Explore top 2025 4 Star Hotels in Southwest Side
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Top Southwest Side 4 Star hotels
Embassy Suites by Hilton Chicago Downtown River North
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 ...
8.4/10 Very Good! (4,985 reviews)
"Clean room, staff was friendly & helpful. Location was perfect for us"
Reviewed on Sep 25, 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $210 total per night from Oct 31 to Nov 1
$210 total
Oct 31 - Nov 1
Total with taxes and fees
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
8.2/10 Very Good! (2,156 reviews)
"Very friendly helpful staff! Carpets in hallway and room need to be replaced."
Reviewed on Sep 30, 2025
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $173 total per night from Oct 29 to Oct 30
$173 total
Oct 29 - Oct 30
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, free WiFi in public areas, and ...
8.6/10 Excellent! (2,013 reviews)
"staff was pleasant and professional"
Reviewed on Sep 25, 2025
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street, Chicago, IL
$166 nightly
The price is $195 total per night from Oct 5 to Oct 6
$195 total
Oct 5 - Oct 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 free WiFi in public areas, express check-out, ...
7.2/10 Good! (1,358 reviews)
"The personal service we received was exceptional"
Reviewed on Sep 28, 2025
citizenM Chicago Downtown
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. ...
9.2/10 Wonderful! (3,897 reviews)
"This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location."
Reviewed on Sep 30, 2025
Warwick Allerton - Chicago
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.
8.2/10 Very Good! (2,947 reviews)
"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
InterContinental Chicago Magnificent Mile by IHG
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 ...
9/10 Wonderful! (2,433 reviews)
"The intercontinental made my trip to Chicago perfect!"
Reviewed on Sep 25, 2025
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
$275 nightly
The price is $323 total per night from Oct 30 to Oct 31
$323 total
Oct 30 - Oct 31
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, ...
9.2/10 Wonderful! (3,389 reviews)
"Lovely"
Reviewed on Sep 25, 2025
River Hotel
75 East Wacker Drive, Chicago, IL
$193 nightly
The price is $227 total per night from Oct 19 to Oct 20
$227 total
Oct 19 - Oct 20
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. ...
8.6/10 Excellent! (4,721 reviews)
"Location was great and we stayed there because they had a nice room with 2 beds and 2 bath for a decent price for the area through Expedia. The room could have used a little upkeep- the bathroom door was broken, the toilets ran all night, and one of the drains wouldn't drain. Overall, the room seemed ..."
Reviewed on Sep 30, 2025
The Allegro Royal Sonesta Hotel Chicago Loop
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 ...
8.8/10 Excellent! (2,079 reviews)
Best hotel for a romantic getaway
"We truly can’t wait to come back to this hotel. Allegro is gorgeous, elegant, and comfortable. It has a fun history and was a featured stop on our Art Deco architectural tour!"
Reviewed on Sep 28, 2025
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.
4 Star Hotels Southwest Side
Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?
Come on, you deserve it!
The best part about staying in Southwest Side 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.
Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.
The best four star hotels in Southwest Side will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!
If you’re looking for 4 star hotels in Southwest Side, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.
Recent Southwest Side hotel reviews by fellow wanderers
citizenM Chicago Downtown
5 out of 5
Posted 9 hours ago
Travelocity Verified Review
"This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location."
A verified traveler stayed at citizenM Chicago Downtown
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