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Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

$113 nightly

Aug 9 - Aug 10

Total with taxes and fees

2. Skylark Motel

Garfield Ridge

Jose Francisco Damas

$87 nightly

Aug 11 - Aug 12

Total with taxes and fees

Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

3. Carlton Inn Midway

Archer Heights

Kevin

$104 nightly

Aug 4 - Aug 5

Total with taxes and fees

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

Downtown Chicago

Morgan

$247 nightly

Aug 23 - Aug 24

Total with taxes and fees

5. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Downtown Chicago

Aleace

$199 nightly

Aug 19 - Aug 20

Total with taxes and fees

Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

6. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

Erick

$176 nightly

Aug 20 - Aug 21

Total with taxes and fees

Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

jayne

$169 nightly

Aug 19 - Aug 20

Total with taxes and fees

8. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Navin

$176 nightly

Aug 20 - Aug 21

Total with taxes and fees

9. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Jordan Leigh

$165 nightly

Aug 9 - Aug 10

Total with taxes and fees

10. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

MARTINA

$145 nightly

Aug 10 - Aug 11

Total with taxes and fees

11. Best Western Grant Park Hotel

Downtown Chicago

Adit

$161 nightly

Aug 9 - Aug 10

Total with taxes and fees

12. Le Méridien Essex Chicago

Downtown Chicago

Robert

$198 nightly

Aug 20 - Aug 21

Total with taxes and fees

13. Silversmith Hotel Chicago Downtown

Downtown Chicago

Donilyn

$203 nightly

Aug 9 - Aug 10

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

14. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Yolanda

$250 nightly

Aug 23 - Aug 24

Total with taxes and fees

15. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Judy

$170 nightly

Aug 9 - Aug 10

Total with taxes and fees

16. The Wade

Downtown Chicago

Richard

$149 nightly

Aug 9 - Aug 10

Total with taxes and fees

17. Hotel Riu Plaza Chicago

Downtown Chicago

Deanne

$228 nightly

Aug 23 - Aug 24

Total with taxes and fees

18. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

$171 nightly

Aug 16 - Aug 17

Total with taxes and fees

19. The Buckingham Hotel

Downtown Chicago

Dominique

$207 nightly

Aug 9 - Aug 10

Total with taxes and fees

Rooftop bar, alfresco dining, open daily

20. The Godfrey Hotel Chicago

Downtown Chicago

Ryan

$188 nightly

Aug 25 - Aug 26

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

Congress Plaza Hotel

10/10 Excellent

"Not going to stay there again, there is no help provided by the property, no house keeping and service was mediocre at beat"

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Nice pool and fitness center. The room was basic two double beds but outlets only available between the beds. This does not work well when two people want to charge their phones. Luggage can be checked for the day after checkout at the bell desk, but the process was inefficient and slow. Only 4 elevators for 26 floors. Parking across the street at Nordstrom's (enter on Rush) was convenient, booked through Spothero, and saved $40 over valet parking. All in all, you are paying for the location."

Crowne Plaza Chicago West Loop by IHG

8/10 Good

"Very comfortable clean room. Excellent bed. Ice machine not working on our floor and staff not really helpful getting ice. Had to go to two other floors before we found ice. Bar closed at 4pm on a Saturday which was weird too. Otherwise it was a good comfortable place with good location."

River Hotel

10/10 Excellent

"I am very happy with my Stay at River hotel, everything was great. Hotel was clean, I interacted with multiple staff members and a couple of them went above and beyond. The view was magnificent, I had a river view room and it was great, the only thing I would advise, if you are a light sleeper, don’t get a river view, it is noisy outside and you can hear everything, we didn’t mind it, but in the future I will stay at Club Quarters for a higher floor."