Hilton Hotels, Southwest Side Hotels

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Our top choices for Southwest Side Hilton Hotels

A modern bar area with a curved counter, multiple stools, and pendant lighting.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

includes taxes & fees

22 Nov - 23 Nov

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

2. Carlton Inn Midway

Archer Heights

stephen T

includes taxes & fees

3 Nov - 4 Nov

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

3. Rainbow Motel

Garfield Ridge

Jerry

includes taxes & fees

3 Nov - 4 Nov

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Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"The staff at the concierge were very knowledgeable and helpful day 1 until 4, On my second night, oct 29th, except for the lady staff who was in the lobby bar, she was not accommodating and just giving us a negative answer when we are asking if there if coffee is included in the drinks voucher, she did not even us told us that there was Keurig coffee maker an the right side corner, she is the only one that"

L7 Chicago by LOTTE

10/10 Excellent

"Best hotel sleep in years, which is wild given the central location in a busy city. In-room amenities like the steamer, robe, kettle and yoga mat really elevated my stay. No onsite food except that expensive restaurant downstairs, but there’s an amazing pub literally across the street that’s huge, reasonable and open late. Free coffee in lobby was nice too. Only drawback was the lack of a desk chair in the room. There was a lounger and a table but trying to work from it for more than a few hours was a little rough in my back. I’d definitely stay again."

Arlo Chicago

10/10 Excellent

"Arlo Chicago was perfect! If you are in a wheelchair, the ADA King room was fully accessible with a low sitting bed, walk-in shower, open sinks, and enough space to get around room. It was quiet with electric blinds making it easy to open/close. The location is within walking distance of just about anything, or a bus stop and train station right out front or a block down to access train. The famous Bean site was a 2 minute walk, the Riverwalk about 5 minutes, and so much more. The parking was so easy. You pull right at back door & unload, and the parking garage is literally at the end of that alley. That was my biggest concern being my first overnight stay in a wheelchair where I must transfer in/out my chair. There is a bar and restaurant inside the hotel, drinks (for a fee) already in the room, a refrigerator, alcohol, water, soda, coffee machine, toiletries, robes, etc. The view was awesome. Thank you for the amazing staff who were so kind & helpful...especially Terell who was more than accommodating in helping us register with parking garage online. The room was clean, common areas welcoming, and I will only stay at this location in the future. My only criticism is that the ADA room had a heavy door and was a sharp right angle to enter, which could potentially be an issue for an electric wheelchair user if they were traveling alone...but the staff would have helped. Be prepared financially, but our room was worth the rate & reasonable for all the amenities."

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Things to do in Central Chicago

Room 1

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Our top choices for Southwest Side Hilton Hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

L7 Chicago by LOTTE

Arlo Chicago

LondonHouse Chicago, Curio Collection by Hilton

The Wade

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Hotel Saint Clair- Magnificent Mile

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Hilton Hotels, Southwest Side hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Side Hilton Hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

2. Carlton Inn Midway

3. Rainbow Motel

Top Southwest Side Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Explore a world of travel with Expedia