10 Best Romantic Hotels in Chicago, IL

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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 16, 2026.

A hotel entrance with a marquee sign, a blue carpet, and a flag.

1. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

￥21,133 total

includes taxes & fees

Dec 10 - Dec 11

A grand lobby with a marble staircase, plush seating, and a large painting on the wall.

2. River Hotel

Downtown Chicago

￥18,799 total

includes taxes & fees

Dec 14 - Dec 15

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

3. Palmer House a Hilton Hotel

Downtown Chicago

￥29,605 total

includes taxes & fees

Nov 24 - Nov 25

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

4. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

￥21,645 total

includes taxes & fees

Nov 23 - Nov 24

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

5. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

￥18,399 total

includes taxes & fees

Dec 7 - Dec 8

A dining table set for six with a cityscape view through large windows.

6. Swissotel - Chicago

Downtown Chicago

￥29,416 total

includes taxes & fees

Dec 13 - Dec 14

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

7. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

￥32,026 total

includes taxes & fees

Nov 23 - Nov 24

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

8. citizenM Chicago Downtown

Downtown Chicago

￥22,027 total

includes taxes & fees

Nov 23 - Nov 24

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

9. ACME Hotel Chicago, Outset Collection by Hilton

Downtown Chicago

￥16,073 total

includes taxes & fees

Dec 7 - Dec 8

A modern restaurant interior with a bar area, seating, and a wooden table.

10. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

￥15,551 total

includes taxes & fees

Nov 22 - Nov 23

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

11. L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

￥26,187 total

includes taxes & fees

Dec 7 - Dec 8

A modern lounge area with seating, a bar, and large windows offering views.

12. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

￥27,780 total

includes taxes & fees

Nov 22 - Nov 23

A multi-story building with a prominent entrance featuring a large archway and a sign.

13. Hilton Chicago

Downtown Chicago

￥30,351 total

includes taxes & fees

Nov 22 - Nov 23

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

14. Hotel 505 River North

Downtown Chicago

￥30,450 total

includes taxes & fees

Dec 16 - Dec 17

A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.

15. Hyatt Place Chicago Medical/University District

Near West Side

￥20,014 total

includes taxes & fees

Nov 23 - Nov 24

A spacious living area with a high ceiling, a central seating area with sofas, a coffee table, and a view of a balcony with red chairs.

16. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

￥23,055 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

Downtown Chicago

￥26,650 total

includes taxes & fees

Dec 15 - Dec 16

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

18. Hyatt Regency Chicago

Downtown Chicago

￥35,168 total

includes taxes & fees

Nov 22 - Nov 23

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

19. Congress Plaza Hotel

Downtown Chicago

￥22,046 total

includes taxes & fees

Nov 22 - Nov 23

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

20. LIVN - West Loop Chicago

Downtown Chicago

￥23,091 total

includes taxes & fees

Nov 22 - Nov 23

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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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Romantic Hotels in Chicago

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Romantic Hotels in Chicago

1. Hilton Vacation Club Hotel Blake Chicago

2. River Hotel

3. Palmer House a Hilton Hotel

4. La Quinta Inn & Suites by Wyndham Chicago Downtown

5. DoubleTree by Hilton Chicago - Magnificent Mile

6. Swissotel - Chicago

7. LondonHouse Chicago, Curio Collection by Hilton

8. citizenM Chicago Downtown

9. ACME Hotel Chicago, Outset Collection by Hilton

10. Hotel Saint Clair- Magnificent Mile

11. L7 CHICAGO by LOTTE HOTELS

12. Hyatt House Chicago/West Loop-Fulton Market

13. Hilton Chicago

14. Hotel 505 River North

15. Hyatt Place Chicago Medical/University District

16. The Allegro Royal Sonesta Hotel Chicago Loop

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

18. Hyatt Regency Chicago

19. Congress Plaza Hotel

20. LIVN - West Loop Chicago

Top neighborhoods in Chicago

The Loop

River North

Magnificent Mile

West Loop

Lincoln Park

Top landmarks in Chicago

Wrigley Field

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