Boutique Hotels & Resorts in The Loop from AU$133

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Best The Loop Boutique Hotels

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3151)
"Amazing and will be staying again!"
United States
Angie
The price is AU$165
includes taxes & fees
6 Jan - 7 Jan 2026
Eurostars Magnificent Mile

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1927)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is AU$133
includes taxes & fees
11 Dec - 12 Dec
Central Loop Hotel

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3797)
"Spacious room, cute boutique hotel in great location!"
United States
Julie
The price is AU$135
includes taxes & fees
9 Dec - 10 Dec
The Whitehall Hotel, BW Premier Collection

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1109)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is AU$168
includes taxes & fees
4 Jan - 5 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3346)
"I loved the location."
United States
Laura
The price is AU$249
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2306)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is AU$230
includes taxes & fees
5 Jan - 6 Jan 2026
The Royal Sonesta Chicago River North

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1004)
"Perfect stay. Great location, lovely room with view of Marshall Fields State Street Christmas display. The people were just great."
United States
James
The price is AU$242
includes taxes & fees
22 Dec - 23 Dec
Staypineapple, An Iconic Hotel, The Loop

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1418)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is AU$580
includes taxes & fees
10 Dec - 11 Dec
Virgin Hotels Chicago

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2425)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1909)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is AU$173
includes taxes & fees
9 Dec - 10 Dec
ACME Hotel Company
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?
L7 Chicago by LOTTE is a favourite hotel with Expedia travellers looking for a stylish stay, and features in-room massages and a 24-hour fitness centre. Virgin Hotels Chicago and Central Loop Hotel 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 Michigan Avenue, Wrigley Field and Navy Pier. 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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