A river with a yellow boat, surrounded by tall buildings and a bridge.

Chicago Hotel Guide - Boutique Hotels in Chicago, Illinois

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Check availability on Chicago Boutique Hotels

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chicago boutique hotels

A modern restaurant interior with a green wall, hanging lights, and a long dining area.
A hotel lobby with a large Christmas tree, a sofa with red and white pillows, a glass coffee table, and a large window with a view of the street.
A modern interior with wooden flooring, black furniture, and large windows offering city views.
A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

1. Hotel 505 River North

Hotel 505 River North
Downtown Chicago
United Kingdom
Jordan
€210
includes taxes & fees
25 Oct - 26 Oct
Hotel 505 River North
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Amanda
€182
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.
A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.
A hotel room with a flat-screen TV mounted on a wooden wall, a sofa with a teal pillow, a desk with a lamp, and a coffee maker.
A hotel room with a large bed, a sofa, a nightstand, a lamp, and a window with curtains.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Mario
€192
includes taxes & fees
12 Nov - 13 Nov
Hilton Vacation Club Hotel Blake Chicago
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.
A staircase with red carpet, wooden paneling on the walls, and a bar area with stools.
A bar area with a dark blue brick wall, wooden slats, and a counter with two chairs.
A cozy lounge area with green walls, wooden floors, and leather seating. There are tables and chairs arranged for dining and socializing.

4. The Majestic Hotel

The Majestic Hotel
Lakeview
United States
Toby
€119
includes taxes & fees
18 Nov - 19 Nov
The Majestic Hotel
A room with two chairs and a small table, a large window with a city view at night.
A bar area with a long counter, multiple stools, and a television screen.
A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.
A modern hotel lobby with a large window, seating area, and a reception desk.

5. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Kelby
€170
includes taxes & fees
11 Nov - 12 Nov
Eurostars Magnificent Mile
A corridor with ornate black metal railings and a patterned carpet.
A bed with a pillow featuring a pineapple design and the text "Sleep with me." A window reveals a cityscape at night.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.

6. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
RaeQuan
€204
includes taxes & fees
15 Nov - 16 Nov
Staypineapple, An Iconic Hotel, The Loop
A group of people celebrating with sparklers on a rooftop terrace with a city skyline in the background.
A hotel lobby with a reception desk, leather seating, a patterned rug, and a wall with various artworks.
A multi-story hotel with a prominent 'HOTEL LINCOLN' sign, a well-lit facade, and a street view with parked cars.
A gym with treadmills and exercise equipment, wooden walls, and a large window.

7. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Means
€134
includes taxes & fees
8 Nov - 9 Nov
Hotel Lincoln
A hotel bathroom with a large mirror, a sink, and a vanity.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.
A bakery display with pastries and a coffee shop sign in the background.
A gym with various exercise equipment, including treadmills and weight machines.

8. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
United States
Christopher
€232
includes taxes & fees
1 Nov - 2 Nov
Sports Illustrated Resorts Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A hotel room with a large bed, a TV, a desk, and a chair.

9. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
€137
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

10. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
€121
includes taxes & fees
4 Nov - 5 Nov
Carleton of Oak Park
View all properties

Top Chicago Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very good"
Hong 3-night trip
Posted 5 hours ago
Club Quarters Hotel, Central Loop, Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"It is nice and good location"
Shu 1-night trip
Posted 8 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Staff were helpful"
Sondra 4-night trip
Posted 10 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"To quality service from every staff member. Great views. Upgrade to the gold rooms for a wonderful view and access to the lounge. Lounge breakfast and dinner and dessert is WORTH THE $."
elvin 2-night trip
Posted 2 days ago
Fairmont Chicago at Millennium Park

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?
The Chicago Hotel Collection - Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars. Eurostars Magnificent Mile and Sports Illustrated Resorts 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 Soldier Field, Navy Pier and Wrigley Field. You might also want to see spots like Michigan Avenue, United Center and Six Flags Great America 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 August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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.

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