Boutique Hotels in Downtown Chicago

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Check availability on Downtown Chicago Boutique Hotels

Our top choices for Downtown Chicago boutique hotels

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,009 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is S$216
includes taxes & fees
6 Mar - 7 Mar
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,397 reviews)
"Staff was super friendly and rooms were clean. Definitely will come back "
United States
Daisy
The price is S$274
includes taxes & fees
22 Feb - 23 Feb
Sports Illustrated Resorts Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,669 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is S$239
includes taxes & fees
22 Feb - 23 Feb
L7 Chicago by LOTTE

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,251 reviews)
"Great stay "
United States
Kylee
The price is S$142
includes taxes & fees
1 Mar - 2 Mar
Eurostars Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,122 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,445 reviews)
"Room was perfect, the staff was so friendly. "
United States
Joseph
The price is S$217
includes taxes & fees
1 Mar - 2 Mar
The Royal Sonesta Chicago River North

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (79 reviews)
"Great location! just the right size and tucked away "
United States
andy
The price is S$237
includes taxes & fees
8 Mar - 9 Mar
The Talbott, Autograph Collection

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is S$602
includes taxes & fees
15 Mar - 16 Mar
Waldorf Astoria Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,851 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is S$473
includes taxes & fees
22 Feb - 23 Feb
Trump International Hotel & Tower Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,210 reviews)
"Clean, great customer service, "
United States
Arturo
The Chicago Hotel Collection - Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Downtown Chicago Hotel Reviews

Frequently asked questions

Searching for a cosy accommodation option when you visit Downtown Chicago?
If you want to find a smaller hotel with terrific service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Select from 17 boutique-style accommodation options in Downtown Chicago to find a property that captures this destination's local spirit.
What's the best boutique accommodation in Downtown Chicago?
Hotel Felix River North/Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a 24-hour health club and a fireplace in the lobby. Eurostars Magnificent Mile and L7 Chicago by LOTTE are two other options for a boutique stay.
How many boutique hotels should I expect to find in Downtown Chicago?
Expedia has 17 boutique hotels in Downtown Chicago.
What's there to see and do in Downtown Chicago?
Visitors speak positively about this destination's scenic landscape, art galleries and acclaimed theatres. Major sights and activities around Downtown Chicago include Michigan Avenue, United Center and Wrigley Field. You might also want to see places such as Navy Pier, Goodman Theater and James M. Nederlander Theatre during your trip.
What's the best way to get to my boutique hotel in Downtown Chicago?
You have a few options for getting to and around Downtown Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. Walk to nearby metro stations such as State Station, Clark-Lake Station and Lake Station.

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