Find Boutique Hotels in Streeterville, IL

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Check availability on Streeterville Boutique Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

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, (3807)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is NT$2,406
NT$2,825 total
includes taxes & fees
Jan 5 - 2026/1/6
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, (1048)
"I love this hotel "
United States
Tiara
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, (1163)
"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, (3167)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$2,943
NT$3,455 total
includes taxes & fees
Jan 27 - 2026/1/28
Eurostars Magnificent Mile
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, (3441)
"Amazing place to stay and super accommodating "
United States
Carson
The price is NT$4,357
NT$5,114 total
includes taxes & fees
Dec 28 - Dec 29
L7 Chicago by LOTTE
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, (2477)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
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, (2333)
"Great place! Location, staff, room, everything "
United States
Dana
The price is NT$3,485
NT$5,097 total
includes taxes & fees
Jan 4 - 2026/1/5
The Royal Sonesta Chicago River North
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, (1010)
"Great location"
United States
Sylvia
The price is NT$3,363
NT$4,869 total
includes taxes & fees
Jan 14 - 2026/1/15
Staypineapple, An Iconic Hotel, The Loop
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, (1955)
"Good value and location worked well for our trip"
United States
Todd
The price is NT$2,614
NT$3,069 total
includes taxes & fees
Dec 29 - Dec 30
Central Loop Hotel
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, (1127)
"Amazing hotel "
United States
Alondra
The price is NT$2,993
NT$3,513 total
includes taxes & fees
Jan 19 - 2026/1/20
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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

The Drake

The Drake

10/10 Excellent
"🤗"
Christopher 2-night trip
Posted 21 hours ago
The Drake

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.

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