Boutique Hotels & Resorts in The Loop from NZ$223

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Our top choices for The Loop boutique hotels

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,069 reviews)
"Clean rooms, comfy bed."
United States
Brenda
The price is NZ$337
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,241 reviews)
"Really nice stay. "
United States
Rachael Lindsay
The price is NZ$322
includes taxes & fees
25 May - 26 May
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,393 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is NZ$404
includes taxes & fees
26 May - 27 May
Sports Illustrated Resorts Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,149 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is NZ$223
includes taxes & fees
26 May - 27 May
Central Loop Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,564 reviews)
"Great location, large rooms, we loved our stay and would definitely recommend "
Australia
Belinda
The price is NZ$324
includes taxes & fees
25 May - 26 May
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,456 reviews)
"Great stay"
United States
Ontario
The price is NZ$247
includes taxes & fees
25 May - 26 May
The Chicago Hotel Collection - Magnificent Mile

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"The perfect room with a view"
United States
Anita
The price is NZ$301
includes taxes & fees
25 May - 26 May
The Buckingham Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,269 reviews)
"Happy with our stay!"
United States
Jennifer
The price is NZ$269
includes taxes & fees
25 May - 26 May
Ivy Boutique Hotel

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,939 reviews)
"Nice location , good service, and tastier breakfast"
Mexico
Rogelio
The price is NZ$269
includes taxes & fees
26 May - 27 May
The Whitehall Hotel, BW Premier Collection

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (116 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is NZ$466
includes taxes & fees
26 May - 27 May
The Talbott, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top The Loop Hotel Reviews

Frequently asked questions

Looking for a quaint accommodation option when you visit The Loop?
If you want to find a small hotel with top-notch service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Pick from 6 boutique accommodation options in The Loop to find a property that captures the local spirit of this destination.
What's the best boutique accommodation in The Loop?
Central Loop Hotel is a favourite hotel with Expedia travellers looking for a stylish stay, and features a 24-hour fitness centre and a deli. Sports Illustrated Resorts Chicago and L7 Chicago by LOTTE are two other options for a boutique stay.
How many boutique hotels are there in The Loop?
Expedia has 6 boutique hotels in The Loop.
What's there to see and do in The Loop?
Visitors speak positively about this destination's major shopping centres, art galleries and acclaimed theatres. Major sights and activities around The Loop include Navy Pier, Wrigley Field and Michigan Avenue. You might also want to see spots like Soldier Field, Lake Michigan and Daley Plaza during your trip.
What's the best way to get to my boutique hotel in The Loop?
You have a few options for getting to and around The Loop. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.8 mi (14.1 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. You can access metro transport at Washington Station, Lake Station and State Station.

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