South Side, IL Resorts from NT$4,752

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Our top choices for South Side resorts

Couples treatment rooms, sauna, body treatments, aromatherapy

Wind Creek Southland Casino and Hotel

East Hazel Crest

Ben

NT$5,640 total

includes taxes & fees

Jun 17 - Jun 18

Eaglewood Resort and Spa

Itasca

NDerria

NT$4,752 total

includes taxes & fees

Jun 28 - Jun 29

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Oak Brook

Mahua

NT$5,338 total

includes taxes & fees

Jul 2 - Jul 3

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Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

2/10 Terrible

"Bad experience, I recommend to visit this hotel again ever"

Jaslin Hotel

6/10 Okay

"This hotel was very nice and clean, however it did not offering any parking or breakfast. So you have to figure on extra cost for parking and breakfast. The room was very small, the 2 beds were half beds and were probably 10-12 inches away from each other and the walls. There was no microwave and the refrigerator was tiny! Not even dorm size."

Mccormick Place Guest House

2/10 Terrible

"Just before our stay we got a message from Dubois Chicago saying that they would not send the code to enter the property unless we sent them a security deposit almost twice as large as the room charge. They also said it couldn't be put on our credit card but had to be sent via Zelle or Venmo directly from a bank account. I messaged them and said I was not comfortable doing that and that I would only pay through my credit card. They again said they could only accept Zelle or Venmo. That's a good way to lose your money, so I contacted Hotels.com, through whom we booked the stay, and asked for the stay to be canceled. They agreed, but it took 45 minutes on the phone--while I was on vacation. They also declined to compensate me in any way despite the fact my family and I now had nowhere to stay in Chicago on a Friday night. Family members found reports of this happening before. So why does Hotels.com continue to do business with Dubois Chicago?"

Hyatt Place Chicago-South/University Medical Center

6/10 Okay

"Staff was friendly, water pressure was good, and breakfast was pleasant. That said....the air conditioning in the room wasn't working properly. It was set for 65 when we got there. We bumped it up to 68. That said...the thermostat showed that it was actually 80 for most of the night. Did not sleep well as a result."

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"This was our first time in Chicago. My sister and I saw this Best Western as a convenient choice for the Pokemon GO! Fest of 2026. Wow, what a beautiful building! Very safe too. The lot is lit so brightly and is next to a small banquet hall so we weren’t scared about coming back to the room very late. The room was beautiful; comfy sheets, updated TV and nice amenities. The staff were so friendly to us upon check-in and held our bags both at check-in and check-out so we could go explore the city luggage-free. Free breakfast could use a little more variety but it was perfect to help us save on food costs. The parking lot is a bit small so do be aware when needing to park a vehicle here. We didn’t have to park so we didn’t need this option. Overall, we’d choose this Best Western again!!!"

Best Motel By OYO Chicago I-90

2/10 Terrible

"We showed up after a 15 hour drive with a sign saying that all third party bookings are invalid. We talked to the clerk and he said we didn’t have a reservation without even asking for our name. I explained that I talked to staff that morning asking for a ground floor room due to recent surgery. He gave us a key and asked for us to check it out. There was garbage still on tables, the bed had no sheets or pillows. The bathroom had no towels and the toilet paper was wet. Being 10 at night and tires from drive, also unfamiliar with Chicago we had to sleep there for the night. We left promptly at 7 the next morning and lost a nights stay there because of the conditions. Another couple was given the same choice. Their toilet was full of feces and no working ac unit. There is no way I would recommend this place to anyone. I have never had a more horrible experience in customer service, conditions than this visit"

Find out more about South Side

South Side Resorts information

Number of reviews	2,585
Accommodation	0 Resorts
Lowest Price	NT$4,752
Highest Price	NT$5,640

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Change your mind

Treat yourself

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Check prices for these dates

Our top choices for South Side resorts

Wind Creek Southland Casino and Hotel

Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Jaslin Hotel

Mccormick Place Guest House

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Hyatt Place Chicago-South/University Medical Center

Best Western Inn & Suites - Midway Airport

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Best Motel By OYO Chicago I-90

Chicago Lake Shore Hotel

Find out more about South Side

South Side Resorts information

Explore a world of travel with Expedia

Search Resorts in South Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Side resorts

Wind Creek Southland Casino and Hotel

Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Find out more about South Side

South Side Resorts information

Explore a world of travel with Expedia