Search Boutique Hotels in Chicago

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Chicago Boutique Hotels

Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Breakfast, lunch and dinner served
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1004)
"The location was really close to the places I wanted to see while I was in town. The staff was really accommodating and helpful. The restaurant connected to hote was really good and convenient before we had to drive back to airport. Even though i didn’t want to pay for $60 valet, it was really easy when I needed the car to take a drive. I also didn’t like the rooms windows, seems they are single pane and you get a lot of outdoor noise at night. "
The price is ₹14,836
per night
28 May - 29 May
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1003)
"The rooms were very spacious and clean. It was a short walk to Millennium park as well as Magnificent mile. The lobby and restaurant were under construction but looked like a great space once done. "
The price is ₹17,454
per night
27 May - 28 May
L7 Chicago by LOTTE
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1007)
"The front desk staff was very nice and helpful. Easy to get to trains or just walk to where you wanted to go."
The price is ₹19,625
per night
27 May - 28 May
Virgin Hotels Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Great hotel in a great location! Very friendly, clean, fun, with a fun restaurant in the hotel."
The price is ₹9,193
per night
12 May - 13 May
Staypineapple, An Iconic Hotel, The Loop
ACME Hotel Company
Cocktail bar
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1386)
"Staff was super friendly, and professional. Room was clean and smelt good. Bed was comfortable and supportive. Cafe downstairs was really convenient and really yummy"
The price is ₹10,446
per night
12 May - 13 May
ACME Hotel Company
The Talbott Hotel
Terrace/patio
The Talbott Hotel
4.0 star property
8.8 out of 10, Excellent, (1002)
"Friendly staff"
The price is ₹14,205
per night
27 May - 28 May
The Talbott Hotel
The Willows Hotel
Premium bedding, minibar, desk, blackout curtains
The Willows Hotel
3.0 star property
8.4 out of 10, Very good, (1004)
"Beautiful historic property with knowledgeable & friendly staff. Clean, quiet, & very comfortable rooms. Great pillows & crisp white sheets on the beds. I highly recommend The Willows Hotel. ⭐️⭐️⭐️⭐️⭐️"
The price is ₹10,773
per night
13 May - 14 May
The Willows Hotel
The Majestic Hotel
Property entrance
The Majestic Hotel
3.0 star property
8.4 out of 10, Very good, (1006)
"As a native Chicagoan, there was a time when I dreamed of living North Shoreoff of Lake Shore Drive. To finally get the chance to get the chance to feel the vibe of the area was energizing. If you are look for new and modern...this is not the place for you. If you want to step back in time to when "old Chicago money" went a lot further, then The Majestic is worth the reservation. Very professional people tending the front desk and a cozy Cubs hospitality room to kick back while the fireplace...
The price is ₹10,773
per night
12 May - 13 May
The Majestic Hotel
Eurostars Magnificent Mile
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1913)
"I was able to check in early which was great after an early flight. Staff was friendly."
The price is ₹15,030
per night
12 May - 13 May
Eurostars Magnificent Mile
Ivy Boutique Hotel
Rooftop terrace
Ivy Boutique Hotel
4.5 star property
8.2 out of 10, Very good, (1004)
"My stay was amazing "
The price is ₹14,126
per night
27 May - 28 May
Ivy Boutique Hotel
Don't see what you're looking for?
See all available properties in Chicago
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.

Frequently asked questions

Searching for a cosy accommodation option for your visit to Chicago?
A boutique hotel may be just what you’re looking for if you enjoy smaller hotels with quality service and great atmosphere. Select from 26 boutique-style accommodation options in Chicago to find a property that captures the local spirit of this destination.
What's the best boutique accommodation in Chicago?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and Virgin Hotels Chicago are other choices for a boutique stay.
How many boutique hotels will I be able to find in Chicago?
Expedia has 26 boutique hotels in Chicago.
What's there to see and do in Chicago?
Visitors speak positively about this destination’s major shopping centres, scenic landscape and art galleries. Major sights and activities around Chicago include Grant Park, Navy Pier and Wrigley Field. You might also want to see well-known spots like Millennium Park, Art Institute of Chicago and Willis Tower during your trip.
#### When Should I Plan a Trip to Chicago?\n
If you’re wondering about the local weather, use this info to help you plan your Chicago getaway:
What's the best way to get to my boutique hotel in Chicago?
You have a few options for travelling to and around Chicago. The closest major airport is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away, but Chicago O’Hare International Airport (ORD) may also be an option. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.