Find Boutique Hotels in Streeterville, IL

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Check availability on Streeterville Boutique Hotels

Our top choices for Streeterville boutique hotels

Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection

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, (3795)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is NT$2,388
NT$2,803 total
includes taxes & fees
Dec 16 - Dec 17
The Whitehall Hotel, BW Premier Collection
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1041)
"Staff was amazing! "
United States
Ahren
The price is NT$2,639
NT$3,098 total
includes taxes & fees
Jan 5 - 2026/1/6
Ivy Boutique Hotel
Exterior
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1170)
"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$2,920
NT$3,427 total
includes taxes & fees
Jan 12 - 2026/1/13
Eurostars Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1935)
"Great and comfortable place "
United States
Olu
The price is NT$2,594
NT$3,045 total
includes taxes & fees
Dec 15 - Dec 16
Central Loop Hotel
Interior detail
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1007)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is NT$3,338
NT$4,832 total
includes taxes & fees
Dec 28 - Dec 29
Staypineapple, An Iconic Hotel, The Loop
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2315)
"Wonderful customer service, great location! "
United States
Michelle
The price is NT$3,463
NT$5,063 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3365)
"I loved the location."
United States
Laura
The price is NT$4,396
NT$5,161 total
includes taxes & fees
Jan 1 - 2026/1/2
L7 Chicago by LOTTE
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

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, (1118)
"Amazing hotel "
United States
Alondra
The price is NT$2,970
NT$3,486 total
includes taxes & fees
Jan 4 - 2026/1/5
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby sitting area
Hotel Felix River North/Magnificent Mile

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, (2440)
"Staff was amazing! "
United States
Erica
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.
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Top Streeterville Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"The rooms are clean and well-maintained, and they’re conveniently located near a variety of shops."
Tyson 1-night trip
Posted 20 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

What's the best boutique accommodation in Streeterville?
The Whitehall Hotel, BW Premier Collection is a favorite hotel with Expedia travelers looking for a stylish stay, and features free breakfast and a fitness center. Ivy Boutique Hotel and The Chicago Hotel Collection - Magnificent Mile are two other options for a boutique stay.
What's there to see and do in Streeterville?
Visitors speak positively about this destination's major shopping centers, scenic landscape, and art galleries. Top activities and sights around Streeterville include Michigan Avenue, Wrigley Field, and Navy Pier. You might also want to see places such as Soldier Field, Museum of Contemporary Art Chicago, and Broadway Playhouse during your trip.