41 Best Luxury Hotels with Entertainment in Chicago

The St. Regis Chicago

Hotel

401 East Upper Wacker Drive, Chicago Loop, Chicago, 60601, USA

• View on map

City Style
Romantic Break
Total Relaxation

10 Baths 631.84 ft²

Four Seasons Chicago

Hotel

120 East Delaware, Chicago, IL 60611, USA

• View on map

City Style
Spa Breaks
Romantic Break

22 Baths 809.86 ft²

Park Hyatt Chicago

Hotel

800 North Michigan Avenue, Chicago, IL 60611, USA

• View on map

Outstanding Location
Total Relaxation
Spa Breaks

14 Baths 528.97 ft²

The Langham Chicago

Hotel

330 North Wabash Avenue, River North, Chicago, IL 60611, USA

• View on map

Romantic Hideaway
Spa and Wellness Retreat
Culinary Delights

19 Baths 696.82 ft²

Waldorf Astoria Chicago

Hotel

11 East Walton, Chicago, IL 60611, USA

• View on map

Total Relaxation
Romantic Break
Spa Breaks

5 Baths 852.83 ft²

Courtyard Chicago Downtown/Magnificent Mile

Hotel

165 East Ontario Street, Streeterville, Chicago, IL 60611, USA

• View on map

Romantic Break
Outstanding Location
Spa Breaks

16 Baths 409.66 ft²

Trump International Hotel & Tower Chicago

Hotel

401 North Wabash Avenue, River North, Chicago, IL 60611, USA

• View on map

Outstanding Location
Romantic Retreat
Spa & Relaxation

20 Baths 912.78 ft²

Nobu Hotel Chicago

Hotel

155 North Peoria Street, West Loop, Chicago, IL 60607, USA

• View on map

Romantic Retreat
Culinary Excellence
Wellness Oasis

5 Baths 676.59 ft²

The Ritz-Carlton, Chicago

Hotel

160 East Pearson Street, Streeterville, Chicago, IL 60611, USA

• View on map

Total Relaxation
Romantic Break
Outstanding Location

16 Baths 532.14 ft²

JW Marriott Chicago

Hotel

151 West Adams, Chicago Loop, Chicago, IL 60603, USA

• View on map

City Style
Spa Breaks
Culinary Delights

8 Baths 466.01 ft²

Ivy Boutique Hotel

Hotel

233 East Ontario, Streeterville, Chicago, IL 60611, USA

• View on map

Romantic Break
Total Relaxation
Outstanding Location

4 Baths 573.56 ft²

Marriott Marquis Chicago

Hotel

2121 South Prairie Avenue, South Loop, Chicago, 60616, USA

• View on map

Outstanding Location
Total Relaxation
Romantic Break

25 Baths 473.61 ft²

Loews Chicago Hotel

Hotel

455 North Park Drive, Streeterville, Chicago, IL 60611, USA

• View on map

Romantic Retreat
Outstanding Location
Spa Breaks

21 Baths 550.66 ft²

Hotel EMC2, Autograph Collection

Hotel

228 East Ontario Street, Streeterville, Chicago, IL 60611, USA

• View on map

City Style
Romantic Break
Spa Breaks

6 Baths 324.87 ft²

Kimpton Gray Hotel Chicago by IHG

Hotel

122 West Monroe, Chicago Loop, Chicago, 60603, USA

• View on map

Romantic Retreat
Culinary Delights
Central Location & Local Exploration

15 Baths 349.47 ft²

Renaissance Chicago Downtown Hotel

Hotel

1 West Wacker Drive, Chicago Loop, Chicago, IL 60601, USA

• View on map

Outstanding Location
Romantic Break
Spa Breaks

24 Baths 415.31 ft²

Silversmith Hotel Chicago Downtown

Hotel

10 South Wabash Avenue, Chicago Loop, Chicago, IL 60603, USA

• View on map

Romantic Break
Outstanding Location
Spa & Relaxation

9 Baths 328.9 ft²

Sofitel Chicago Magnificent Mile

Hotel

20 East Chestnut Street, Chicago, IL 60611, USA

• View on map

Romantic Break
Outstanding Location
Total Relaxation

16 Baths 516.67 ft²

The Guesthouse Hotel

Hotel

4872 North Clark, Chicago, IL 60640, USA

• View on map

Romantic Break
Total Relaxation
Designer Shopping

6 Baths 1001.04 ft²

The Emily Hotel

Hotel

311 North Morgan Street, West Loop, Chicago, IL 60607, USA

• View on map

City Style
Romantic Break
Cultural Explorers

7 Baths 413.64 ft²

The Robey, Chicago, a Member of Design Hotels

Hotel

2018 W North Avenue, Wicker Park, Chicago, IL 60647, USA

• View on map

City Style
Rooftop Retreats
Culinary Delights

14 Baths 377.5 ft²

The Westin Michigan Avenue Chicago

Hotel

909 North Michigan Avenue, Streeterville, Chicago, IL 60611, USA

• View on map

Outstanding Location
Spa Breaks
Culinary Delights

28 Baths 387.12 ft²

L7 Chicago by LOTTE

Hotel

225 North Wabash Street, Chicago Loop, Chicago, IL 60601, USA

• View on map

Outstanding Location
Spa & Relaxation
City Style

10 Baths 411.97 ft²

Chicago Athletic Association, part of Hyatt

Hotel

12 South Michigan Avenue, Chicago Loop, Chicago, IL 60603, USA

• View on map

Historic Charm
Gastronomic Delights
engaging-entertainment

12 Baths 328.3 ft²

Hyatt Centric The Loop Chicago

Hotel

100 West Monroe Street, Chicago Loop, Chicago, IL 60603, USA

• View on map

Outstanding Location
Romantic Break
Spa & Relaxation

10 Baths 365.97 ft²

For an unforgettable luxury experience in Chicago, consider The Langham Chicago The Langham Chicago for its stunning riverside views and lavish amenities. The St. Regis Chicago The St. Regis Chicago is another excellent choice, known for its opulence and world-class service. Additionally, Waldorf Astoria Chicago Waldorf Astoria Chicago offers a refined atmosphere with exceptional dining options.

Absolutely! For a romantic getaway, check out the Ritz-Carlton, Chicago The Ritz-Carlton, Chicago, which boasts breathtaking views of the city skyline. Alternatively, Trump International Hotel & Tower Chicago Trump International Hotel & Tower Chicago provides a luxurious stay complete with spa services that make it perfect for couples. Nobu Hotel Chicago Nobu Hotel Chicago offers an intimate ambiance ideal for romance.

Food enthusiasts will love staying at the Kimpton Gray Hotel Chicago, an IHG Hotel Kimpton Gray Hotel Chicago, an IHG Hotel, known for its vibrant culinary scene. The renowned Nobu Hotel Chicago Nobu Hotel Chicago also delights guests with its exquisite Japanese cuisine. For a unique twist on local flavors, try Hotel EMC2, Autograph Collection Hotel EMC2, Autograph Collection.

For breathtaking views of Lake Michigan and the cityscape, Trump International Hotel & Tower Chicago Trump International Hotel & Tower Chicago is a top pick. Another fantastic option is The Langham Chicago The Langham Chicago, where you can gaze out from your luxurious room or enjoy scenic vistas from its acclaimed restaurant. Waldorf Astoria Chicago Waldorf Astoria Chicago also offers picturesque views in a sophisticated setting.

Families seeking luxury accommodations will appreciate Loews Chicago Hotel Loews Chicago Hotel, which features kid-friendly amenities and spacious rooms. Another excellent choice is Marriott Marquis Chicago Marriott Marquis Chicago, offering engaging activities and dining options for all ages. Ivy Boutique Hotel Ivy Boutique Hotel combines family-friendly service with elegant surroundings to ensure everyone has a memorable stay.