Explore top 2025 4 Star Hotels in Southwest Side

Name: Hotel Riu Plaza Chicago
Price range: $167 total
Rating: 9.2

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Top Southwest Side 4 Star hotels

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Fully refundableReserve now, pay when you stay

$118 nightly

$139 total

Nov 23 - Nov 24

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! (5,178 reviews)

Clean room and great staff

Reviewed on Oct 31, 2025

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Fully refundableReserve now, pay when you stay

$118 nightly

$134 total

Nov 24 - Nov 25

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! (2,123 reviews)

The room was clean, great service at the hotel bar, ambiance of the hotel was welcoming.

Reviewed on Oct 31, 2025

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

$101 nightly

$119 total

Nov 23 - Nov 24

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.

8.4/10 Very Good! (2,944 reviews)

Room was great. Their service also great. Very nice location. Everything in walking distance. I could see the sears tower and Starbucks Reserve Roastery from my room. Love the place.

Reviewed on Nov 2, 2025

Pendry Chicago

230 North Michigan Avenue, Chicago, IL

Fully refundableReserve now, pay when you stay

$199 nightly

$234 total

Nov 24 - Nov 25

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a ...

9.2/10 Wonderful! (1,132 reviews)

I really enjoyed my stay. The staff were so kind and welcoming. The only complaint that I have, is the elevator, it was not working and it was causing so much traffic to go to our rooms.

Reviewed on Oct 28, 2025

Hilton Chicago O'Hare Airport

O'Hare International Airport, Chicago, IL

Fully refundableReserve now, pay when you stay

$179 nightly

$210 total

Nov 28 - Nov 29

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! (2,189 reviews)

PROs: comfortable bed, clean bathroom, heater is working, different TV show choices to watch, toiletries ( other than toothbrush and toothpaste ) are provided, room card/key needed to use the elevator, great accessibility when flying via Ohare airport and wanting to stay ( used the tram ), there ...

Reviewed on Nov 4, 2025

Swissotel - Chicago

323 E Wacker Dr, Chicago, IL

Fully refundableReserve now, pay when you stay

$147 nightly

$172 total

Nov 23 - Nov 24

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, ...

8.8/10 Excellent! (2,911 reviews)

Terrific

Reviewed on Nov 3, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

171 W Randolph St, Chicago, IL

Fully refundableReserve now, pay when you stay

$137 nightly

$161 total

Nov 23 - Nov 24

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! (2,170 reviews)

The staff was very welcoming and approachable. During check-in, Da'Jah was the one helping me and she did a fantastic job. Recommended local places and things to do in the area. Couldnt have asked for a better stay. The room i felt was a little small compared to what we were paying per night but ...

Reviewed on Nov 1, 2025

Claridge House

1244 N Dearborn Parkway, Chicago, IL

$106 nightly

$125 total

Nov 12 - Nov 13

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...

8.8/10 Excellent! (1,408 reviews)

Convenient location, friendly helpful staff, clean room, cozy lobby area with amenities

Reviewed on Oct 29, 2025

citizenM Chicago Downtown

80 East Wacker Place, Chicago, IL

Fully refundableReserve now, pay when you stay

$114 nightly

$134 total

Nov 11 - Nov 12

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! (4,047 reviews)

Everything was fantastic!

Reviewed on Nov 3, 2025

Hotel Riu Plaza Chicago

150 East Ontario Street, Chicago, IL

Fully refundableReserve now, pay when you stay

$143 nightly

$167 total

Nov 24 - Nov 25

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 ...

9.2/10 Wonderful! (2,690 reviews)

Very comfortable and fresh. We'll stay again.

Reviewed on Oct 31, 2025

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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

Aloft Chicago Mag Mile

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Male staff members were nice and helpful. The full bar was great. The interior was stylish, and I loved the fireplace with its cozy atmosphere. I stayed here for 1 week."

A verified traveler stayed at Aloft Chicago Mag Mile