A river with yellow boats, a bridge, and tall buildings.

Boutique Hotels & Resorts in The Loop from NZ$244

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Check availability on The Loop Boutique Hotels

Our top choices for The Loop boutique hotels

A corridor with ornate black metal railings and a patterned carpet.

1. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,178 reviews)
"Great location and easy public transportation to explore the city and Wrigley field. Lovely room with great view."
United States
Beth
The price is NZ$360
includes taxes & fees
30 Aug - 31 Aug
Staypineapple, An Iconic Hotel, The Loop
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

2. Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,281 reviews)
"Nice stay, small but comfortable"
United States
Ethan
The price is NZ$244
includes taxes & fees
23 Aug - 24 Aug
Central Loop Hotel
A hotel bathroom with a large mirror, a sink, and a vanity.

3. Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,468 reviews)
"Best hotel hands down , staff was very helpful and nice"
United States
Marisela
The price is NZ$392
includes taxes & fees
30 Aug - 31 Aug
Sports Illustrated Resorts Chicago
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

4. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
United States
Dominique
The price is NZ$334
includes taxes & fees
30 Aug - 31 Aug
The Buckingham Hotel
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

5. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,601 reviews)
"Beautiful hotel, nice rooms, nice staff"
United States
Nicole
The price is NZ$430
includes taxes & fees
30 Aug - 31 Aug
L7 Chicago by LOTTE
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.

6. Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,421 reviews)
"Awesome hotel I enjoyed my stay"
United States
Adam
The price is NZ$255
includes taxes & fees
30 Aug - 31 Aug
Ivy Boutique Hotel
A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

7. ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,068 reviews)
"Great Stay"
United States
Dylan
The price is NZ$293
includes taxes & fees
30 Aug - 31 Aug
ACME Hotel Chicago, Outset Collection by Hilton
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

8. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,996 reviews)
"The location was good the breakfast bar was good."
United States
Janey
The price is NZ$258
includes taxes & fees
30 Aug - 31 Aug
The Chicago Hotel Collection - Magnificent Mile
A bar area with a long counter, bar stools, and a mirrored wall.

9. 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, (3,955 reviews)
"Great stay"
United States
nancy
The price is NZ$291
includes taxes & fees
9 Sept - 10 Sept
The Whitehall Hotel, BW Premier Collection
A modern restaurant interior with a green wall, hanging lights, and a long dining area.

10. The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,841 reviews)
"Amazing hotel and great location!!!"
United States
Jennifer Lynn
The price is NZ$410
includes taxes & fees
31 Aug - 1 Sept
The Royal Sonesta Chicago River North
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.
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Top The Loop Hotel Reviews

River Hotel

River Hotel

8/10 Good
"For a hotel this size, they need more elevators and faster elevators."
David 4-night trip
Posted 1 hour ago
River Hotel

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. Central Loop Hotel and Sports Illustrated Resorts Chicago 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, Soldier Field and United Center. You might also want to see spots like Wrigley Field, Michigan Avenue and Lake Michigan 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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