Romantic Hotels in Chicago

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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 17, 2026.

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

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

A person overlooking a cityscape from a high vantage point.

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

1. Palmer House a Hilton Hotel

Downtown Chicago

$215 nightly

$256 total

Oct 31 - Nov 1

Total with taxes and fees

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

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

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

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

2. Congress Plaza Hotel

Downtown Chicago

$111 nightly

$132 total

Nov 10 - Nov 11

Total with taxes and fees

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

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

3. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

$241 nightly

$287 total

Oct 31 - Nov 1

Total with taxes and fees

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

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

A modern lobby with a seating area, a bar, and a green wall.

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

4. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

$130 nightly

$153 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

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

5. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

$172 nightly

$204 total

Nov 3 - Nov 4

Total with taxes and fees

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 modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

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

6. L7 Chicago by LOTTE

Downtown Chicago

$183 nightly

$217 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

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

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

7. Hyatt Regency Chicago

Downtown Chicago

$268 nightly

$319 total

Oct 31 - Nov 1

Total with taxes and fees

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

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

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

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

8. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

$112 nightly

$133 total

Nov 11 - Nov 12

Total with taxes and fees

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

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

9. Hotel 505 River North

Downtown Chicago

$181 nightly

$215 total

Nov 16 - Nov 17

Total with taxes and fees

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

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

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

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

10. Hotel Riu Plaza Chicago

Downtown Chicago

$209 nightly

$249 total

Nov 11 - Nov 12

Total with taxes and fees

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

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

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

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

11. Hilton Chicago

Downtown Chicago

$194 nightly

$230 total

Nov 13 - Nov 14

Total with taxes and fees

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

A modern room with a view of a river and high-rise buildings.

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

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

12. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

$249 nightly

$293 total

Nov 15 - Nov 16

Total with taxes and fees

A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

A large banquet hall with round tables, blue tablecloths, and white chairs with blue sashes.

A conference room with a long table, chairs, a projector screen, and a carpeted floor.

A modern hotel lobby with a seating area, a reception desk, and artwork on the walls.

13. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

$168 nightly

$200 total

Nov 1 - Nov 2

Total with taxes and fees

A hotel room with a large bed, a blue sofa, a desk with a TV, and a window with a city view.

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

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

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

Downtown Chicago

$127 nightly

$151 total

Nov 1 - Nov 2

Total with taxes and fees

A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

A modern living room with a dark sofa set, a glass coffee table, and a decorative chandelier.

A cityscape with modern skyscrapers, a waterfront, and a winter setting.

15. Silversmith Hotel Chicago Downtown

Downtown Chicago

$186 nightly

$222 total

Nov 1 - Nov 2

Total with taxes and fees

A modern interior with a bar area, seating, and decorative wooden panels.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a chair.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

16. Best Western Grant Park Hotel

Downtown Chicago

$107 nightly

$127 total

Nov 10 - Nov 11

Total with taxes and fees

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

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

A hotel with a classic facade, multiple flags, and a prominent entrance.

17. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

$169 nightly

$201 total

Nov 15 - Nov 16

Total with taxes and fees

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

A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.

18. The Wade

Downtown Chicago

$142 nightly

$169 total

Nov 1 - Nov 2

Total with taxes and fees

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

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

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

19. Eurostars Magnificent Mile

Downtown Chicago

$152 nightly

$181 total

Nov 1 - Nov 2

Total with taxes and fees

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.

A modern indoor swimming pool with blue seating and a view of the city through large windows.

A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

20. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

$145 nightly

$172 total

Nov 1 - Nov 2

Total with taxes and fees

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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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Romantic Hotels: What you need to know

Romantic stays in Chicago

Chicago offers a romantic city escape with plenty of ways to connect. Explore the Chicago Riverwalk or parks like Millennium Park and Grant Park, or take in views from an observation deck. Downtown Chicago hotels often feature couples treatment rooms, couples dining, and deep soaking bathtubs for a relaxing end to your day.

Romantic hotels in Chicago

For a romantic escape in Chicago, these hotels offer luxurious settings and amenities designed for couples. Each provides a distinct experience, from private dining options to relaxing spa treatments, ensuring a memorable stay.

Waldorf Astoria Chicago

The 5-star Waldorf Astoria Chicago, with a guest rating of 9.4 out of 10, provides a setting for couples to relax with its couples treatment rooms. Travelers can also enjoy intimate meals with couples dining and unwind in a deep soaking bathtub.

Neighborhood: Downtown Chicago
Nearby attractions: Michigan Avenue (about a 5-minute walk)
Travelers also like the fireplace.

Park Hyatt Chicago

The 5-star Park Hyatt Chicago earns a guest rating of 9.6 out of 10, offering couples a chance to reconnect with its couples treatment rooms. Guests can also enjoy special moments with couples dining.

Neighborhood: Downtown Chicago
Nearby attractions: Michigan Avenue (about a 5-minute walk)
Travelers also like the furnished balcony or patio and lake view.

The Langham, Chicago

With a guest rating of 9.8 out of 10, the 5-star The Langham, Chicago provides a luxurious experience for two. Couples can indulge in couples treatment rooms, enjoy private moments with a deep soaking bathtub, and savor meals with couples dining.

Neighborhood: Downtown Chicago
Nearby attractions: Chicago Riverwalk (about a 5-minute walk), Michigan Avenue (about a 5-minute walk)
Travelers also like the lake view and fireplace.

Four Seasons Hotel Chicago

The 5-star Four Seasons Hotel Chicago has a guest rating of 9.4 out of 10 and offers couples treatment rooms for a relaxing shared experience. This hotel focuses on providing a serene environment for travelers.

Neighborhood: Downtown Chicago
Nearby attractions: Michigan Avenue (about a 5-minute walk)
Travelers also like the balcony.

The St. Regis Chicago

The 5-star The St. Regis Chicago, with a guest rating of 9.4 out of 10, is designed for romantic getaways. Travelers can enjoy couples treatment rooms for shared relaxation and intimate meals with couples dining.

Neighborhood: Downtown Chicago
Nearby attractions: Millennium Park (about a 5-minute walk), Grant Park (about a 5-minute walk)
Travelers also like the river view.