All Hotels by Destination Hotels in Southwest Side - 2026 Updated Prices

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Top Southwest Side Hotel Reviews

Hilton Chicago

10/10 Excellent

"Property was phenomenal. Right in the mix of everything going on for a beautiful Chicago summer. Walking distance to great restaurants and events."

Congress Plaza Hotel

10/10 Excellent

"Beautiful building. Clean room and fairly spacious. Bed wasn't super comfortable but it was fine for 2 night stay. The elevators were fast and we had a small view of the lake and Michigan Ave. Super convenient location with lots of food choices within short walk. Easy walk to museum center and Soldier Field. Close to Metra and L stations. Would definitely stay here again."

River Hotel

8/10 Good

"Really good location and very helpful staff."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"The staff was excellent from check-in to check out. My first experience in the City couldn't have been greater."

The Royal Sonesta Chicago Downtown

8/10 Good

"Great location made places we wanted to visit walkable. Staff, especially porters, were extremely welcoming and helpful. The perfume scent in lobby was too overpowering and really off putting. We were on 37th floor under ballroom. Noise from wedding celebration above us was too much Saturday night."