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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

Laura

RM574 total

includes taxes & fees

24 Nov - 25 Nov

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

RM514 total

includes taxes & fees

30 Oct - 31 Oct

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

Jerry

RM393 total

includes taxes & fees

11 Nov - 12 Nov

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

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

tahira

RM881 total

includes taxes & fees

10 Nov - 11 Nov

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

RM774 total

includes taxes & fees

10 Nov - 11 Nov

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

6. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Georgianna

RM690 total

includes taxes & fees

23 Nov - 24 Nov

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

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

RM533 total

includes taxes & fees

23 Nov - 24 Nov

A modern office space with two desks, two chairs, a flat-screen monitor, a desktop computer, and a large window offering a view of buildings and trees.

8. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Cordula

RM573 total

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.

9. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

RM471 total

includes taxes & fees

23 Nov - 24 Nov

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

10. Hilton Chicago

Downtown Chicago

Anna

RM645 total

includes taxes & fees

27 Nov - 28 Nov

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

11. Best Western Grant Park Hotel

Downtown Chicago

Michelle

RM477 total

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

Chriselda

RM651 total

includes taxes & fees

25 Nov - 26 Nov

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

13. Hampton Inn & Suites Chicago Downtown

Downtown Chicago

Tracy

RM514 total

includes taxes & fees

24 Nov - 25 Nov

A cityscape at dusk with illuminated skyscrapers and a river.

14. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Pamela

RM758 total

includes taxes & fees

24 Nov - 25 Nov

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

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

Downtown Chicago

Bonnie

RM777 total

includes taxes & fees

24 Nov - 25 Nov

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

16. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Peggy.

RM721 total

includes taxes & fees

23 Nov - 24 Nov

A conference room with a large screen, multiple tables, and chairs.

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

Downtown Chicago

Danielle

RM656 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a classic facade, large windows, and flags.

18. Residence Inn Chicago Downtown/Loop

Downtown Chicago

Karla

RM695 total

includes taxes & fees

22 Nov - 23 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

19. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Eliana

RM615 total

includes taxes & fees

22 Nov - 23 Nov

A multi-story hotel with a modern glass facade, located in an urban setting with a parking lot and street views.

20. Hyatt Place Chicago/River North

Downtown Chicago

Pamela

RM597 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

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
8.2 Very good 1,011 reviews	5.8 1,013 reviews	5.4 71 reviews	9.6 Exceptional 1,216 reviews	9.2 Wonderful 2,992 reviews
The price is RM454 RM574 total includes taxes & fees 24 Nov - 25 Nov	The price is RM438 RM514 total includes taxes & fees 30 Oct - 31 Oct	The price is RM335 RM393 total includes taxes & fees 11 Nov - 12 Nov	The price is RM741 RM881 total includes taxes & fees 10 Nov - 11 Nov	The price is RM541 RM774 total includes taxes & fees 10 Nov - 11 Nov
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

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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 galleries.

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

Eurostars Magnificent Mile

10/10 Excellent

"Fantastic location. On site restaurant served delicious food and friendly service. My room was comfortable, luxurious and clean. Thank you!"

Sports Illustrated Resorts Chicago

8/10 Good

"Very convenient to an event at the Chicago Theater! Most comfortable bed / pillow combination and double paned windows helped for a great night sleep! Interesting layout with the bathroom in the middle of the space, but the shower felt great and the separate stall for the toilet is a nice feature. The lights were tricky to figure out and ended up getting woken up to a bright light after my husband couldn’t figure out how to turn them off. LOL Overall, great stay."