Boutique Hotels in Chicago

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Boutique Hotels in Chicago

Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
$199
$237 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Vacation Club Hotel Blake Chicago

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
$142
$168 total
includes taxes & fees
Sep 8 - Sep 9
Central Loop Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
$224
$295 total
includes taxes & fees
Sep 9 - Sep 10
Sports Illustrated Resorts Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
$146
$203 total
includes taxes & fees
Sep 7 - Sep 8
Staypineapple, An Iconic Hotel, The Loop

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
$114
$135 total
includes taxes & fees
Sep 7 - Sep 8
The Chicago Hotel Collection - Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
$169
$198 total
includes taxes & fees
Sep 7 - Sep 8
Ivy Boutique Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
$176
$209 total
includes taxes & fees
Sep 7 - Sep 8
Eurostars Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
$129
$186 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Felix River North/Magnificent Mile

The Buckingham Hotel

The Buckingham Hotel
Downtown Chicago
$157
$199 total
includes taxes & fees
Sep 7 - Sep 8
The Buckingham Hotel

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
$145
$173 total
includes taxes & fees
Sep 7 - Sep 8
The Whitehall Hotel, BW Premier Collection

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
Downtown Chicago
$179
$213 total
includes taxes & fees
Sep 7 - Sep 8
ACME Hotel Chicago, Outset Collection by Hilton

L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
$287
$341 total
includes taxes & fees
Sep 9 - Sep 10
L7 Chicago by LOTTE

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
$220
$291 total
includes taxes & fees
Sep 20 - Sep 21
The Royal Sonesta Chicago River North

The Talbott, Autograph Collection

The Talbott, Autograph Collection
Downtown Chicago
$279
$367 total
includes taxes & fees
Sep 7 - Sep 8
The Talbott, Autograph Collection

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
$506
$602 total
includes taxes & fees
Sep 20 - Sep 21
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
$638
$758 total
includes taxes & fees
Sep 20 - Sep 21
Waldorf Astoria Chicago

Hotel Lincoln

Hotel Lincoln
Lincoln Park
$134
$183 total
includes taxes & fees
Sep 9 - Sep 10
Hotel Lincoln

The Majestic Hotel

The Majestic Hotel
Lakeview
$137
$161 total
includes taxes & fees
Sep 7 - Sep 8
The Majestic Hotel

The Willows Hotel

The Willows Hotel
Lakeview
$129
$151 total
includes taxes & fees
Sep 7 - Sep 8
The Willows Hotel

The Golden Arm

The Golden Arm
West Town
$139
$163 total
includes taxes & fees
Sep 7 - Sep 8
The Golden Arm
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Top neighborhoods in Chicago

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.

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.

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.

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.

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.

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

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 Wrigley View Rooftop, 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 stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

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 modern cityscape with tall buildings, a clear sky, and a tree-lined street.
Photo by © Cesar Russ Photography

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 cityscape with modern skyscrapers and the Cloud Gate sculpture.

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 river with boats, surrounded by tall buildings and a clear sky.

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 busy urban street with a train crossing, tall buildings, and a tram.

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, Chicago Place Mall, and Water Tower Place.
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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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