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Our top choices for Southwest Side hotels

Sleepy Hollow

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

includes taxes & fees

10 Aug - 11 Aug

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

2. Carlton Inn Midway

Archer Heights

Kevin

includes taxes & fees

28 Jul - 29 Jul

3. Skylark Motel

Garfield Ridge

Roop

includes taxes & fees

10 Aug - 11 Aug

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

Downtown Chicago

Morgan

includes taxes & fees

23 Aug - 24 Aug

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

5. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

jayne

includes taxes & fees

19 Aug - 20 Aug

6. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

MARTINA

includes taxes & fees

10 Aug - 11 Aug

7. Congress Plaza Hotel

Downtown Chicago

ERIC

includes taxes & fees

13 Aug - 14 Aug

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

8. Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

Erick

includes taxes & fees

20 Aug - 21 Aug

9. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Tina

includes taxes & fees

9 Aug - 10 Aug

10. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Downtown Chicago

Aleace

includes taxes & fees

19 Aug - 20 Aug

11. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Navin

includes taxes & fees

20 Aug - 21 Aug

12. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Heather

includes taxes & fees

10 Aug - 11 Aug

13. Best Western Grant Park Hotel

Downtown Chicago

Adit

includes taxes & fees

10 Aug - 11 Aug

14. The Wade

Downtown Chicago

Richard

includes taxes & fees

9 Aug - 10 Aug

15. Claridge House Chicago, Tapestry Collection by Hilton

Downtown Chicago

Timothy

includes taxes & fees

10 Aug - 11 Aug

2 restaurants; breakfast, lunch and dinner served

16. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Liliana B

includes taxes & fees

23 Aug - 24 Aug

17. Le Méridien Essex Chicago

Downtown Chicago

Robert

includes taxes & fees

17 Aug - 18 Aug

Rooftop bar, al fresco dining, open daily

18. The Godfrey Hotel Chicago

Downtown Chicago

Pam

includes taxes & fees

19 Aug - 20 Aug

19. Freehand Chicago

Downtown Chicago

james

includes taxes & fees

10 Aug - 11 Aug

20. Silversmith Hotel Chicago Downtown

Downtown Chicago

Donilyn

includes taxes & fees

9 Aug - 10 Aug

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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.

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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

Travelodge by Wyndham Downtown Chicago

10/10 Excellent

"The staff were amazing, friendly, and very helpful. The cleaning lady was also wonderful and kept everything clean and comfortable. However, the air conditioning needs maintenance or an upgrade because it was very loud."

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"excelente hotel, la atencion al cliente inmejorable, el cuarto muy limpio y grande, la ubicacion en el centro del downtown, el bar restaurante tiene un servicio muy eficiente, y lo mejor es que a las 6.00 am ya empiezan a brindarte servicio, en fin lo volveria a elegir de visitar chicago."

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"The location of this hotel is outstanding—right on the Magnificent Mile, making it perfect for exploring Chicago. The property is well maintained, the staff was pleasant, and overall we had a good stay. However, for a hotel charging nearly $500 per night, I expected much better comfort. We stayed in a Junior Suite, and unfortunately the mattresses and especially the pillows were of very poor quality. The beds were quite uncomfortable, which made it difficult to get a good night’s sleep. For the price and category of this hotel, upgrading the mattresses and pillows should be a priority. A better sleep experience would make a significant difference and better match the premium rates."

Congress Plaza Hotel

8/10 Good

"Historic hotel with great historic feel with updated amenities. Right near lots of things (millennium park). Only con: Ordered food to take back to our room in the lounge, and they were running behind so the bartender said he could call up to my room when ready for me to come get. After an hour I attempted to call them (they have no phone I’m told). I went down and found our food was sitting in the counter. Got it up to our room and food was cold. Frustrated that I didn’t get the call or just told to come back down at a certain time. I should have gone back, because it was a large order, but we were exhausted & at that point just wanted some food so we could go to bed. Otherwise the hotel was great"

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"Contrasted with prior hotel management the hotel has taken on a starkly modern room appearance. Everything is functional if less warm. I believe this is to accommodate its pets welcome policy. You will find lots of people staying here with their furry friends as a result."