Romantic Hotels in Chicago

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Top 5 Romantic Hotels in Chicago at a glance

1. Palmer House a Hilton Hotel — 4-star hotel in Downtown Chicago. Guest rating: 8.6/10 — Excellent.
2. Congress Plaza Hotel — 3.5-star hotel in Downtown Chicago. Guest rating: 8.0/10 — Very good.
3. InterContinental Chicago Magnificent Mile by IHG — 4.5-star hotel in Downtown Chicago. Guest rating: 9.2/10 — Wonderful.
4. Hilton Vacation Club Hotel Blake Chicago — 4-star hotel in Downtown Chicago. Guest rating: 9.6/10 — Exceptional.
5. Hyatt Regency Chicago — 4-star hotel in Downtown Chicago. Guest rating: 9.4/10 — Exceptional.

Romantic Hotels in Chicago

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago Romantic Hotels consistently deliver on quality, location and traveler experience. Last updated on October 16, 2026.

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

A person overlooking a cityscape from a high vantage point.

A grand ballroom with ornate chandeliers, round tables with floral centerpieces, and elegant chairs.

A formal dining room with a round table set for eight, surrounded by leather chairs, a chandelier, and potted plants.

1. Palmer House a Hilton Hotel

Downtown Chicago

CA $271

CA $364 total

includes taxes & fees

Oct 31 - Nov 1

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

2. Congress Plaza Hotel

Downtown Chicago

CA $155

CA $185 total

includes taxes & fees

Nov 10 - Nov 11

The Intercontinental hotel facade with a large American flag and a floral display.

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

A person lying on a bed with a bottle of champagne, surrounded by food and a magazine.

A swimming pool area with a glass-bottomed pool, a high ceiling with hanging lights, and a staircase with people sitting on it.

3. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

CA $302

CA $408 total

includes taxes & fees

Oct 31 - Nov 1

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

A gym with treadmills, elliptical machines, and stationary bikes, large windows with a city view.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

CA $244

CA $290 total

includes taxes & fees

Nov 3 - Nov 4

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A cityscape with modern high-rise buildings, a river, and a boat.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

5. Hyatt Regency Chicago

Downtown Chicago

CA $339

CA $453 total

includes taxes & fees

Oct 31 - Nov 1

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

6. The Wade

Downtown Chicago

CA $181

CA $215 total

includes taxes & fees

Nov 12 - Nov 13

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A restaurant with booths, tables, and a green wall in the background.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A compact kitchen with a microwave, coffee maker, and sink.

7. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

CA $157

CA $187 total

includes taxes & fees

Nov 10 - Nov 11

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

8. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

CA $183

CA $218 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with a bar area, dining tables, and a central seating area.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

9. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $182

CA $262 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

A modern hotel room with a large bed, a desk, a chair, a lamp, and a view of the city through large windows.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

10. Le Méridien Essex Chicago

Downtown Chicago

CA $169

CA $227 total

includes taxes & fees

Nov 11 - Nov 12

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

A conference room with a long table, chairs, and a large screen.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

11. Hilton Chicago

Downtown Chicago

CA $235

CA $322 total

includes taxes & fees

Oct 30 - Oct 31

A hotel reception area with a modern design, featuring a reception desk, a clock, and a signboard with upcoming events.

A modern hotel room with two beds, a small table with glasses, a wall-mounted lamp, and a city view.

A tall, multi-story building with a prominent vertical feature, likely a lobby or atrium, and a ground-level entrance with a green awning.

12. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

Downtown Chicago

CA $198

CA $277 total

includes taxes & fees

Nov 12 - Nov 13

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

13. Hotel Riu Plaza Chicago

Downtown Chicago

CA $223

CA $306 total

includes taxes & fees

Nov 11 - Nov 12

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

14. Hotel 505 River North

Downtown Chicago

CA $255

CA $348 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large window, a bed, a desk, a chair, and a lamp.

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

15. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

CA $172

CA $205 total

includes taxes & fees

Nov 2 - Nov 3

A room with two chairs and a small table, a large window with a city view at night.

A modern hotel lobby with a large window, seating area, and a reception desk.

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

A bar area with a long counter, multiple stools, and a television screen.

16. Eurostars Magnificent Mile

Downtown Chicago

CA $204

CA $243 total

includes taxes & fees

Nov 1 - Nov 2

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

17. L7 Chicago by LOTTE

Downtown Chicago

CA $244

CA $290 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

18. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

CA $322

CA $425 total

includes taxes & fees

Nov 15 - Nov 16

A spacious lobby with a bar area, seating arrangements, and a large map on the wall.

A hotel lobby with a large seating area, a map on the wall, and a car on the mezzanine.

A bar area with a counter, bar stools, and a display of liquor bottles.

19. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Downtown Chicago

CA $176

CA $210 total

includes taxes & fees

Nov 1 - Nov 2

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

A modern hotel with a corner location, large windows, and a green awning.

A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.

A modern lobby with a reception desk, seating area, staircase, and decorative lighting.

20. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

CA $189

CA $224 total

includes taxes & fees

Nov 1 - Nov 2

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Top neighborhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A river with a bridge, modern buildings, and a historic tower.

A river with a yellow boat and a white yacht. In the background, there are tall buildings and a bridge.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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A large, historic building with a central tower and multiple windows, located near a body of water.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

A coastal cityscape with a long beach, dense urban buildings, and a clear blue sea.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, including a historic tower and modern skyscrapers.

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

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A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.

Wrigley Field

9.0/10 (11,704 reviews)

Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Aragon Ballroom, both located nearby.

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A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)

McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area.

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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)

If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A large stadium surrounded by a cityscape with modern buildings.

Soldier Field

8.8/10 (7,063 reviews)

Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area. If you think Soldier Field is cool, you also might like United Center and Wintrust Arena, both located nearby.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

Millennium Park

9.4/10 (30,446 reviews)

Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A cityscape at night with illuminated buildings, a river, and a bridge.

Chicago Riverwalk

9.6/10 (13,574 reviews)

Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?

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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)

Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the museums and art galleries in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.

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A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

Michigan Avenue

9.4/10 (15,813 reviews)

If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Water Tower Place, and 900 North Michigan Shops.

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