Southwest Side Villas

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Recommended hotels in Southwest Side

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

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

HK$1,165 total

includes taxes & fees

9 Nov - 10 Nov

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

2. Carlton Inn Midway

Archer Heights

stephen T

HK$986 total

includes taxes & fees

3 Nov - 4 Nov

A two-story brick building with a white door, a stop sign, and a fire hydrant on the sidewalk.

3. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Brighton Park

Rachel

HK$1,795 total

includes taxes & fees

9 Nov - 10 Nov

4. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Brighton Park

Damary T.

HK$2,191 total

includes taxes & fees

8 Nov - 9 Nov

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

5. Rainbow Motel

Garfield Ridge

Jerry

HK$948 total

includes taxes & fees

3 Nov - 4 Nov

A living room with a sectional sofa, two armchairs, a coffee table, and artwork on the walls.

6. Spacious Apt | 4 Queen Beds | Free Parking

Brighton Park

HK$3,004 total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel with a glass facade, named "Sable Hotel," located near a waterfront with boats docked.

7. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Bonnie

HK$1,491 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story building with a prominent entrance featuring a large archway and a sign.

8. Hilton Chicago

Downtown Chicago

carol

HK$1,237 total

includes taxes & fees

27 Nov - 28 Nov

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

9. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

HK$904 total

includes taxes & fees

23 Nov - 24 Nov

A modern outdoor terrace with multiple dining tables and chairs, surrounded by high-rise buildings.

10. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

HK$983 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel lobby with seating areas, a reception desk, and an elevator.

11. Best Western Grant Park Hotel

Downtown Chicago

Michelle

HK$915 total

includes taxes & fees

23 Nov - 24 Nov

A hotel entrance with a covered parking area, clear signage, and a well-lit facade.

12. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Khadija

HK$814 total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel with a glass facade, multiple floors, and a visible entrance.

13. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

HK$1,101 total

includes taxes & fees

23 Nov - 24 Nov

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

14. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Michael

HK$1,063 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

15. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

HK$1,495 total

includes taxes & fees

22 Nov - 23 Nov

A poolside area with lounge chairs and a reflection of the surrounding buildings.

16. Hotel 505 River North

Downtown Chicago

Miya

HK$1,289 total

includes taxes & fees

22 Nov - 23 Nov

A cityscape at dusk with illuminated skyscrapers and a river.

17. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Pamela

HK$1,399 total

includes taxes & fees

23 Nov - 24 Nov

A multi-story hotel with a prominent sign reading "Crowne Plaza."

18. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Chriselda

HK$1,259 total

includes taxes & fees

23 Nov - 24 Nov

A large hotel with a classic architectural style, featuring multiple floors and a prominent entrance.

19. Congress Plaza Hotel

Downtown Chicago

Ashya

HK$1,083 total

includes taxes & fees

10 Nov - 11 Nov

20. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

Danielle

HK$1,260 total

includes taxes & fees

22 Nov - 23 Nov

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Top Southwest Side Hotel Reviews

The Godfrey Hotel Chicago

8/10 Good

"Na"

Sports Illustrated Resorts Chicago

8/10 Good

"The room was clean although the tv was a bit confusing to use the advertising for the room was different from what is shown on here. Overall very nice property not much noise can be heard even with a train station nearby. Staff was great and helpful. Bar is free most days from 3-7 also a free brunch on Sundays as well starting at 11 did not make it to the other events. Overall I had a really good stay."

The Wade

8/10 Good

"The hotel property was beautiful; however, the staff was less than accommodating. During check-in, three groups waited 10 to 15 minutes before receiving assistance. While we were waiting, a staff member entered the office directly behind the check-in desk, where another employee appeared to be engaged in a conversation. That employee could clearly see the three groups waiting but allowed the door to close and did not offer assistance. The groups continued waiting for several more minutes before the same staff member emerged from the back office to assist guests checking into their rooms. On Monday morning, my wife and I went to have breakfast in the restaurant. A sign at the entrance clearly stated, "Please wait to be seated." We stood there for approximately ten minutes while several staff members looked directly at us without acknowledging our presence. After losing patience, I walked down the stairs and asked if someone would be seating us. One of the staff members then informed us that we could seat ourselves at any available table. While the property itself was impressive, the lack of attentiveness and customer service from the staff detracted significantly from our overall experience."

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