Boutique Hotels & Resorts in South Side

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Boutique Hotels

Tonight
30 Oct - 31 Oct
Tomorrow
31 Oct - 1 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Best South Side 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
3.5 star property
8.2 out of 10, Very good, (3665)
"Excellent location, old style hotel with an independent feel. "
United States
Jose
The price is NZ$174
includes taxes & fees
24 Nov - 25 Nov
The Whitehall Hotel, BW Premier Collection
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3083)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is NZ$245
includes taxes & fees
16 Nov - 17 Nov
Eurostars Magnificent Mile
Rooftop terrace
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1399)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is NZ$750
includes taxes & fees
1 Nov - 2 Nov
Virgin Hotels Chicago
Exterior
L7 Chicago by LOTTE
L7 Chicago by LOTTE
4.5 star property
9.6 out of 10, Exceptional, (3169)
"This is a great location, and the staff was so friendly. "
United States
Chantelle
The price is NZ$380
includes taxes & fees
2 Nov - 3 Nov
L7 Chicago by LOTTE
Terrace/patio
The Royal Sonesta Chicago River North
The Royal Sonesta Chicago River North
4.5 star property
9.2 out of 10, Wonderful, (2211)
"Great stay. Great location."
United States
William
The price is NZ$304
includes taxes & fees
24 Nov - 25 Nov
The Royal Sonesta Chicago River North
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
9.6 out of 10, Exceptional, (1049)
"Love this hotel."
United States
John
The price is NZ$227
includes taxes & fees
25 Nov - 26 Nov
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby sitting area
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4.0 star property
8.2 out of 10, Very good, (2325)
"Amazing stay!"
United States
Triston
Hotel Felix River North/Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1873)
"Great Location "
United States
Elizabeth
The price is NZ$249
includes taxes & fees
9 Nov - 10 Nov
Central Loop Hotel
Cocktail bar
ACME Hotel Company
ACME Hotel Company
3.5 star property
9.0 out of 10, Wonderful, (1878)
"Happy with an affordable, well located, clean stay!"
United States
Nazneen
The price is NZ$218
includes taxes & fees
23 Nov - 24 Nov
ACME Hotel Company
Front of property
The Talbott, Autograph Collection
The Talbott, Autograph Collection
4.5 star property
9.4 out of 10, Exceptional, (42)
"We were there for a Bachelorette party and the hotel was at a great location for it! We could walk to so many nice restaurants and shops! The hotel staff was super friendly as well! "
United States
Baruni
The price is NZ$337
includes taxes & fees
23 Nov - 24 Nov
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.
View all properties

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"Room was clean and staff were friendly with check-in and giving me extra pillows. The bed was comfortable. The hotel ia in the heart of chinatown with great restaurants, pretty conveniently walkable to McCormick center. Overall very happy with my stay here. "
Vidya 3-night trip
Posted 6 days ago
Jaslin Hotel

Explore a world of travel with Expedia