Boutique Hotels & Resorts in Chicago from NZ$242

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Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Best 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, (1004)
"The staff was amazing. So friendly and helpful "
The price is NZ$346
per night
28 May - 29 May
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1001)
"Everything except the condition of the lobby and the breakfast options was excellent!! The lobby is still under construction and it definitely takes away from the ambience of the hotel. Also the “continental” breakfast was also lacking. There was no water, juice and coffee was cold. Hopefully once the construction is completed the issues will be resolved. Overall I enjoyed my stay!"
The price is NZ$388
per night
26 May - 27 May
L7 Chicago by LOTTE
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"Cool vibe and good value for the rooms. Was a bit loud of an area and windows didn’t have shades to block out sun. Great gym and convenient coffee shop on premises. Would stay again. "
The price is NZ$466
per night
27 May - 28 May
Virgin Hotels Chicago
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Great hotel in a great location! Very friendly, clean, fun, with a fun restaurant in the hotel."
The price is NZ$232
per night
27 May - 28 May
Staypineapple, An Iconic Hotel, The Loop
Cocktail bar
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1396)
"I enjoyed my hassle-free stay! "
The price is NZ$246
per night
27 May - 28 May
ACME Hotel Company
Terrace/patio
The Talbott Hotel
4.0 star property
8.8 out of 10, Excellent, (1000)
"Friendly staff"
The price is NZ$349
per night
27 May - 28 May
The Talbott Hotel
Premium bedding, minibar, desk, blackout curtains
The Willows Hotel
3.0 star property
8.4 out of 10, Very good, (1001)
"Great location. It was the smallest room we ever stayed in traveling the USA."
The price is NZ$310
per night
27 May - 28 May
The Willows Hotel
Property entrance
The Majestic Hotel
3.0 star property
8.4 out of 10, Very good, (1000)
"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 NZ$330
per night
27 May - 28 May
The Majestic Hotel
Balcony
Eurostars Magnificent Mile
4.0 star property
8.4 out of 10, Very good, (1923)
"Very nice and clean! Great customer service."
The price is NZ$351
per night
27 May - 28 May
Eurostars Magnificent Mile
Rooftop terrace
Ivy Boutique Hotel
4.5 star property
8.2 out of 10, Very good, (1000)
"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 NZ$298
per night
27 May - 28 May
Ivy Boutique Hotel
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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?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and Virgin Hotels 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 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 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.