Find Boutique Hotels in Near South Side, IL

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Top Near South Side Boutique Hotels

Ivy Boutique Hotel

4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1042)
"Clean room Great location "
United States
ali
The price is AED 359
AED 422 total
includes taxes & fees
21 Dec - 22 Dec
Ivy Boutique Hotel

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1168)
"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3319)
"Great location, comfortable hotel "
Australia
Mark
The price is AED 518
AED 608 total
includes taxes & fees
1 Jan - 2 January 2026
L7 Chicago by LOTTE

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3760)
"Great location "
United States
Carlos
The price is AED 291
AED 341 total
includes taxes & fees
9 Dec - 10 Dec
The Whitehall Hotel, BW Premier Collection

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1420)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is AED 679
AED 923 total
includes taxes & fees
4 Dec - 5 Dec
Virgin Hotels Chicago

Trump International Hotel & Tower Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1783)
"Great stay "
United States
Mohammed
The price is AED 1,273
AED 1,494 total
includes taxes & fees
1 Jan - 2 January 2026
Trump International Hotel & Tower Chicago

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1912)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is AED 332
AED 389 total
includes taxes & fees
7 Dec - 8 Dec
ACME Hotel Company

The Talbott, Autograph Collection

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (55)
"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 AED 465
AED 654 total
includes taxes & fees
21 Dec - 22 Dec
The Talbott, Autograph Collection

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1017)
"Clean room and kind staff. First hotel I’ve been to that actually had a key to open the door, very cool. Would stay again."
United States
Danielle
The price is AED 426
AED 607 total
includes taxes & fees
7 Dec - 8 Dec
Staypineapple, An Iconic Hotel, The Loop

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2295)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is AED 376
AED 559 total
includes taxes & fees
7 Dec - 8 Dec
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.

Top Near South Side Hotel Reviews

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Frequently asked questions

What's the best boutique accommodation in Near South Side?
The Wheeler Mansion is a favorite hotel with our travelers looking for a stylish accommodation, and features 10 guestrooms, free breakfast, and free parking.
What's there to see and do in Near South Side?
The scenery, lakefront, and restaurants are just some of the things to enjoy while you're in the area. Top activities and sights around Near South Side include Michigan Avenue, Wrigley Field, and Soldier Field. You might also want to see places like Navy Pier, United Center, and Arie Crown Theater during your trip.
What's the best way to get to my boutique hotel in Near South Side?
You have a few options for transportation to and around Near South Side. The closest major airport is Chicago Midway Airport (MDW), which is located 7.9 mi (12.7 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. Local metro stations include Cermak-McCormick Place Station and Roosevelt Station.