Explore top 2026 4 Star Hotels in Southwest Side

Name: Hotel Riu Plaza Chicago
Price range: $161 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

$106 nightly

$124 total

Feb 22 - Feb 23

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! (5,660 reviews)

Clean, quiet, friendly staff!

Reviewed on Feb 14, 2026

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Fully refundableReserve now, pay when you stay

$176 nightly

$202 total

Feb 27 - Feb 28

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 ...

8.4/10 Very Good! (2,284 reviews)

Housekeeping staff was great

Reviewed on Feb 13, 2026

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

$196 nightly

$230 total

Mar 14 - Mar 15

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! (2,209 reviews)

Everything was perfect! Great to have accommodations right at the airport. Being able to get a few hours of sleep after a very long day was priceless!

Reviewed on Feb 15, 2026

Pendry Chicago

230 North Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$225 nightly

$264 total

Mar 15 - Mar 16

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! (1,145 reviews)

Reviewed on Feb 9, 2026

citizenM Chicago Downtown

80 East Wacker Place Chicago IL

Fully refundableReserve now, pay when you stay

$107 nightly

$126 total

Feb 22 - Feb 23

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! (4,213 reviews)

Clean

Reviewed on Feb 14, 2026

The Wade

644 N Lake Shore Dr Chicago IL

Fully refundableReserve now, pay when you stay

$89 nightly

$104 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...

8.4/10 Very Good! (1,679 reviews)

Nice hotel - lots of fees - internet, parking, continental breakfast etc

Reviewed on Feb 16, 2026

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave Chicago IL

Fully refundable

$188 nightly

$221 total

Feb 22 - Feb 23

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 ...

9/10 Wonderful! (2,803 reviews)

Clean room, professional staff and location

Reviewed on Feb 9, 2026

Warwick Allerton - Chicago

701 North Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$86 nightly

$101 total

Feb 23 - Feb 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! (3,036 reviews)

Good

Reviewed on Feb 8, 2026

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL

Fully refundableReserve now, pay when you stay

$96 nightly

$113 total

Feb 22 - Feb 23

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack ...

8.6/10 Excellent! (3,419 reviews)

Recently stayed here a couple days ago and our experience was great! even had our room upgraded upon arrival free of charge. Staff was friendly and was near many good places to walk to! would definitely stay again!

Reviewed on Feb 11, 2026

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Fully refundableReserve now, pay when you stay

$137 nightly

$161 total

Mar 4 - Mar 5

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! (3,335 reviews)

Best location, breakfast is excellent

Reviewed on Feb 13, 2026

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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.