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

Boutique Hotels & Resorts in Chicago from NZ$218

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Boutique Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chicago boutique hotels

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

1. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Lauryn
NZ$338
includes taxes & fees
27 Sept - 28 Sept
The Chicago Hotel Collection - Magnificent Mile
A room with two chairs and a small table, a large window with a city view at night.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A modern hotel lobby with a large window, seating area, and a reception desk.
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.

2. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
United States
Tony
NZ$449
includes taxes & fees
27 Sept - 28 Sept
Eurostars Magnificent Mile
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A hotel room with a large bed, a TV, a desk, and a chair.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.

3. Central Loop Hotel

Central Loop Hotel
Downtown Chicago
United States
Nathan
NZ$306
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
A bar area with a long counter, bar stools, and a mirrored wall.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.

4. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
United States
James
NZ$304
includes taxes & fees
26 Oct - 27 Oct
The Whitehall Hotel, BW Premier Collection
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A person pouring a drink into a glass with ice and an orange slice garnish.

5. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
NZ$344
includes taxes & fees
27 Sept - 28 Sept
Hotel Felix River North/Magnificent Mile
A multi-story building with a brick facade, a well-maintained lawn, and a black metal fence.
A cozy lounge area with green walls, wooden floors, and leather seating. There are tables and chairs arranged for dining and socializing.
A staircase with red carpet, wooden paneling on the walls, and a bar area with stools.
A cozy lounge area with leather sofas, a central coffee table, and a fireplace.

6. The Majestic Hotel

The Majestic Hotel
Lakeview
United States
Michael
NZ$356
includes taxes & fees
28 Sept - 29 Sept
The Majestic Hotel
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

7. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Suzanne
NZ$218
includes taxes & fees
29 Sept - 30 Sept
Carleton of Oak Park
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

8. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
GUILLERMO
NZ$543
includes taxes & fees
25 Oct - 26 Oct
L7 Chicago by LOTTE
A corridor with ornate black metal railings and a patterned carpet.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.
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.

9. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
United States
Andrea
NZ$533
includes taxes & fees
25 Oct - 26 Oct
Staypineapple, An Iconic Hotel, The Loop
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

10. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Eric
NZ$446
includes taxes & fees
27 Sept - 28 Sept
Ivy Boutique Hotel
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"Good location and mostly everything was kind of just average — took about 15 min to check in BUT check out was <1 min. Need to make it up a couple of stairs with your luggage to get in the lobby. Elevator wait could take a few minutes but nothing too bad. Room was large and nice view but there was no closet or anything to hang clothes with/on. The shower has a shower curtain which wasn’t very hygienic. They clean every 3 days and they call it a “unique hotel experience”. It was nice that every night if we needed water the main desk has bottles. Overall, it’s just very average. It was nice enough, clean enough, good enough."
alexandra 4-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Clean room. But very loud AC and area."
Sonia 4-night trip
Posted less than an hour ago
Eurostars Magnificent Mile
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"."
Rajiv 4-night trip
Posted 3 hours ago
L7 Chicago by LOTTE
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Z"
Teanna 1-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile

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 L7 Chicago by LOTTE 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, Six Flags Great America and United Center 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.

Explore a world of travel with Expedia