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Find Boutique Hotels in Chicago, IL from CA $93

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Top Chicago Boutique Hotels

Hotel Arista
4.5 out of 5
2139 City Gate Ln, Naperville, IL
Free cancellationReserve now, pay when you stay
The price is CA $182 per night from Nov 22 to Nov 23
4.7/5Exceptional! (970 reviews)

"Everything was great,the cleanliness the room was nice with a big deep relaxing soak tub."…"

Reviewed on Oct. 20, 2020

Hotel Arista
Kimpton Hotel Monaco Chicago
4.5 out of 5
225 N Wabash Ave, Chicago, IL
Free cancellation
The price is CA $196 per night from Nov 1 to Nov 2
4.6/5Exceptional! (985 reviews)

"Lovely hotel, I love Kimpton Hotels, consistently high standards."…"

Reviewed on Aug. 17, 2020

Kimpton Hotel Monaco Chicago
Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $109 per night from Nov 11 to Nov 12
4.6/5Exceptional! (991 reviews)

"I loved the hotel! It is stunning with all the historical features. I wish the restaurant and bar were open. The restaurant and bar are open at other hotels so it kind of disappointing ours wasn’t."…"

Reviewed on Oct. 20, 2020

Staypineapple, An Iconic Hotel, The Loop

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Virgin Hotels Chicago
4.5 out of 5
203 N Wabash Ave, Chicago, IL
Free cancellation
The price is CA $182 per night from Nov 2 to Nov 3
4.6/5Exceptional! (1,513 reviews)

"Great location. Everything was in walking distance from the hotel. Hotel was clean and overall was a great hotel to stay in"…"

Reviewed on Oct. 18, 2020

Virgin Hotels Chicago
ACME Hotel Company
3.5 out of 5
15 East Ohio Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $103 per night from Nov 26 to Nov 27
4.6/5Exceptional! (1,469 reviews)

"Clean & Great Location Also $25 For Parking Next Door But It’s Not In & Out Access"…"

Reviewed on Oct. 19, 2020

ACME Hotel Company
Kimpton Hotel Palomar Chicago
4.5 out of 5
505 N State Street, Chicago, IL
Free cancellation
The price is CA $177 per night from Nov 22 to Nov 23
4.6/5Wonderful! (983 reviews)

"excellent location close to shopping and great restaurants"…"

Reviewed on Oct. 23, 2020

Kimpton Hotel Palomar Chicago
The Talbott Hotel
4 out of 5
20 E Delaware Pl, Chicago, IL
Free cancellation
The price is CA $114 per night from Nov 15 to Nov 16
4.5/5Wonderful! (1,091 reviews)

"Very accommodating staff and beautiful hotel - too bad restaurant and bar was closed- thanks Covid!"…"

Reviewed on Oct. 22, 2020

The Talbott Hotel
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5
500 South Dearborn Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $135 per night from Nov 16 to Nov 17
4.5/5Wonderful! (989 reviews)

"Very nice hotel!!!! And showtime made our stay!!! Will definitely stay there again!"…"

Reviewed on Feb. 18, 2020

Hotel Blake, an Ascend Hotel Collection Member
Eurostars Magnificent Mile, previously Dana Hotel
4 out of 5
660 North State Street, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $143 per night from Oct 27 to Oct 28
4.5/5Wonderful! (1,729 reviews)

"My room was everything! I will definitely stay again 😃"…"

Reviewed on Oct. 19, 2020

Eurostars Magnificent Mile, previously Dana Hotel
Ivy Boutique Hotel
4.5 out of 5
233 E Ontario, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $114 per night from Nov 26 to Nov 27
4.4/5Excellent! (964 reviews)

"Ivy Boutique Hotel is in a great location, near shopping and good restaurants (Volare and Hampton Social). We stayed two nights and enjoyed the roof top bar the first night. Tried to go up on the second night, but due to rain they had randomly closed and wasn't going to open until later than advertised. ..."…"

Reviewed on Oct. 23, 2020

Ivy Boutique Hotel
Hotel Lincoln
4 out of 5
1816 N Clark Street, Chicago, IL
Free cancellation
The price is CA $143 per night from Nov 1 to Nov 2
4.4/5Excellent! (1,051 reviews)

"Great location right across from beautiful Lincoln park. It’s a few blocks to CTA stations but also walkable for many restaurants. The staff is friendly and efficient. It’s a bummer that you don’t get preference for roof top bar access as a hostel guest."…"

Reviewed on Sep. 29, 2020

Hotel Lincoln
Carleton of Oak Park
3 out of 5
1110 Pleasant St, Oak Park, IL
Free cancellationReserve now, pay when you stay
The price is CA $181 per night from Oct 30 to Oct 31
4.2/5Excellent! (979 reviews)

"This is our go to hotel when visiting our son in college! Cute, convenient, and love the little downtown Oak Park area!"…"

Reviewed on Aug. 31, 2020

Carleton of Oak Park
Hotel Audrey
4 out of 5
166 E Superior Street, Chicago, IL
The price is CA $121 per night from Oct 27 to Oct 28
4.2/5Excellent! (1,201 reviews)

"Location, room layout and the size of the room was perfect."…"

Reviewed on Oct. 11, 2020

Hotel Audrey
The Willows Hotel
3 out of 5
555 W Surf St, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $100 per night from Nov 16 to Nov 17
4.2/5Very Good! (986 reviews)

"Great quaint place. Staff very friendly. Location close to eats. Safe area to walk around."…"

Reviewed on Oct. 19, 2020

The Willows Hotel
The Majestic Hotel
3 out of 5
528 W Brompton Ave, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $93 per night from Nov 9 to Nov 10
4.1/5Very Good! (986 reviews)

"Great location, great staff, and comfortable. It was curious that there was no hair dryer and it seems I was charged twice for one can of Coke I consumed from the mini bar, but overlooking those oddities, recommendable."…"

Reviewed on Sep. 15, 2020

The Majestic Hotel
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $103 per night from Oct 27 to Oct 28
4.1/5Very Good! (3,263 reviews)

"The staff was extremely accommodating and nice. Really respected COVID and social distancing guidelines."…"

Reviewed on Oct. 20, 2020

The Whitehall Hotel
Raffaello Hotel
4 out of 5
201 E Delaware Pl, Chicago, IL
Free cancellationReserve now, pay when you stay
The price is CA $245 per night from Oct 27 to Oct 28
4/5Very Good! (978 reviews)

"Miss Ruby was so kind and helpful. She helped us figure out parking and good spots in Chicago"…"

Reviewed on Oct. 25, 2020

Raffaello Hotel
Hotel Felix Chicago
4 out of 5
111 W Huron St, Chicago, IL
Get Rates
3.9/5Very Good! (1,211 reviews)

"I liked the set up of the hotel lobby it was cool. It has the bar in a tucked off intimate spot, nice lounge feel with a street view of the city. I didnt get to actually drink there because of this virus but stil. Now moving on to the overall design of the hallways, elevators etc, i think its time ..."…"

Reviewed on Apr. 3, 2020

Hotel Felix Chicago
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Where Should I Stay in Chicago?

Searching for a cozy accommodation for your visit to Chicago? A boutique hotel may be just what you want if you enjoy smaller hotels with personalized service and great atmosphere. Pick from 98 boutique-style accommodations in Chicago to find a property that captures this destination's local spirit.

Travelers say they appreciate these boutique hotels in Chicago:

The Majestic Hotel: 3-star hotel with 52 guestrooms. Enjoy the free breakfast, fitness center, and free WiFi. Popular with our guests for its walkable location and close public transit.

The Talbott Hotel: 4-star hotel with 178 guestrooms. This property offers a restaurant, a bar, and a 24-hour fitness center. Expedia travelers like its walkable location and close public transit.

Hotel Blake, an Ascend Hotel Collection Member: 3.5-star hotel with 41 guestrooms. Take advantage of this property's restaurant, 24-hour fitness center, and in-room massages. Our guests enjoy the quiet rooms.

Central Loop Hotel: 4-star hotel with 109 guestrooms. Provides guests with a restaurant, a 24-hour fitness center, and free WiFi. Reviews say the breakfast and comfortable rooms are noteworthy.

Hotel Felix Chicago: 4-star hotel with 225 guestrooms. Guests can enjoy amenities such as 2 restaurants, a bar, and a 24-hour health club. Expedia travelers like the breakfast and comfortable rooms.

What Should I See and Do in Chicago?

Once you've decided where you'd like to stay in lively Chicago, figure out some fun things to do on your trip. Visitors speak positively about this destination's major shopping centers, scenic landscape, and art galleries.

Chicago is also well known for its:
  • Skyscrapers
  • Theater
  • Architecture
  • Museums
  • Monuments
  • Entertainment

Top activities and sights around Chicago include Millennium Park, Willis Tower, and Skydeck Ledge. While you're here, make sure you don't miss John Hancock Center, McCormick Place, and Wrigley Field.

When Should I Plan a Trip to Chicago?

If you're curious about the local weather, use this info to plan your Chicago getaway:

  • Hottest months: July, June, August, and September, with an average temperature of 83°F
  • Coldest months: January, February, December, and March, with an average temperature of 20°F
  • Driest months: February, January, December, and March, with an average rainfall of 2.31 inches
  • Rainiest months: May, June, July, and August, with an average rainfall of 4.05 inches

Getting Around Chicago

The nearest major airport is in Chicago, IL (MDW-Midway Intl.), which is located 8.6 mi (13.9 km) from the heart of the city, but Chicago, IL (ORD-O'Hare Intl.) may also be an option. Nearby metro stations include Monroe Station, Monroe Station, and Adams-Wabash Station. If you want to see more of the area, hop aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

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 95 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?
The Whitehall Hotel is a favorite 4-star hotel with Expedia travelers looking for a stylish accommodation, featuring 2 restaurants and a bar. Hotel Felix Chicago and ACME Hotel Company are two other options for a boutique stay.
How many boutique hotels should I expect to find in Chicago?
Expedia has 95 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 Millennium Park, Chicago Theatre, and Willis Tower. You might also want to see well-known spots like House of Blues Chicago, Chicago Riverwalk, and Grant Park during your trip.
What kind of weather should I plan for when I travel to Chicago?
Getting an idea of what to expect from the weather in Chicago will help you enjoy your stay to the fullest. The hottest months are usually July and June with an average temp of 72°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chicago are January, April, February, and November, with each month seeing an average of 8 inches of snowfall.
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 Midway Intl. Airport (MDW), which is located 8.6 mi (13.9 km) away, but 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.

Travelers Loved These Boutique Hotels

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