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 November 8, 2026.

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

1. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

CA $283 total

includes taxes & fees

Nov 23 - Nov 24

A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

2. Palmer House a Hilton Hotel

Downtown Chicago

CA $260 total

includes taxes & fees

Nov 24 - Nov 25

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

3. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

CA $187 total

includes taxes & fees

Dec 9 - Dec 10

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

4. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

CA $163 total

includes taxes & fees

Dec 7 - Dec 8

A cityscape at dusk with illuminated skyscrapers, a river, and a bridge.

5. Swissotel - Chicago

Downtown Chicago

CA $267 total

includes taxes & fees

Nov 26 - Nov 27

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

6. citizenM Chicago Downtown

Downtown Chicago

CA $195 total

includes taxes & fees

Nov 23 - Nov 24

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

7. Hotel 505 River North

Downtown Chicago

CA $267 total

includes taxes & fees

Dec 9 - Dec 10

A cityscape with tall buildings, a river, and a bridge.

8. The Royal Sonesta Chicago Downtown

Downtown Chicago

CA $262 total

includes taxes & fees

Dec 8 - Dec 9

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

9. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

CA $168 total

includes taxes & fees

Dec 8 - Dec 9

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

10. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

CA $165 total

includes taxes & fees

Dec 7 - Dec 8

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

11. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

CA $217 total

includes taxes & fees

Nov 23 - Nov 24

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

12. Hotel Riu Plaza Chicago

Downtown Chicago

CA $262 total

includes taxes & fees

Nov 23 - Nov 24

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.

13. L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

CA $219 total

includes taxes & fees

Dec 7 - Dec 8

A bar area with a checkered floor, bar stools, and a well-lit sign above the bar.

14. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

CA $142 total

includes taxes & fees

Dec 7 - Dec 8

A multi-story hotel with a prominent sign reading "Crowne Plaza."

15. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

CA $193 total

includes taxes & fees

Nov 22 - Nov 23

A river with buildings on both sides, a bridge, and a pedestrian walkway.

16. River Hotel

Downtown Chicago

CA $193 total

includes taxes & fees

Dec 6 - Dec 7

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.

17. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

CA $190 total

includes taxes & fees

Nov 22 - Nov 23

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

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

CA $174 total

includes taxes & fees

Dec 7 - Dec 8

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

19. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

CA $191 total

includes taxes & fees

Nov 23 - Nov 24

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $269 total

includes taxes & fees

Nov 23 - Nov 24

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Top neighborhoods in Chicago

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

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.

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.

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.

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.

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 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 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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