Find Boutique Hotels in Wicker Park, IL

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Check availability on Wicker Park 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 Wicker Park boutique hotels

Premium bedding, pillowtop beds, desk, free WiFi
Ruby Room

Ruby Room

Ruby Room
2.5 star property
West Town
8.0 out of 10, Very Good, (662)
"Great location, comfortable room with view of downtown Chicago. "
United States
ronald
The price is NT$4,369
NT$5,129 total
includes taxes & fees
Dec 28 - Dec 29
Ruby Room
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, (3809)
"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
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3168)
"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
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, (2478)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/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 30 - Dec 31
L7 Chicago by LOTTE
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, (1011)
"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
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, (2334)
"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
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, (1128)
"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
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, (1956)
"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
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
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 Wicker Park Hotel Reviews

Pendry Chicago

Pendry Chicago

10/10 Excellent
"A very clean room, everything smells good and fresh, very nice staff, the staff helps all the time, my family and I feels very secure in the hotel."
Raúl 3-night trip
Posted 16 hours ago
Pendry Chicago

Frequently asked questions

What's the best boutique-style hotel in Wicker Park?
Ruby Room is a favorite hotel with our travelers looking for a stylish accommodation, and features 8 guestrooms, a garden, and free WiFi.
What's there to see and do in Wicker Park?
The shopping, live music, and restaurants are just some of the things to enjoy while you're in the area. While you're out and about in Wicker Park, popular attractions like Michigan Avenue, Wrigley Field, and United Center are worth a visit. You might also want to see places such as Navy Pier, Wood Street Gallery, and The Salt Shed during your trip.
What's the best way to get to my boutique hotel in Wicker Park?
You have a few options for transportation to and around Wicker Park. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. Nearby metro stations include Damen Station and Division Station.

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