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Our top choices for Southwest Side hotels

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

$108 nightly

Dec 13 - Dec 14

Total with taxes and fees

A modern reception area with a sofa, a round coffee table, and a reception desk.

2. Carlton Inn Midway

Archer Heights

stephen T

$107 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a bed, a desk, and a chair.

3. Rainbow Motel

Garfield Ridge

Kendall

$95 nightly

Nov 15 - Nov 16

Total with taxes and fees

A hotel entrance with a marquee sign, a blue carpet, and a flag.

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

$111 nightly

Dec 10 - Dec 11

Total with taxes and fees

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

Downtown Chicago

Bonnie

$146 nightly

Dec 14 - Dec 15

Total with taxes and fees

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

6. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Jacquelyn

$97 nightly

Nov 23 - Nov 24

Total with taxes and fees

A restaurant interior with round tables and chairs, a bamboo-themed wall mural, and wall-mounted lighting fixtures.

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 modern lounge area with seating, a bar, and large windows offering views.

9. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Carole

$125 nightly

Nov 25 - Nov 26

Total with taxes and fees

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

10. Hotel 505 River North

Downtown Chicago

Melvin

$166 nightly

Dec 9 - Dec 10

Total with taxes and fees

A hotel room with two beds, a desk, a chair, and a large window.

11. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

ALVIN

$93 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

12. LIVN - West Loop Chicago

Downtown Chicago

Elzbieta

$105 nightly

Nov 15 - Nov 16

Total with taxes and fees

A modern restaurant interior with a bar area, seating, and a wooden table.

13. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Eric

$95 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

14. Hilton Chicago

Downtown Chicago

Jordan

$160 nightly

Nov 22 - Nov 23

Total with taxes and fees

The exterior of the Majestic Building with a prominent entrance, a neon sign, and decorative elements.

15. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Alicia

$114 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

16. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Dejai

$115 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

17. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

maribeth

$118 nightly

Nov 23 - Nov 24

Total with taxes and fees

An indoor swimming pool with lounge chairs and tables, a tiled floor, and a ceiling with a unique light fixture.

18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Downtown Chicago

Serge

$144 nightly

Dec 14 - Dec 15

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.

19. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

$114 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rooftop terrace with outdoor seating, a pergola, and a view of surrounding high-rise buildings.

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

Downtown Chicago

Adriana

$135 nightly

Nov 22 - Nov 23

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.

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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

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

Top Southwest Side Hotel Reviews

L7 Chicago by LOTTE

10/10 Excellent

"Good location"

The Royal Sonesta Chicago Downtown

10/10 Excellent

"When I checked in Alexsia greeted me warmly, she thanked me for being a VIP with Expedia and told me the benefits—no one has ever done that before. She welcomed me back and made me feel valued. The room I was upgraded to was so nice. The rooms are always clean, quiet and functional. The beds are comfortable and I sleep well in this hotel. The restaurant is always amazing and consistent. Thank you Alexsia for another great visit!"