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
$203 nightly
The price is $238 total per night from Oct 30 to Oct 31
$238 total
Oct 30 - Oct 31
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. ...
"This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location."

Reviewed on Sep 30, 2025

Opens in a new windowcitizenM Chicago Downtown
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
$301 nightly
The price is $348 total per night from Oct 30 to Oct 31
$348 total
Oct 30 - Oct 31
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a ...
"Outstanding place to stay in downtown Chicago"

Reviewed on Sep 30, 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
$161 nightly
The price is $189 total per night from Oct 20 to Oct 21
$189 total
Oct 20 - Oct 21
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 ...
"The hotel and room was very clean we stayed on the 18th floor and the view outside was so amazing especially at night ."

Reviewed on Sep 29, 2025

Opens in a new windowHilton Chicago/Magnificent Mile Suites
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
$215 nightly
The price is $252 total per night from Oct 26 to Oct 27
$252 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and ...
"Great location, friendly staff, would recomned this hotel!"

Reviewed on Sep 30, 2025

Opens in a new windowThe Allegro Royal Sonesta Hotel Chicago Loop
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
$195 nightly
The price is $229 total per night from Oct 19 to Oct 20
$229 total
Oct 19 - Oct 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 ...
"Hotel is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go."

Reviewed on Oct 1, 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
$188 nightly
The price is $221 total per night from Oct 19 to Oct 20
$221 total
Oct 19 - Oct 20
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. Express check-out, luggage storage, and concierge ...
"Just a short stroll from the hotel, you'll find popular spots like grocery stores, Nordstrom, Starbucks, and many other exciting destinations."

Reviewed on Oct 1, 2025

Opens in a new windowHilton Garden Inn Chicago Downtown/Magnificent Mile
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
$141 nightly
The price is $166 total per night from Oct 7 to Oct 8
$166 total
Oct 7 - Oct 8
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.
"We have stayed here several times. It’s a reasonably priced hotel that’s close to all the action - shopping, dining and tours. Can’t go wrong with this hotel!"

Reviewed on Sep 29, 2025

Opens in a new windowWarwick Allerton - Chicago
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$175 nightly
The price is $206 total per night from Oct 2 to Oct 3
$206 total
Oct 2 - Oct 3
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 ...
Highly Recommend
"Great location and view. Everyone was pleasant."

Reviewed on Sep 27, 2025

Opens in a new windowCongress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Oct 27 to Oct 28
$163 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
Good for 3 nights
"The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..."

Reviewed on Sep 30, 2025

Opens in a new windowFreehand Chicago
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Recent Southwest Side hotel reviews by fellow wanderers

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"Hotel is great and they were very attentive to anything that was needed. I cant say enough about the staff. Chicago is one of this country's great walkable cities so the location provided great opportunity to easier get where you want to go."
A verified traveler stayed at Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North

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