Southwest Side Hotel & Accommodation Deals 2026 from AU$138 - Compare prices by date

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Our top choices for Southwest Side hotels

A modern bar area with a curved counter, multiple stools, and pendant lighting.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

includes taxes & fees

6 Dec - 7 Dec

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

includes taxes & fees

10 Nov - 11 Nov

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

3. Rainbow Motel

Garfield Ridge

Kendall

includes taxes & fees

10 Nov - 11 Nov

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

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

includes taxes & fees

10 Dec - 11 Dec

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

5. Hotel 505 River North

Downtown Chicago

Miya

includes taxes & fees

10 Dec - 11 Dec

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

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

Downtown Chicago

Bonnie

includes taxes & fees

23 Nov - 24 Nov

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

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

includes taxes & fees

9 Dec - 10 Dec

A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

8. Le Méridien Essex Chicago

Downtown Chicago

Taso

includes taxes & fees

7 Dec - 8 Dec

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

9. Best Western Grant Park Hotel

Downtown Chicago

Michelle

includes taxes & fees

7 Dec - 8 Dec

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

10. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Tracy

includes taxes & fees

8 Dec - 9 Dec

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

11. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

includes taxes & fees

23 Nov - 24 Nov

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

12. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Dejai

includes taxes & fees

22 Nov - 23 Nov

A grand hotel lobby with a central staircase, ornate columns, and a decorative ceiling.

13. Hilton Chicago

Downtown Chicago

Jordan

includes taxes & fees

22 Nov - 23 Nov

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

14. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Carole

includes taxes & fees

22 Nov - 23 Nov

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

includes taxes & fees

24 Nov - 25 Nov

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

16. LIVN - West Loop Chicago

Downtown Chicago

Elzbieta

includes taxes & fees

10 Nov - 11 Nov

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

17. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

maribeth

includes taxes & fees

23 Nov - 24 Nov

A modern interior with a dining area, sofas, and artwork on the walls.

18. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Grace

includes taxes & fees

9 Dec - 10 Dec

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

19. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

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.

20. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Alicia

includes taxes & fees

23 Nov - 24 Nov

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Compare top hotels in Southwest Side

Holiday Inn Chicago – Midway Airport S by IHG 2.5 star property West Lawn View	Carlton Inn Midway 2.0 star property Archer Heights View	Rainbow Motel 2.0 star property Garfield Ridge View	Hilton Vacation Club Hotel Blake Chicago 4.0 star property Downtown Chicago View	Hotel 505 River North 4.5 star property Downtown Chicago View
8.0 Very good 1,008 reviews	5.8 1,005 reviews	5.6 78 reviews	9.6 Exceptional 1,221 reviews	9.2 Wonderful 3,014 reviews
The price is AU$194 includes taxes & fees 6 Dec - 7 Dec	The price is AU$183 includes taxes & fees 10 Nov - 11 Nov	The price is AU$146 includes taxes & fees 10 Nov - 11 Nov	The price is AU$181 includes taxes & fees 10 Dec - 11 Dec	The price is AU$270 includes taxes & fees 10 Dec - 11 Dec
No Breakfast included No Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included No Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking

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 galleries.

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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