Explore top 2026 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
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $159 total per night from Apr 12 to Apr 13
$159 total
Apr 12 - Apr 13
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 ...
8.6/10 Excellent! (5,816 reviews)
The breakfast is excellent! It is great for families with children, but I wouldn't particularly recommend it for couples.
Reviewed on Apr 4, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $259 total per night from Apr 26 to Apr 27
$259 total
Apr 26 - Apr 27
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, ...
8.4/10 Very Good! (2,245 reviews)
I think you took advantage of people needing a place to stay when their flight was cancelled. The price was very inflated but we had very little choice about where we could stay.
Reviewed on Apr 4, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $172 total per night from Apr 5 to Apr 6
$172 total
Apr 5 - Apr 6
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 ...
9.4/10 Exceptional! (3,718 reviews)
Comfortable Room
Reviewed on Apr 4, 2026
The Wade
644 N Lake Shore Dr Chicago IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $169 total per night from Apr 27 to Apr 28
$169 total
Apr 27 - Apr 28
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! (1,770 reviews)
Clean room, great view, close to lake! Loved!
Reviewed on Apr 3, 2026
Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
$199 nightly
The price is $234 total per night from Apr 5 to Apr 6
$234 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room ...
8.8/10 Excellent! (2,099 reviews)
Incredible weekend with Leaf spa on the bottom level and the overall staff exceeded my expectations way beyond I could even comprehend, very friendly and willing to go that extra mile to make sure your stay is a memorable one
Reviewed on Apr 3, 2026
Swissotel - Chicago
323 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $229 total per night from Apr 5 to Apr 6
$229 total
Apr 5 - Apr 6
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, ...
9/10 Wonderful! (3,240 reviews)
Overall very good stay
Reviewed on Apr 4, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Apr 5 to Apr 6
$154 total
Apr 5 - Apr 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, free WiFi in public areas, and ...
8.8/10 Excellent! (2,454 reviews)
Our room was clean and the bed was very comfortable. I will note that we were supposed to be in a 425 square foot room with a decent sized bathroom but the room we were given was no larger that 200 square feet.
Reviewed on Apr 3, 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street Chicago IL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $149 total per night from Apr 26 to Apr 27
$149 total
Apr 26 - Apr 27
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 24-hour business center, free WiFi in public ...
9.6/10 Exceptional! (1,226 reviews)
I loved this hotel. Very classy, well decorated combining the historic aspects of the area with the buildings original high quality finishings and making it all look seamless. With that said, the view was only that of a nearby brick building but it did keep it much more quiet. They even had earplugs ...
Reviewed on Apr 2, 2026
The Blackstone, Autograph Collection
636 S Michigan Ave Chicago IL
$194 nightly
The price is $228 total per night from Apr 5 to Apr 6
$228 total
Apr 5 - Apr 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 24-hour business center and free WiFi in public ...
9/10 Wonderful! (1,005 reviews)
I had a nice two night stay at the Blackstone. It’s well maintained, clean and staff are friendly. It’s near the river and was a 5-10 minutes walk to the Art Institute and Auditorium Theatre. Bath products were lovely and the robe was so comfy. I was a solo female traveller and I felt very safe and ...
Reviewed on Apr 4, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$188 nightly
The price is $221 total per night from Apr 11 to Apr 12
$221 total
Apr 11 - Apr 12
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, ...
8.6/10 Excellent! (2,719 reviews)
I will never return to this hotel.
Reviewed on Apr 4, 2026
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
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"The breakfast is excellent! It is great for families with children, but I wouldn't particularly recommend it for couples."
A verified traveler stayed at Embassy Suites by Hilton Chicago Downtown River North
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