Book Hotels in Southwest Side, IL
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Top Southwest Side hotels

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $161 total per night from Mar 4 to Mar 5
$161 total
Mar 4 - Mar 5
Total with taxes and fees
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant ...
Best location, breakfast is excellent
Reviewed on Feb 13, 2026

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $245 total per night from Feb 17 to Feb 18
$245 total
Feb 17 - Feb 18
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, ...
Spacious and clean room but improvement points on amenities (missing tissue in tissue casing, need to call for amenities, nondairy milk available but not dairy milk, dirty coffee maker cannot make tea), dark, and separate towers inconvenient with friends & availability of lifts during conference ...
Reviewed on Feb 10, 2026

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $124 total per night from Feb 22 to Feb 23
$124 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express ...
Clean room, early check in was available.
Reviewed on Feb 16, 2026

Aloft Chicago Mag Mile
243 E. Ontario Chicago IL
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $106 total per night from Feb 25 to Feb 26
$106 total
Feb 25 - Feb 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Valet parking, a business center, and a snack bar/deli ...
Great atmosphere!
Reviewed on Feb 16, 2026

DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $110 total per night from Feb 22 to Feb 23
$110 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
The service. It was very nice and clean in the hotel. Right in the middle of everything
Reviewed on Feb 12, 2026

Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $192 total per night from Feb 27 to Feb 28
$192 total
Feb 27 - Feb 28
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, ...
Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ...
Reviewed on Feb 8, 2026

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $111 total per night from Feb 22 to Feb 23
$111 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
Clean, quiet, friendly staff!
Reviewed on Feb 14, 2026

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $202 total per night from Feb 22 to Feb 23
$202 total
Feb 22 - Feb 23
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express ...
Housekeeping staff was great
Reviewed on Feb 13, 2026

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $109 total per night from Feb 17 to Feb 18
$109 total
Feb 17 - Feb 18
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 ...
Great location, beautiful historic hotel with clean, updated rooms.
Reviewed on Feb 11, 2026
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.
Hotels in Southwest Side with star-rating
Check Southwest Side Hotels by Star Rating

5 Star Hotels
10 properties
Recent Southwest Side hotel reviews by fellow wanderers

Aloft Chicago Mag Mile
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Great atmosphere! "
A verified traveler stayed at Aloft Chicago Mag Mile
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