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Top Southwest Side hotels

Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$346 nightly
The price is $411 total per night from Oct 24 to Oct 25
$411 total
Oct 24 - Oct 25
Total with taxes and fees
This smoke-free hotel's 4 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center, ...
"Great property, great staff and great locations!"

Reviewed on Sep 28, 2026

Opens in a new windowHyatt Regency Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $232 total per night from Oct 25 to Oct 26
$232 total
Oct 25 - Oct 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
"Beautiful entrance with a very central position. Too bad the hotel it myself is very old. Dirty carpets in room, ac in the room did not work well and had to have technician come in and fix it. Water was pouring out of the shower. Did not use fitness center. Long wait for check in and house keeping ..."

Reviewed on Sep 28, 2026

Opens in a new windowHilton Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $209 total per night from Oct 27 to Oct 28
$209 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the business center, express ...
"My room was spotless. I appreciated that. Thank you all. Breakfast was okay, there was definitely items to take your appetite. Staff were nice. Elevator was a bit slow, but I appreciate the safety feature where you have to tap your room key in order to go up. Over all I enjoyed my stay."

Reviewed on Sep 28, 2026

Opens in a new windowSonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $187 total per night from Oct 26 to Oct 27
$187 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
"The photos on the website look great… But the rooms are horrendous"

Reviewed on Sep 28, 2026

Opens in a new windowCongress Plaza Hotel
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $245 total per night from Oct 25 to Oct 26
$245 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and valet parking. Enjoy the free continental breakfast each morning. Express check-in, express ...
"There were only three elevators for such a large hotel. Elevator waits were sometimes 10 minutes or more in the morning. Breakfast was just so so."

Reviewed on Sep 28, 2026

Opens in a new windowHampton Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
Total with taxes and fees
This boutique hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi ...
"N C"

Reviewed on Sep 28, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $219 total per night from Oct 1 to Oct 2
$219 total
Oct 1 - Oct 2
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. ...
Opens in a new windowRiver Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $237 total per night from Oct 4 to Oct 5
$237 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowTHE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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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.

Recent Southwest Side hotel reviews by fellow wanderers

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"There were only three elevators for such a large hotel. Elevator waits were sometimes 10 minutes or more in the morning. Breakfast was just so so."
A verified traveler stayed at Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

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