Our top choices for Southwest Side hotels

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

includes taxes & fees

28 Jun - 29 Jun

Deluxe Single Room | Free WiFi, bed sheets

2. Rainbow Motel

Garfield Ridge

Conner

includes taxes & fees

23 Jun - 24 Jun

3. Skylark Motel

Garfield Ridge

Roop

includes taxes & fees

23 Jun - 24 Jun

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

4. Carlton Inn Midway

Archer Heights

Madison

includes taxes & fees

14 Jun - 15 Jun

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

Downtown Chicago

Deborah

includes taxes & fees

30 Jun - 1 Jul

6. Omni Chicago Hotel

Downtown Chicago

Bruce

includes taxes & fees

1 Jul - 2 Jul

7. Congress Plaza Hotel

Downtown Chicago

Felipa

includes taxes & fees

29 Jun - 30 Jun

8. Hilton Chicago

Downtown Chicago

Jose saul

includes taxes & fees

30 Jun - 1 Jul

9. Silversmith Hotel Chicago Downtown

Downtown Chicago

Gabino

includes taxes & fees

5 Jul - 6 Jul

10. Hotel Riu Plaza Chicago

Downtown Chicago

Corey

includes taxes & fees

30 Jun - 1 Jul

11. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Ming

includes taxes & fees

1 Jul - 2 Jul

12. Hyatt Regency Chicago

Downtown Chicago

Marianne

includes taxes & fees

1 Jul - 2 Jul

13. Eurostars Magnificent Mile

Downtown Chicago

Audrey

includes taxes & fees

2 Jul - 3 Jul

14. Swissotel - Chicago

Downtown Chicago

Martha

includes taxes & fees

5 Jul - 6 Jul

2 restaurants; breakfast, lunch and dinner served

15. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Robert

includes taxes & fees

1 Jul - 2 Jul

16. Fairmont Chicago at Millennium Park

Downtown Chicago

Mohammed Izzal

includes taxes & fees

7 Jul - 8 Jul

17. Best Western Grant Park Hotel

Downtown Chicago

Alexandra

includes taxes & fees

1 Jul - 2 Jul

18. Palmer House a Hilton Hotel

Downtown Chicago

Charles Otto

includes taxes & fees

1 Jul - 2 Jul

19. Sheraton Grand Chicago Riverwalk

Downtown Chicago

Pamela

includes taxes & fees

2 Jul - 3 Jul

20. Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

Debby

includes taxes & fees

6 Jul - 7 Jul

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Stay near popular Southwest Side attractions

Marquette Park

4.7/5 (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

Top Southwest Side Hotel Reviews

Hyatt Regency O'Hare Chicago

10/10 Excellent

"I really liked it and recommend it."

Hotel Riu Plaza Chicago

6/10 Okay

"This is a new hotel (2024) but you can already see wear and tear. It’s maybe slightly better than a holiday inn. The blanket is a little weird in that’s it’s a fleece between two sheets. It’s clear the fleece isn’t washed between stays as you can see hair. I agree with other reviews that not having card verification on both sides of the elevator is a huge miss. It’s only on the right side so people crowd the right panel. You can’t fault the staff - super nice and polite."

Hotel Felix River North/Magnificent Mile

2/10 Terrible

"First I was thinking that the hotel is a good place. The location was very good close to tourist attractions. The room I had reserved was on top floor which I was expecting a view but the room had a small window facing some other building rooms.the room had issues at the beginning which was the toilet was wobbly and I saw a bug on the ceiling plus some spider web. The main issue was at the last night of the stay the AC of the hotel was not working and after several calls someone came and said it’s fixed and after they left the issue was not fixed and after calling the front desk 10 times I had to go down at midnight to see no one was there. The next day after having a bad night sweating I went to talk to the manager she was so unreasonable telling me that the issue was due to weather and they will be able to give us a very little compensation which didn’t make sense to me as I couldn’t sleep the whole night. Anyway do a better search and ont pay $300 for a night with this problems"