Find Boutique Hotels in Chicago, IL from CA $163

    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
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Top Chicago Boutique Hotels

Breakfast, lunch, dinner served; Regional cuisine
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1007)
"The staff was amazing. So friendly and helpful "
The price is CA $243
CA $285 total
includes taxes & fees
May 28 - May 29
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1005)
"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 CA $272
CA $319 total
includes taxes & fees
May 26 - May 27
L7 Chicago by LOTTE
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1012)
"This hotel is top notch! The most comfortable bed, linens and pillows ever….they have thought of everything, including little things like the time is displayed in red light letters on the ceiling during the night, near the bed! We enjoyed the restaurant for breakfast and the rooftop bar was so fun for drinks and small plates…the views were wonderful! Our room was spotless and every staff person we came across was friendly, professional and very helpful! We had a fabulous two night stay and would...
The price is CA $278
CA $367 total
includes taxes & fees
May 27 - May 28
Virgin Hotels Chicago
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 CA $256
CA $332 total
includes taxes & fees
May 23 - May 24
Staypineapple, An Iconic Hotel, The Loop
Cocktail bar
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1392)
"I enjoyed my hassle-free stay! "
The price is CA $172
CA $202 total
includes taxes & fees
May 27 - May 28
ACME Hotel Company
Terrace/patio
The Talbott Hotel
4.0 star property
8.8 out of 10, Excellent, (1002)
"Friendly staff"
The price is CA $233
CA $307 total
includes taxes & fees
May 27 - May 28
The Talbott Hotel
Premium bedding, minibar, desk, blackout drapes
The Willows Hotel
3.0 star property
8.4 out of 10, Very good, (1007)
"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 CA $176
CA $207 total
includes taxes & fees
May 13 - May 14
The Willows 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 CA $176
CA $207 total
includes taxes & fees
May 13 - May 14
The Majestic Hotel
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1920)
"I came to Eurostars for my birthday weekend, they gave me an upgrade to the 16th floor and man what a view!! Cleaning staff was on point. Desk crew was so friendly gave me places to visit/eat. Cannot wait to come to back to Chicago will be staying here every single time. Thank you guys 🙏"
The price is CA $246
CA $289 total
includes taxes & fees
May 27 - May 28
Eurostars Magnificent Mile
Rooftop terrace
Ivy Boutique Hotel
4.5 star property
8.2 out of 10, Very good, (1005)
"My stay was very pleasant and quiet. Walking distance to downtown Chicago shopping on Michigan Ave. Love the room decor and furniture."
The price is CA $208
CA $244 total
includes taxes & fees
May 27 - May 28
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 unique accommodation for your visit to Chicago?
A boutique hotel may be exactly what you’re looking for if you like small hotels with quality service and a cool atmosphere. Pick from 26 boutique-style accommodations in Chicago to find a property that captures this destination’s local spirit.
What's the best boutique-style hotel in Chicago?
Eurostars Magnificent Mile is a favorite hotel with Expedia travelers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and Virgin Hotels Chicago are two other options for a boutique stay.
How many boutique hotels should I expect 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 centers, 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 traveling 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 Intl. Airport (ORD) may also be an option. You can access metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.