Book Hotels in Southwest Side, IL

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Top Southwest Side hotels

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
$158 nightly
The price is $185 total per night from Feb 5 to Feb 6
$185 total
Feb 5 - Feb 6
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 ...
I had a great stay here for my birthday weekend. The room was nice and clean. I had the perfect view. I will be returning!

Reviewed on Jan 13, 2026

Opens in a new windowThe Royal Sonesta Chicago Downtown
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $214 total per night from Feb 8 to Feb 9
$214 total
Feb 8 - Feb 9
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, ...
Berry nice and clean, parking guys berry amables

Reviewed on Jan 18, 2026

Opens in a new windowHyatt Regency Chicago
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
$80 nightly
The price is $94 total per night from Feb 1 to Feb 2
$94 total
Feb 1 - Feb 2
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 ...
Very nice, check-in and check out fast and efficient. Staff very helpful and welcoming

Reviewed on Jan 14, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3 out of 5
165 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $119 total per night from Feb 5 to Feb 6
$119 total
Feb 5 - Feb 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, ...
Clean and fun pool

Reviewed on Jan 18, 2026

Opens in a new windowCourtyard by Marriott Chicago Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive 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. ...
always upgrade us to river view!

Reviewed on Jan 18, 2026

Opens in a new windowRiver Hotel
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Feb 1 to Feb 2
$100 total
Feb 1 - Feb 2
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. ...
Loved our stay here. We were pretty much in walking distance of all the good tourist sights and there was so much around that was convenient.

Reviewed on Jan 16, 2026

Opens in a new windowDoubleTree by Hilton Chicago - Magnificent Mile
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $182 total per night from Feb 1 to Feb 2
$182 total
Feb 1 - Feb 2
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, ...
Staff was very attentive and responsive.

Reviewed on Jan 19, 2026

Opens in a new windowHilton Chicago
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
$106 nightly
The price is $124 total per night from Feb 9 to Feb 10
$124 total
Feb 9 - Feb 10
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 ...
Spotless and spacious room with mini fridge, microwave, coffee maker and sink. Two Smart TVs was a highlight; excellent location and delicious breakfast. Returned for longer stay Jan 2026, my hotel of choice in Chicago.

Reviewed on Jan 18, 2026

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

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Feb 7 to Feb 8
$102 total
Feb 7 - Feb 8
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 ...
Room was clean. Only interaction i had with staff is when i checked in and checked out. You should add on your advertisement, parking that you pay 62 a day for has no in and out privileges. No one rents a car to leave parked. How many times a day do i have to keep paying 62? I gave it a food rating ...

Reviewed on Jan 20, 2026

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

Congress Plaza Hotel

Congress Plaza Hotel

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Beautiful view of the sunrise!"
A verified traveler stayed at Congress Plaza Hotel
Congress Plaza Hotel

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