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Check availability on Downtown Chicago Boutique Hotels

Our top choices for Downtown Chicago boutique hotels

Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3161)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is 2.462.335 ₫
2.890.534 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Eurostars Magnificent Mile
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1938)
"Great and comfortable place "
United States
Olu
The price is 1.948.086 ₫
2.286.859 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Central Loop Hotel
Bar (on property)
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3798)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is 2.013.764 ₫
2.363.956 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Whitehall Hotel, BW Premier Collection
American cuisine
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1008)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is 2.814.875 ₫
4.074.914 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Staypineapple, An Iconic Hotel, The Loop
55-inch LCD TV with cable channels, TV, pay films
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3369)
"I loved the location."
United States
Laura
The price is 3.707.708 ₫
4.352.479 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Breakfast, lunch, dinner served; American cuisine
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2319)
"Wonderful customer service, great location! "
United States
Michelle
The price is 2.920.077 ₫
4.269.703 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1119)
"Amazing hotel "
United States
Alondra
The price is 2.504.426 ₫
2.939.945 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1422)
"Staff was wonderful."
United States
Jamie
The price is 4.708.953 ₫
6.423.643 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Virgin Hotels Chicago
Lobby
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2443)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
View from property
The Talbott, Autograph Collection

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (60)
"The location is great, always outstanding service."
United States
Yazmin
The price is 3.108.172 ₫
4.420.793 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Talbott, Autograph Collection
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.
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Top Downtown Chicago Hotel Reviews

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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.
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, Wrigley Field and Navy Pier. You might also want to see places such as Soldier Field, 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.