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Check availability on Streeterville Boutique Hotels

Our top choices for Streeterville boutique hotels

Egyptian cotton sheets, premium bedding, pillow-top 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, (3786)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is 2.015.065 ₫
2.365.486 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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, (1044)
"Staff was amazing! "
United States
Ahren
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, (1166)
"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, (3142)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is 2.527.104 ₫
2.966.567 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1938)
"Easy check in and room was good for the time I was there"
United States
WILLIAM
The price is 2.147.043 ₫
2.520.413 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Central Loop 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, (2445)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
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, (1001)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is 2.816.694 ₫
4.077.547 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Staypineapple, An Iconic Hotel, The Loop
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, (3382)
"Enjoyed my stay"
United States
Karen
The price is 3.056.216 ₫
3.587.692 ₫ total
includes taxes & fees
22 Dec - 23 Dec
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, (1119)
"Amazing hotel "
United States
Alondra
The price is 2.506.045 ₫
2.941.847 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
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, (2321)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
The price is 2.921.964 ₫
4.272.464 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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 Streeterville Hotel Reviews

Frequently asked questions

What's there to see and do in Streeterville?
Visitors speak positively about this destination's major shopping centres, 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.