Boutique Hotels & Resorts in The Loop from AU$185

  • 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 The Loop Boutique Hotels

Our top choices for The Loop boutique hotels

Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,063 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is AU$259
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,395 reviews)
"great place "
United States
Jasar
The price is AU$199
includes taxes & fees
12 May - 13 May
The Chicago Hotel Collection - Magnificent Mile
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,524 reviews)
"The hotel was phenomenally clean, the staff was nice !"
United States
Rochelle
The price is AU$236
includes taxes & fees
11 May - 12 May
Eurostars Magnificent Mile
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,031 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is AU$364
includes taxes & fees
24 May - 25 May
L7 Chicago by LOTTE
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,397 reviews)
"Nice location nestled I'm the middle of it all. Great stay the staff was communicative."
United States
Erik
The price is AU$312
includes taxes & fees
25 May - 26 May
Sports Illustrated Resorts Chicago
Property entrance

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,006 reviews)
"Clean room, friendly staff, I j"
United States
Maria Betania
The price is AU$206
includes taxes & fees
27 May - 28 May
The Buckingham Hotel
Exterior

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, (1,242 reviews)
"Really nice stay. "
United States
Rachael Lindsay
The price is AU$219
includes taxes & fees
25 May - 26 May
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,261 reviews)
"Great stay! "
United States
Taira
The price is AU$222
includes taxes & fees
25 May - 26 May
Ivy Boutique Hotel
Nightclub

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,131 reviews)
"Great place! Would stay again!"
United States
Tasha
The price is AU$236
includes taxes & fees
26 May - 27 May
Central Loop Hotel
Lobby

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,698 reviews)
"great location"
United States
Julie
The price is AU$185
includes taxes & fees
25 May - 26 May
Hotel Felix River North/Magnificent Mile
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.
View all properties

Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Everyone was so nice and helpful and gave us free drink vouchers 💖"
Denise 2-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

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.

Explore a world of travel with Expedia