Romantic Hotels in Chicago

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Romantic Hotels in Chicago

A grand lobby with a central bar, high ceilings, and classical architecture.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

A spacious lobby with a grand chandelier, a fireplace, and elegant seating arrangements.

1. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

$135

$161 total

includes taxes & fees

Sep 27 - Sep 28

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A man in a suit sitting by a window with a vase of red flowers.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A conference room with a long table, chairs, and a vase.

2. River Hotel

Downtown Chicago

$171

$203 total

includes taxes & fees

Sep 27 - Sep 28

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

A bar with a brick archway, wooden bar counter, and stools.

3. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

$146

$173 total

includes taxes & fees

Oct 25 - Oct 26

A large, historic building with a central courtyard surrounded by trees.

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.

4. Hilton Chicago

Downtown Chicago

$161

$220 total

includes taxes & fees

Oct 24 - Oct 25

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

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

5. Congress Plaza Hotel

Downtown Chicago

$162

$192 total

includes taxes & fees

Oct 25 - Oct 26

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A hotel room with two beds, a window with curtains, a bedside table with a lamp, and a small ottoman.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

A modern interior with a dining area, sofas, and artwork on the walls.

6. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

$152

$184 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

7. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

$168

$200 total

includes taxes & fees

Oct 25 - Oct 26

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

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

8. Hotel Riu Plaza Chicago

Downtown Chicago

$204

$271 total

includes taxes & fees

Oct 25 - Oct 26

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

A gym with treadmills, ellipticals, and weight machines.

9. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

$190

$226 total

includes taxes & fees

Sep 27 - Sep 28

A modern urban building with a distinctive curved facade, a prominent '10pin' sign, and a 'Tertius' restaurant on the ground floor.

A modern lobby with a cityscape view, comfortable seating, and a central round ottoman.

A modern reception area with two curved reception desks, a large glass window, and a contemporary light fixture.

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

10. Hotel Chicago Downtown, Autograph Collection by Marriott

Downtown Chicago

$229

$302 total

includes taxes & fees

Oct 25 - Oct 26

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 modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

11. The Wade

Downtown Chicago

$149

$177 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

12. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

$161

$191 total

includes taxes & fees

Sep 27 - Sep 28

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

A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.

13. Central Loop Hotel

Downtown Chicago

$146

$173 total

includes taxes & fees

Oct 25 - Oct 26

A cozy room with a sofa, a dining table, and a window with a view of buildings.

A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.

A cozy seating area with a round table and two chairs, a brick wall, and a window with a view of buildings.

14. LIVN - West Loop Chicago

Downtown Chicago

$190

$223 total

includes taxes & fees

Sep 27 - Sep 28

A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

An outdoor seating area with modern furniture, surrounded by tall buildings.

A hotel lobby with sofas, a reception desk, a staircase, and a view of the outside.

15. Kasa Lake Shore Chicago

Downtown Chicago

$199

$287 total

includes taxes & fees

Sep 27 - Sep 28

An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

A gym with multiple treadmills aligned in rows, a cityscape mural on the wall, and a view of the water outside.

A grilled pineapple on top of a stack of meat, served on a pan.

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

16. Hyatt Centric The Loop Chicago

Downtown Chicago

$199

$262 total

includes taxes & fees

Sep 27 - Sep 28

A modern building with a colorful facade and a red circular seating area.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

17. citizenM Chicago Downtown

Downtown Chicago

$206

$245 total

includes taxes & fees

Oct 25 - Oct 26

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

A hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

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

A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

$181

$215 total

includes taxes & fees

Oct 25 - Oct 26

A spacious lobby with a checkered floor, a large sofa, and multiple chairs.

A modern room with a checkered floor, two round tables, two armchairs, and a large window with a view of the outside.

A modern kitchen with a built-in refrigerator, a coffee maker, and a flat-screen TV on the countertop.

A hotel room with two beds, a desk with a computer, a chair, a TV, and a large mirror.

19. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Downtown Chicago

$179

$213 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a large window offering a city view, a bed, a desk, and a chair.

A coffee shop interior with a display case of pastries, a coffee machine, and a menu board.

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

20. Courtyard by Marriott Chicago Magnificent Mile

Downtown Chicago

$215

$256 total

includes taxes & fees

Sep 27 - Sep 28

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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 historic building with a fountain in the foreground.

A cityscape at night with illuminated buildings, a large Christmas tree, and a statue.

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 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 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 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 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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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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