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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, (3139)
"Amazing and will be staying again!"
United States
Angie
The price is ₹8,629
₹10,129 total
includes taxes & fees
4 Jan - 5 Jan 2026
Eurostars Magnificent Mile
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, (1003)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is ₹8,280
₹12,353 total
includes taxes & fees
29 Dec - 30 Dec
Staypineapple, An Iconic Hotel, The Loop
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, (3787)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ₹6,880
₹8,077 total
includes taxes & fees
11 Dec - 12 Dec
The Whitehall Hotel, BW Premier Collection
Nightclub
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1924)
"Great and comfortable place "
United States
Olu
The price is ₹7,329
₹8,604 total
includes taxes & fees
23 Dec - 24 Dec
Central Loop Hotel
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, (3349)
"I loved the location."
United States
Laura
The price is ₹12,668
₹14,871 total
includes taxes & fees
2 Jan - 3 Jan 2026
L7 Chicago by LOTTE
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, (1113)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is ₹8,557
₹10,045 total
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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, (2306)
"Wonderful customer service, great location! "
United States
Michelle
The price is ₹9,977
₹14,588 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Royal Sonesta Chicago River North
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1418)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is ₹20,583
₹27,224 total
includes taxes & fees
11 Dec - 12 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, (2431)
"Staff was amazing! "
United States
Erica
The price is ₹6,669
₹10,572 total
includes taxes & fees
11 Dec - 12 Dec
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, (57)
"great location, loved the gym and large room"
United States
Paulina Renata Silva
The price is ₹11,384
₹16,002 total
includes taxes & fees
28 Dec - 29 Dec
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.
View all properties

Top Downtown Chicago Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Wonderful room, great location and friendly helpful staff. The breakfast buffet is really well done."
Doria 5-night trip
Posted 3 hours ago
The Whitehall Hotel, BW Premier Collection

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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.
What's the best boutique accommodation in Downtown Chicago?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. The Royal Sonesta Chicago River North and The Whitehall Hotel, BW Premier Collection 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, 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.