Book Hotels in Southwest Side, IL

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Top Southwest Side hotels

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $134 total per night from Nov 19 to Nov 20
$134 total
Nov 19 - Nov 20
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
great hotel

Reviewed on Nov 13, 2025

Opens in a new windowcitizenM Chicago Downtown
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $150 total per night from Dec 8 to Dec 9
$150 total
Dec 8 - Dec 9
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 ...
Breakfast was great

Reviewed on Nov 11, 2025

Opens in a new windowHotel Riu Plaza Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
$197 nightly
The price is $226 total per night from Dec 15 to Dec 16
$226 total
Dec 15 - Dec 16
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the sauna and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a coffee ...
Beautiful hotel

Reviewed on Nov 11, 2025

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
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
$98 nightly
The price is $115 total per night from Dec 7 to Dec 8
$115 total
Dec 7 - Dec 8
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 ...
I loved that everything was in walking distance. It was very clean. The hospitality service was excellent! Very kind and friendly!

Reviewed on Nov 14, 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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
$95 nightly
The price is $112 total per night from Nov 25 to Nov 26
$112 total
Nov 25 - Nov 26
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, good service. Restaurant bar was only open in the evenings.

Reviewed on Nov 9, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
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
$131 nightly
The price is $149 total per night from Nov 24 to Nov 25
$149 total
Nov 24 - Nov 25
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 ...
Beautiful and very clean

Reviewed on Nov 12, 2025

Opens in a new windowPalmer House a Hilton Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Dec 16 to Dec 17
$100 total
Dec 16 - Dec 17
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
Lovely staff and service , room was gorgeous and continently located:)

Reviewed on Nov 11, 2025

Opens in a new windowWarwick Allerton - Chicago
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $108 total per night from Dec 7 to Dec 8
$108 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy ...
Clean room, spacious, free breakfast was a huge perk!

Reviewed on Nov 15, 2025

Opens in a new windowThe Whitehall Hotel, BW Premier Collection
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $113 total per night from Nov 16 to Nov 17
$113 total
Nov 16 - Nov 17
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 ...
Everything about the Congress was lovely. Enjoyed our stay. Perfect location for city adventure.

Reviewed on Nov 14, 2025

Opens in a new windowCongress Plaza Hotel
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Recent Southwest Side hotel reviews by fellow wanderers

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

5 out of 5
Posted 15 hours ago
Travelocity Verified Review
"Clean room, spacious, free breakfast was a huge perk! "
A verified traveler stayed at The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection

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