Book Hotels in Southwest Side, IL

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Top Southwest Side hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
900 E Grand Chicago IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $153 total per night from Jan 19 to Jan 20
$153 total
Jan 19 - Jan 20
Total with taxes and fees
This 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 in public ...
It was incredible! Service, room, and overall hotel were 10/10!

Reviewed on Jan 6, 2026

Opens in a new windowSable at Navy Pier Chicago, Curio Collection by Hilton
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $209 total per night from Jan 23 to Jan 24
$209 total
Jan 23 - Jan 24
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, ...
Location, amenities, cleanliness and service

Reviewed on Jan 9, 2026

Opens in a new windowHyatt Regency Chicago
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $179 total per night from Jan 16 to Jan 17
$179 total
Jan 16 - Jan 17
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 business center, conference space, and valet ...
Perfect stay

Reviewed on Jan 6, 2026

Opens in a new windowThe Royal Sonesta Chicago Downtown
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Jan 18 to Jan 19
$105 total
Jan 18 - Jan 19
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
Room and hotel overall very clean. Noted some things that could be updated in bathroom(stopper in sink didnt go all the way down, peeling caulk and some missing grout). Minor updates. Our sink was clogged when we checked in and I called the front desk, housekeeping and the hotel hotline 4 different ...

Reviewed on Jan 7, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $101 total per night from Feb 8 to Feb 9
$101 total
Feb 8 - Feb 9
Total with taxes and fees
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, ...
We got a free upgrade to deluxe room. Spacious room, nice big shower. Only dislike is there’s no shower door, it’s the open shower.

Reviewed on Jan 5, 2026

Opens in a new windowEurostars Magnificent Mile
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Jan 30 to Jan 31
$103 total
Jan 30 - Jan 31
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. ...
Helpful staff Great view of the River

Reviewed on Jan 6, 2026

Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $192 total per night from Jan 16 to Jan 17
$192 total
Jan 16 - Jan 17
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, ...
Es un hotel lindo que tiene historia, muy bien situado justo al frente de Grant park y unas 5 cuadras (15 minutos caminando de Millenium Park). El personal de la entrada me pareció muy atento. La habitación estaba limpia, solo tiene amenities en la ducha, no hay amenities de tocador mas allá del ...

Reviewed on Jan 6, 2026

Opens in a new windowHilton Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $192 total per night from Jan 16 to Jan 17
$192 total
Jan 16 - Jan 17
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 ...
NYE/ what a blast. Thank you

Reviewed on Jan 4, 2026

Opens in a new windowPalmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $110 total per night from Jan 19 to Jan 20
$110 total
Jan 19 - Jan 20
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 ...
Everything was what I was expecting. Great staff, room was great. Have absolutely no complaints at all.

Reviewed on Jan 6, 2026

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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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

Hyatt Regency Chicago

Hyatt Regency Chicago

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Location, amenities, cleanliness and service "
A verified traveler stayed at Hyatt Regency Chicago
Hyatt Regency Chicago

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