Top hotels and accommodation in South Side

Relax in style with lounge chairs and bar stools amidst a scenic backdrop.

"Beautiful property, will definitely stay there again."

includes taxes & fees

21 Aug - 22 Aug

Stairs lead to a bar area with a counter and seating on the upper level.

"Great location and property!"

includes taxes & fees

18 Aug - 19 Aug

Enjoy a casual dining experience with comfortable seating and a variety of beverages.

"Excellent location and great vibe. "

includes taxes & fees

17 Aug - 18 Aug

Enjoy a panoramic city view from the comfort of this stylish room, featuring a seating area with sofa and armchairs, dining table, and coffee table.

"perfect hotel for visiting UChicago."

includes taxes & fees

3 Aug - 4 Aug

Relax in a stylish seating area with a sofa, two armchairs, and a coffee table.

"Great place to stay!"

includes taxes & fees

24 Aug - 25 Aug

Enjoy a meal al fresco at this restaurant, adjacent to a sleek building with city views.

"Great property!"

includes taxes & fees

25 Aug - 26 Aug

Indulge in a variety of breakfast options, including cheese omelets, at the buffet.

"Proximity to the airport and eateries was great"

includes taxes & fees

5 Aug - 6 Aug

Relax by the serene pool surrounded by lush gardens and a natural ambiance.

"Amazing stay!"

includes taxes & fees

24 Aug - 25 Aug

Enjoy the city skyline view from the comfort of this stylish room, featuring a plush bed and cozy seating area.

"Great stay. "

includes taxes & fees

17 Aug - 18 Aug

includes taxes & fees

27 Aug - 28 Aug

Cozy retreat with a desk, large mirror, and comfortable bed.

"I appreciate all the people that work at this motel 6! They are polite and always willing to help with reservations. I also have a service animal and it's been so peaceful to stay there. "

includes taxes & fees

23 Aug - 24 Aug

Relax in a serene bedroom with a large bed, minimalist decor, and a cityscape painting above.

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "

includes taxes & fees

4 Aug - 5 Aug

Relax in this stylish living room with a sofa, potted plant, and kitchen area.

"I enjoyed that it was a quiet shared space, there were no issues with any other people who stayed. It was easy to get into and a safe place to stay."

includes taxes & fees

8 Aug - 9 Aug

Experience the hotel's contemporary lobby with a spacious seating area, reception desk, and stunning city views.

"Staff was very helpful and welcoming :)"

includes taxes & fees

7 Aug - 8 Aug

Enjoy cooking in this well-equipped kitchen with a central island, oven, and dishwasher.

"Awesome property. The location was great and was in an urban area. Walking distance to train station, bus routes, and food choices. "

includes taxes & fees

4 Aug - 5 Aug

Enjoy a self-service breakfast with a variety of options at this well-equipped breakfast bar.

"Staff are very friendly:) "

includes taxes & fees

5 Aug - 6 Aug

Stylish hallway with doors leading to various rooms.

"I go there often I like the location and the quiet room. The staff is polite."

"It was a great hotel"

includes taxes & fees

14 Aug - 15 Aug

Skylark Motel's exterior features a prominent sign with its name displayed in bold letters.

"Poorly cleaned and not kept up well."

includes taxes & fees

28 Aug - 29 Aug

Stairwell with a metal railing and large window featuring a decorative pattern.

"Easy, safe parking "

includes taxes & fees

29 Aug - 30 Aug

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Stay near top South Side attractions

University of Chicago

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Illinois Institute of Technology

Explore the campus of Illinois Institute of Technology as part of your travels around Chicago. Experience the fascinating museums and acclaimed theatre scene in this vibrant area.

Jackson Park

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.