South Side Villas - Villas in South Side NZ$173

South Side Villas
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A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

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No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

A hotel with a covered entrance, multiple windows, and a clear sky.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A bathroom with a white sink, a mirror, and a towel rack.

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

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

2.5 star property

Bedford Park

9.0 out of 10, Wonderful, (1,367 reviews)

9.0/10

Wonderful

(1,367 reviews)

"Good hotel"

Roberto

The price is NZ$262

NZ$262

includes taxes & fees

22 Nov - 23 Nov

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

A Holiday Inn hotel with a parking lot and several cars parked in front.

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

A modern bathroom with a bathtub, toilet, and vanity with a mirror.

A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

2. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property

West Lawn

8.2 out of 10, Very good, (1,000 reviews)

8.2/10

Very good

(1,000 reviews)

"Clean and comfortable rooms."

Laura

The price is NZ$247

NZ$247

includes taxes & fees

22 Nov - 23 Nov

Holiday Inn Chicago – Midway Airport S by IHG

A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

A modern living room with a marble column, wooden shelves, and a unique chandelier.

An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

A bar area with a marble countertop, multiple shelves of bottles, and a large TV screen. There are several bar stools and a round table with a vase of flowers.

3. Sophy Hyde Park

Sophy Hyde Park

4.0 star property

Hyde Park

9.4 out of 10, Exceptional, (1,001 reviews)

9.4/10

Exceptional

(1,001 reviews)

"Nice hotel"

Brent

The price is NZ$486

NZ$486

includes taxes & fees

22 Nov - 23 Nov

Sophy Hyde Park

A modern building with a glass facade, a red and white sign for 'Red Menopolo Cafe', and a 'SHARK' sign.

A restaurant with a bar area, seating, and a television screen displaying a sports event.

An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.

A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

4. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3.0 star property

Hyde Park

8.8 out of 10, Excellent, (1,004 reviews)

8.8/10

Excellent

(1,004 reviews)

"Rooms were very clean and breakfast was actually pretty good."

Kelley

The price is NZ$318

NZ$318

includes taxes & fees

22 Nov - 23 Nov

Hyatt Place Chicago-South/University Medical Center

A Best Western hotel with a brick facade, multiple windows, and a covered parking area.

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

5. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,000 reviews)

7.0/10

Good

(1,000 reviews)

"CLEAN ROOMS, 5 STAR STAFF, GOOD BREAKFAST AND PARKING"

David L

The price is NZ$221

NZ$221

includes taxes & fees

1 Nov - 2 Nov

Best Western Inn & Suites - Midway Airport

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

6. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2.0 star property

Washington Heights

7.0 out of 10, Good, (525 reviews)

7.0/10

Good

(525 reviews)

"Nice and new renovation. Bed is okay for me. Outside look not great but inside is nice."

DENNIS

The price is NZ$186

NZ$186

includes taxes & fees

8 Nov - 9 Nov

Motel 6 - Chicago, IL

A hotel with multiple floors, large windows, and a prominent sign for the Jaslin Hotel.

A modern lobby with a glass partition, a fireplace, and a seating area.

A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.

A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.

7. Jaslin Hotel

Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,414 reviews)

9.0/10

Wonderful

(1,414 reviews)

"We enjoyed our stay"

Jeffrey

The price is NZ$292

NZ$292

includes taxes & fees

20 Nov - 21 Nov

Jaslin Hotel

A van parked in front of a building with a balcony and a sign indicating a parking area.

A breakfast bar with coffee makers, a toaster, and a variety of pastries.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

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

8. Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

5.8 out of 10, (1,003 reviews)

5.8/10

(1,003 reviews)

"good location for access to the city"

stephen T

The price is NZ$221

NZ$221

includes taxes & fees

25 Oct - 26 Oct

Carlton Inn Midway

A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

A modern bar area with high stools, a bar counter, and a seating area with round tables and chairs.

A hotel room with two beds, a desk, and a chair.

9. Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property

Bedford Park

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Beautiful hotel. Very quiet. Conveniently located."

Carolyn

The price is NZ$332

NZ$332

includes taxes & fees

22 Nov - 23 Nov

Chicago Marriott Midway

A hotel with a brick facade, a marquee sign, and a visible entrance.

A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

A modern lobby with a sofa, a coffee table, and a large digital art display.

A modern restaurant with a bar area, multiple seating options, and a contemporary design.

10. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property

Chinatown

9.6 out of 10, Exceptional, (1,003 reviews)

9.6/10

Exceptional

(1,003 reviews)

"Great location! Lovely stay"

Cayci

The price is NZ$261

NZ$261

includes taxes & fees

22 Nov - 23 Nov

SpringHill Suites by Marriott Chicago Chinatown

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

11. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3.0 star property

Kenwood

7.0 out of 10, Good, (1,012 reviews)

7.0/10

Good

(1,012 reviews)

"Very clean room with working microwave ave fridge. Perfect for a stay close to the city!"

Nicole

The price is NZ$306

NZ$306

includes taxes & fees

17 Nov - 18 Nov

Chicago Lake Shore Hotel

A modern kitchen with a stainless steel refrigerator, a stove, and white cabinets.

A modern living room with a flat-screen TV, a black entertainment unit, a brown leather chair, a potted plant, and a gray rug.

A white bathtub with a window above it, two pink bottles on the windowsill, and a chrome faucet.

A bathroom with a black and white polka dot shower curtain, a white sink with a black faucet, and a white toilet.

12. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Such a cozy stay! Definitely recommend!"

Angelina

The price is NZ$312

NZ$312

includes taxes & fees

28 Oct - 29 Oct

Hyde Park Trendy Studio Apartment in Good Spot

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.

A modern bathroom with a glass shower enclosure, a toilet, and a sink.

A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

13. Villa Dubois Guest House

Villa Dubois Guest House

2.0 star property

Bronzeville

7.8 out of 10, Good, (144 reviews)

7.8/10

Good

(144 reviews)

"Wonderful place"

Yohannes

The price is NZ$261

NZ$261

includes taxes & fees

5 Nov - 6 Nov

Villa Dubois Guest House

A motel with a row of parking spaces and a building with a red roof and beige walls.

A bathroom with a bathtub, a toilet, and a red wall.

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

14. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 star property

Ashburn

5.6 out of 10, (111 reviews)

5.6/10

(111 reviews)

"Its a hotel owned and operated by the family rooms smell like pee bathrooms are nasty"

Pedro

The price is NZ$193

NZ$193

includes taxes & fees

26 Oct - 27 Oct

Saratoga Motel By Capital O Near Midway Airport Chicago IL

A round table with two chairs, a potted plant, and a vase with flowers. There are two windows with blinds, a radiator, and two framed artworks on the walls.

A modern living room with a sofa, coffee table, and TV. There are windows with blinds, a radiator, and a plant.

A hotel room with a bed, bedside lamps, a potted plant, and a window with blinds.

A compact bathroom with a toilet, a sink, and a shower.

15. Sleek & Functional 2-Bedroom Apt

Sleek & Functional 2-Bedroom Apt

Hyde Park

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great place, great location!"

Lisa T.

The price is NZ$427

NZ$427

includes taxes & fees

26 Oct - 27 Oct

Sleek & Functional 2-Bedroom Apt

A motel with a two-story structure, numbered rooms, and a parking area with a car.

A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

A bathroom with a bathtub, toilet, and sink.

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

16. Rainbow Motel

Rainbow Motel

2.0 star property

Garfield Ridge

5.4 out of 10, (70 reviews)

5.4/10

(70 reviews)

"Great value for the price. Staff was very friendly."

Jerry

The price is NZ$173

NZ$173

includes taxes & fees

4 Nov - 5 Nov

Rainbow Motel

A dining area with a round table, two chairs, and a small plant. There are two abstract paintings on the wall above the table.

17. 1BR in Prime Hyde Park Apartment

1BR in Prime Hyde Park Apartment

Hyde Park

The price is NZ$415

NZ$415

includes taxes & fees

15 Nov - 16 Nov

1BR in Prime Hyde Park Apartment

A living room with a sectional sofa, a flat-screen TV, a coffee table, and a potted plant.

A hotel room with a large bed, two pillows, a bedside table with a lamp, and a door.

A modern living room with a sectional sofa, a glass coffee table, and a potted plant.

A bathroom with a white sink, a mirror above it, and a dark curtain with a moon pattern.

18. Perfect 1BR Spot near Attractions

Perfect 1BR Spot near Attractions

Hyde Park

The price is NZ$435

NZ$435

includes taxes & fees

9 Nov - 10 Nov

Perfect 1BR Spot near Attractions

A compact kitchen with white cabinets, a gas stove, a microwave, and a trash bin.

A wooden shelf unit with a plant on the top shelf and a black metal rack on the bottom shelf.

19. Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment

Hyde Park

The price is NZ$382

NZ$382

includes taxes & fees

10 Nov - 11 Nov

Cozy Well-Equipped Studio Apartment

A multi-story building with a uniform facade, large windows, and a flat roof.

A modern hotel room with a bed, a sofa, a coffee table, a TV, and a kitchenette.

A modern kitchen with white cabinets, a stainless steel refrigerator, a black countertop, and three bar stools.

A bathroom with a toilet, sink, and bathtub.

20. Relaxed City Stay in Hyde Park | Cozy Studio Unit

Relaxed City Stay in Hyde Park | Cozy Studio Unit

Kenwood

The price is NZ$469

NZ$469

includes taxes & fees

11 Nov - 12 Nov

Relaxed City Stay in Hyde Park | Cozy Studio Unit

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.

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Top South Side Hotel Reviews

Carlton Inn Midway

10/10 Excellent

"Clean room air conditioning staff"

Samy 1-night trip

Posted 1 hour ago

Carlton Inn Midway

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"Very clean and the staff were great."

Craig 1-night trip

Posted 15 hours ago

Hyatt Place Chicago-South/University Medical Center

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good

"I had several towels the had stains on them. Staff wasn’t always pleasant."

Lucretia 5-night trip

Posted 1 day ago

Holiday Inn Chicago – Midway Airport S by IHG

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

10/10 Excellent

"The staff was amazing and the room was always extra clean. We had the best day and will be back for more in the future guaranteed. Thank you so much for the wonderful experience."

Bryan 4-night trip

Posted 2 days ago

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

SpringHill Suites by Marriott Chicago Chinatown

10/10 Excellent

"The rooms in hotel was very clean. The staff was friendly and helpful. They had parking on premises. And the breakfast was very nice."

MARK 1-night trip

Posted 6 days ago

SpringHill Suites by Marriott Chicago Chinatown

Villa Dubois Guest House

10/10 Excellent

"The room and interior are nice. There weren’t other people when I was staying. Getting in was easy. The place was clean."

Jason 3-night trip

Posted 8 days ago

Villa Dubois Guest House

Rainbow Motel

8/10 Good

"Be careful not to get one of the themed rooms. We got the space ship room and it looked nothing like the picture on the website. If you get a regular room it's amazing."

Jacob 3-night trip

Posted 9 days ago

Rainbow Motel

Mccormick Place Guest House

10/10 Excellent

"Was a very nice clean n quiet stay…Would definitely recommend n stay again if plan on visiting Chicago nxt time!"

Johnny 2-night trip

Posted 9 days ago

Mccormick Place Guest House

Admiral Motel By Oyo Chicago I-94

10/10 Excellent

"Air conditioner was broken, toilet was leaking from the floor, but staff, guests and neighbours were very friendly. Overall good given the affordable cost. Not a five star hotel, but doesn’t pretend to be"

Benjamin 4-night trip

Posted 4 months ago

Admiral Motel By Oyo Chicago I-94

Find out more about South Side

South Side Villas information

Number of reviews	3,690
Accommodation	0 Villas
Lowest Price	NZ$173
Highest Price	NZ$486

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Bridgeport Art Center
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Harold Washington Library Center
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Obama's House
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Activities in South Side

Book Villas in South Side on Expedia.com

Search Villas in South Side

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in South Side

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

2. Holiday Inn Chicago – Midway Airport S by IHG

3. Sophy Hyde Park

4. Hyatt Place Chicago-South/University Medical Center

5. Best Western Inn & Suites - Midway Airport

6. Motel 6 - Chicago, IL

7. Jaslin Hotel

8. Carlton Inn Midway

9. Chicago Marriott Midway

10. SpringHill Suites by Marriott Chicago Chinatown

11. Chicago Lake Shore Hotel

12. Hyde Park Trendy Studio Apartment in Good Spot

13. Villa Dubois Guest House

14. Saratoga Motel By Capital O Near Midway Airport Chicago IL

15. Sleek & Functional 2-Bedroom Apt

16. Rainbow Motel

17. 1BR in Prime Hyde Park Apartment

18. Perfect 1BR Spot near Attractions

19. Cozy Well-Equipped Studio Apartment

20. Relaxed City Stay in Hyde Park | Cozy Studio Unit

Find holiday rentals that suit your style

Top South Side Hotel Reviews

Carlton Inn Midway

Find out more about South Side

South Side Villas information

Explore a world of travel with Expedia