Boutique Hotels & Resorts in Downtown Chicago from AU$128

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Our top choices for Downtown Chicago boutique hotels

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1959)
"Good value and location worked well for our trip"
United States
Todd
The price is AU$128
includes taxes & fees
28 Jan - 29 Jan 2026
Central Loop Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3176)
"stunning hotel"
Canada
Yiwei
The price is AU$164
includes taxes & fees
29 Jan - 30 Jan 2026
Eurostars Magnificent Mile

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3830)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is AU$134
includes taxes & fees
7 Jan - 8 Jan 2026
The Whitehall Hotel, BW Premier Collection

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3458)
"Amazing place to stay and super accommodating "
United States
Carson
The price is AU$246
includes taxes & fees
14 Jan - 15 Jan 2026
L7 Chicago by LOTTE

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1013)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is AU$209
includes taxes & fees
14 Jan - 15 Jan 2026
Staypineapple, An Iconic Hotel, The Loop

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1411)
"Staff was wonderful."
United States
Jamie
The price is AU$267
includes taxes & fees
18 Jan - 19 Jan 2026
Sports Illustrated Resorts Chicago

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, (1135)
"Amazing hotel "
United States
Alondra
The price is AU$166
includes taxes & fees
20 Jan - 21 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2348)
"We had a great stay! The experience was great from beginning to end. "
United States
Melanie
The price is AU$242
includes taxes & fees
7 Jan - 8 Jan 2026
The Royal Sonesta Chicago River North

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, (2486)
"The room was amazing and the customer service was great!"
United States
Chelsi
Hotel Felix River North/Magnificent Mile

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (63)
"The location is great, always outstanding service."
United States
Yazmin
The price is AU$252
includes taxes & fees
19 Jan - 20 Jan 2026
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 Downtown Chicago Hotel Reviews

Frequently asked questions

Searching for a cosy accommodation option when you visit Downtown Chicago?
If you want to find a smaller hotel with terrific service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Select from 17 boutique-style accommodation options in Downtown Chicago to find a property that captures this destination's local spirit.
What's the best boutique accommodation in Downtown Chicago?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. The Whitehall Hotel, BW Premier Collection and Hotel Felix River North/Magnificent Mile are two other options for a boutique stay.
How many boutique hotels should I expect to find in Downtown Chicago?
Expedia has 17 boutique hotels in Downtown Chicago.
What's there to see and do in Downtown Chicago?
Visitors speak positively about this destination's scenic landscape, art galleries and acclaimed theatres. Major sights and activities around Downtown Chicago include Michigan Avenue, Wrigley Field and Navy Pier. You might also want to see places such as Soldier Field, Goodman Theater and James M. Nederlander Theatre during your trip.
What's the best way to get to my boutique hotel in Downtown Chicago?
You have a few options for getting to and around Downtown Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. Walk to nearby metro stations such as State Station, Clark-Lake Station and Lake Station.

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