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Our top choices for Southwest Side hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

$108 nightly

Dec 13 - Dec 14

Total with taxes and fees

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

$107 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

3. Rainbow Motel

Garfield Ridge

Kendall

$95 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel entrance with a prominent 'MORTON' sign, a 'HOTEL BLAKE CHICAGO' sign, and a '542' address number.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

$111 nightly

Dec 10 - Dec 11

Total with taxes and fees

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

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

Downtown Chicago

Bonnie

$143 nightly

Dec 14 - Dec 15

Total with taxes and fees

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

6. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Valerie

$97 nightly

Dec 7 - Dec 8

Total with taxes and fees

A modern interior with a bar area, seating, and decorative wooden panels.

7. Best Western Grant Park Hotel

Downtown Chicago

Michelle

$86 nightly

Dec 7 - Dec 8

Total with taxes and fees

A modern kitchen with a large window, a dining area, and a view of the sea.

8. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

$109 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

9. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Carole

$125 nightly

Nov 25 - Nov 26

Total with taxes and fees

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

10. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

ALVIN

$97 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

11. Hotel 505 River North

Downtown Chicago

Melvin

$148 nightly

Dec 14 - Dec 15

Total with taxes and fees

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

12. Hilton Chicago

Downtown Chicago

Jordan

$160 nightly

Nov 22 - Nov 23

Total with taxes and fees

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

13. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Mark

$88 nightly

Dec 7 - Dec 8

Total with taxes and fees

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

Alicia

$114 nightly

Nov 23 - Nov 24

Total with taxes and fees

A multi-story building with a prominent curved glass facade, surrounded by other high-rise buildings.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Serge

$130 nightly

Dec 13 - Dec 14

Total with taxes and fees

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

16. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

maribeth

$118 nightly

Nov 23 - Nov 24

Total with taxes and fees

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

17. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

$114 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

18. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Dejai

$115 nightly

Nov 22 - Nov 23

Total with taxes and fees

A hotel lobby with a bar area, seating, and a large window.

19. Hilton Garden Inn Chicago Central Loop

Downtown Chicago

Jasmine

$118 nightly

Dec 13 - Dec 14

Total with taxes and fees

A cozy room with a sofa, a dining table, and a window with a view of buildings.

20. LIVN - West Loop Chicago

Downtown Chicago

Elzbieta

$129 nightly

Nov 15 - Nov 16

Total with taxes and fees

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Stay near popular Southwest Side attractions

Marquette Park

9.4/10 (3 reviews)

After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

See properties

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and Ephraim Bajar Cultural Center as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side

An airport with multiple runways, parked airplanes, and a large terminal building.

Top Southwest Side Hotel Reviews

Congress Plaza Hotel

10/10 Excellent

"Congress Plaza Hotel was an ideal hotel for its location to many Chicago sites. It is in walking distance to Soldier's Field which allowed us to get to the football game without dealing with traffic issues. Parking was easy to access and the lot was conveniently located behind the hotel."