Chicago Romantic Hotels

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Chicago Romantic Hotels

Properties are selected based on real traveller 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 traveller experience. Last updated on 15 October 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

RM777

RM1,046 total

includes taxes & fees

31 Oct - 1 Nov

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

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.

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

2. Congress Plaza Hotel

Downtown Chicago

RM474

RM563 total

includes taxes & fees

10 Nov - 11 Nov

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

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

A person sitting by a window with a cityscape view.

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

RM866

RM1,172 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

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

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

RM701

RM834 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

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

5. Hyatt Regency Chicago

Downtown Chicago

RM972

RM1,301 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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

6. The Wade

Downtown Chicago

RM518

RM616 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

7. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

RM474

RM563 total

includes taxes & fees

10 Nov - 11 Nov

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.

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

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

8. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

RM541

RM644 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

9. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

RM580

RM820 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

10. Le Méridien Essex Chicago

Downtown Chicago

RM580

RM762 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

RM677

RM925 total

includes taxes & fees

30 Oct - 31 Oct

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

A modern living room with a grey sofa, a black armchair, a round coffee table with a book and a plant, and a large window with curtains.

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

RM567

RM796 total

includes taxes & fees

12 Nov - 13 Nov

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 modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

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

13. Hotel Riu Plaza Chicago

Downtown Chicago

RM675

RM919 total

includes taxes & fees

10 Nov - 11 Nov

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

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

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

14. Hotel 505 River North

Downtown Chicago

RM731

RM999 total

includes taxes & fees

15 Nov - 16 Nov

A tall, modern hotel with a brick facade and numerous windows.

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

RM494

RM587 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

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.

16. Eurostars Magnificent Mile

Downtown Chicago

RM588

RM699 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

17. L7 Chicago by LOTTE

Downtown Chicago

RM701

RM834 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

18. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

RM919

RM1,214 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

Downtown Chicago

RM533

RM633 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A modern restaurant with a long counter, bar stools, and high ceilings with exposed beams.

20. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

RM546

RM649 total

includes taxes & fees

1 Nov - 2 Nov

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Top neighbourhoods 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

The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack. Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend towards the luxurious side, perfect for travellers who appreciate city centre convenience with a side of architectural wow-factor.

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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

River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups. Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.

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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

Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder. Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide pavements. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travellers mingle amid the retail magic.

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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 pavements 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

Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago area feel. Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes criss-crossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theatres for the full Lincoln Park experience.

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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 might also 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 travellers 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 travellers also like the art galleries, museums and monuments in the area. If you think Soldier Field is cool, you might also 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 might also 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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