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

South Side Hotel Guide - Pet Friendly Hotels in South Side, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Pet Friendly Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for South Side pet-friendly hotels

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.
A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.
A Best Western hotel with a brick facade, multiple windows, and a covered parking area.

1. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
Burbank
United States
David L
€112
includes taxes & fees
1 Nov - 2 Nov
Best Western Inn & Suites - Midway Airport
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.
A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.
A multi-story motel with a parking lot.
A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

2. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
Washington Heights
Canada
Nazli
€94
includes taxes & fees
25 Oct - 26 Oct
Motel 6 - Chicago, IL
An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.
A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.
A modern lounge area with a fireplace, comfortable seating, and a large window.
A restaurant with a bar area, seating, and a television screen displaying a sports event.

3. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
Hyde Park
United States
Gladys
€189
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Chicago-South/University Medical Center
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.
A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.
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.

4. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
stephen T
€110
includes taxes & fees
13 Oct - 14 Oct
Carlton Inn Midway
A room with large windows, a wooden floor, and a built-in air conditioning unit.
Property entrance
Reception
Parking

5. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
Woodlawn
United States
Saul
€86
includes taxes & fees
25 Oct - 26 Oct
Best Motel By OYO Chicago I-90
Interior entrance
A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.
Exterior
A row of parked cars along a tree-lined street with multi-story buildings in the background.

6. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
Kenwood
United States
Princets
€167
includes taxes & fees
1 Nov - 2 Nov
Chicago Lake Shore Hotel
A modern living room with a grey sofa, a coffee table, and a view of the outside through large windows.
A modern kitchen with a stainless steel refrigerator, a white dining table with two grey chairs, and a window with a view of buildings.
A living room with a flat-screen TV, a grey sofa, a coffee table, and two abstract paintings on the wall.
A modern kitchen with stainless steel appliances, white cabinetry, and a tiled backsplash.

7. Conveniently Situated 1BR Apartment

Conveniently Situated 1BR Apartment
Hyde Park
€241
includes taxes & fees
2 Nov - 3 Nov
Conveniently Situated 1BR Apartment
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.
A kitchen with a white refrigerator, a dining table with woven placemats, and a vase with sunflowers.
A bedroom with a bed, a bedside table with a lamp, a window with curtains, and a wall with crescent moon decorations.
A kitchen with white cabinets, a stainless steel stove, a refrigerator, and a window with a view.

8. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
United States
Yiu S.
€212
includes taxes & fees
13 Oct - 14 Oct
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Lobby lounge
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 living room with two grey armchairs, a round coffee table, and a large potted plant.

9. Chicago Marriott Midway

Chicago Marriott Midway
Bedford Park
United States
Carolyn
€188
includes taxes & fees
26 Oct - 27 Oct
Chicago Marriott Midway
A compact kitchen with a gas stove, kettle, and a trash bin.
A kitchen with a white refrigerator, a dining table with chairs, a clock on the wall, and large windows with blinds.
A bathroom with a toilet, sink, mirror, and shower curtain.
A modern hotel room with a bed, desk, and seating area.

10. Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
Homey Hyde Park Studio Near UChicago
View all properties

Top South Side Hotel Reviews

Carlton Inn Midway

Carlton Inn Midway

8/10 Good
"Excellent staff. Very clean outside. Good breakfast. Coffee in office 24/7-which was wonderful. No elevator but only 2 floors."
Jeannie 2-night trip
Posted 23 hours ago
Carlton Inn Midway
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Definitely a motel vibe, no elevator. Nice staff and clean rooms."
William 1-night trip
Posted 5 days ago
Chicago Lake Shore Hotel

Explore a world of travel with Expedia