Top 10 Boutique Hotels & Accommodation in Chicago from NZ$260

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Our top choices for Chicago boutique hotels

1. Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

Kristie

NZ$331

includes taxes & fees

7 Sept - 8 Sept

2. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Downtown Chicago

Aleace

NZ$338

includes taxes & fees

7 Sept - 8 Sept

3. The Whitehall Hotel, BW Premier Collection

Downtown Chicago

Tiffany

NZ$289

includes taxes & fees

8 Sept - 9 Sept

4. Central Loop Hotel

Downtown Chicago

Joseph

NZ$296

includes taxes & fees

30 Aug - 31 Aug

Egyptian cotton sheets, premium bedding, down duvets, in-room safe

5. Hotel Felix River North/Magnificent Mile

Downtown Chicago

Athena

NZ$284

includes taxes & fees

31 Aug - 1 Sept

2 restaurants; breakfast and dinner served

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Shawna

NZ$260

includes taxes & fees

31 Aug - 1 Sept

Suite, 1 King Bed with Sofa bed | Living room

7. The Buckingham Hotel

Downtown Chicago

Dominique

NZ$373

includes taxes & fees

1 Sept - 2 Sept

55-inch LCD TV with cable channels, TV, pay films

Breakfast, lunch, dinner and brunch served

8. L7 Chicago by LOTTE

Downtown Chicago

Julie Ann

NZ$391

includes taxes & fees

30 Aug - 31 Aug

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Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"Great roof top bar/ restaurant ."

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"Very good location. The bar was very good too."

Hilton Chicago

8/10 Good

"The rooms were clean, but the main light was not working, and neither was the AC when we arrived. We called the front desk, and they were able to get the AC working. We had paid in full, but later received an invoice with an additional $30 in taxes and fees, including city, county, and destination fees, which we were not aware of at the time of booking. Overall, it was a good stay. The hotel is clean, and being part of the Skyline complex is a nice feature."

River Hotel

8/10 Good

"Carpet in the room was very dirty and frayed at the edges. The passages were also dated and grungy. The bed was as clean and comfortable. Well located for walking and sightseeing."

Fairmont Chicago at Millennium Park

10/10 Excellent

"Good location, room was spacious, big bathroom."

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 Hotel Felix River North/Magnificent Mile 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 United Center. You might also want to see spots like Wrigley Field, Six Flags Great America and Lake Michigan 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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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chicago Boutique Hotels

Our top choices for Chicago boutique hotels

1. Staypineapple, An Iconic Hotel, The Loop

2. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel