure to ask the concierge for suggestions on how to make your stay at the hotel and your visit to the city beyond a memorable experience. Hotel concierges are too frequently an overlooked service that can maximize your time and enjoyment during a vacation. And it may not need saying, but just in case- this is one trip in which you’ll want to leave the kids with their grandparents or a trusted family member. You deserve this time away together, so make the most of it in Chicago!

The Langham Hotel Chicago

The Langham Chicago is a five-star hotel situated along the Chicago River next to Magnificent Mile. There are a lot of on-site perks, including a spa with aromatherapy showers, a spacious indoor pool, a kid’s playroom, and a movie theater that can comfortable seat 12.

Godfrey Hotel Chicago

The Godfrey Hotel Chicago offers four-star service in the heart of the River North neighborhood, full of happening restaurants, nightlife and theater entertainment. In your room, enjoy thoughtful amenities and out, stop in one of the scenic indoor/outdoor spaces, like the I|O Rooftop Lounge.

Conrad Chicago

Situated on Magnificent Mile just north of the Streeterville district, Conrad Chicago offers the best of Chicago entertainment. It also has high-tech amenities like bluetooth in each room, 65-inch HDTVs, and intuitive room controls. There’s also a bourbon restaurant and a rooftop bar.

Park Hyatt Chicago

Situated just steps from Magnificent Mile next to the historic Water Tower, Park Hyatt has a lot of offer and a five-star rating. There’s an on-site pool and spa as well as several upscale eateries and a rooftop bar. At night, sleep in luxurious rooms with deep-soaking tubs and cozy window seats.

Four Seasons Hotel Chicago

In the heart of Chicago’s Gold Coast is a gold-standard institution: Four Seasons Hotel Chicago. The five-star accommodations offer the most luxurious stay in town, with ultra upscale amenities like an Athens-inspired indoor pool, on-site spa, and on-demand ice cream man for the kids.

Loews Chicago Hotel

Tucked a block from the Chicago River just steps from Navy Pier, Loews Chicago Hotel has is situated in Chicago’s most prime real estate. And the inside is equally as impressive, with a rooftop bar, indoor pool, and several on-site eateries.

Warwick Allerton Hotel

The Warwick Allerton Chicago is situated on Magnificent Mile in one of the city’s most recognizable landmarks. The jazz-era building will take you to simpler times, with luxe amenities like an on-site lounge and in-room massage services. There are plenty of modern perks too, like new HD televisions and iHome docking stations.

The Ritz-Carlton Chicago

The Ritz-Carlton Chicago is situated in the heart of the city, steps from Magnificent Mile destinations as well as the Museum of Contemporary art and Lake Michigan. Inside, the four-star hotel has a ton of luxe amenities, like an indoor pool, spa, and on-site restaurant with seasonal rooftop bar.

Waldorf Astoria Chicago

Waldorf Astoria Chicago is a five-star hotel in the heart of the swanky Gold Coast neighborhood. Of course, there are five-star amenities to match, like an on-site spa, lap pool, and fitness center as well as awarded restaurants, in-room wet bars and marble bathrooms with separate soaking tubs.

Kimpton Hotel Monaco Chicago

One block from the Chicago Riverwalk, the Kimpton Hotel Monaco is a four-diamond accommodation in downtown Chicago. The luxe, boutique-style hotel offers special extras like a sleek fitness center, nightly happy hour, and complimentary PUBLIC bicycles—not that you’ll need them to access the many nearby attractions.

LondonHouse Chicago, Curio Collection by Hilton

A luxury lifestyle hotel along the Chicago River, LondonHouse Chicago, Curio Collection by Hilton is situated within the historic London Guarantee & Accident Building. Interiors pay homage to the heydey of Chicago while incorporating modern furnishings and high-tech extras, like smart TVs and free WiFi.

St. Jane Hotel Chicago

Situated in the historic Carbon and Carbide Building, the St. Jane hotel is one of the newest places to stay in Downtown Chicago. Just blocks from the Chicago River, the Art Deco building is equally stunning inside. For the most luxurious experience, reserve a room in The Tower on floors 24 and up.

Palmer House A Hilton Hotel

Potter Palmer built Palmer House for his wife Bertha in the 19th century. Open since 1873, it is the longest continuously operating hotel in the U.S. Guests today can sleep in the historic accommodations just a stone’s throw from Millennium Park and the Art Institute.

Kimpton Gray Hotel Chicago

The Kimpton Gray Hotel is a shiny new penny in Chicago. Its rooftop bar and fine dining establishments are the talk of the town, much like the gym’s on-trend Peloton bike. The Gray also lets you bring Fido for free, who you can take for a walk in nearby Millennium Park.

Silversmith Hotel Chicago Downtown

A stone’s throw from Millennium Park and the Art Institute of Chicago, the Silversmith Hotel boasts an unbeatable location. That, coupled with a sophisticated design, trendy on-site restaurant, ample business services and complimentary WiFi make it worth the price.

Chicago Athletic Association

Stay in the lap of luxury like the elite members of Chicago’s Gilded Era at the Chicago Athletic Association Hotel, tucked alongside Millennium Park. Once a members-only retreat for the rich and famous, today the classic architecture, on-site eateries and unparalleled service is open to all.

Staypineapple The Loop Chicago

Staypineapple, An Iconic Hotel, The Loop Chicago is tucked in a historic building near the bustling theater district. Its trendy location and modern amenities are anything but staid, offering bright robes and matching yellow beach cruisers for guests. Plus, you can bring your pup!

Kimpton Hotel Allegro

Adjacent to the Cadillac Theatre, find the Kimpton Hotel Allegro and its storied architecture. Equally luxe interiors are outfitted in Mid-Century Modern design that complements the classic cocktails served in the upscale lobby bar. The four-star accommodations offer a lot for the price: primarily, a location walkable to the best Windy City arts and entertainment.

Fairmont Chicago Millennium Park

Fairmont Chicago Millennium Park is situated along Millennium and Lake Shore East Park just two blocks from the Chicago Riverwalk. The four-star hotel has some pretty luxe features, including swanky on-site dining, a spa with fitness center and lap pool and rooms with sweeping views.

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel boasts every luxury on one of the most brag-worthy corners in Chicago. Its modern architecture is at home next to both Millennium and Lake Shore East parks near the Financial District and Michigan Avenue. Plus, there’s free WiFi and a rooftop pool.

The Blackstone, Autograph Collection

Want to sleep in the same hotel as 12 U.S. presidents and Chicago’s most notorious gangsters? The Blackstone, Autograph Collection, has been restored its Prohibition-era glory. Throughout, find historical artifacts and period-styled guest rooms, that are of course complete with all of the amenities for modern luxury.