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Our top choices for Southwest Side hotels

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

1. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

AED 528 total

includes taxes & fees

22 Nov - 23 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

AED 462 total

includes taxes & fees

5 Nov - 6 Nov

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

AED 376 total

includes taxes & fees

5 Nov - 6 Nov

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

4. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

AED 700 total

includes taxes & fees

22 Nov - 23 Nov

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

5. Hotel 505 River North

Downtown Chicago

Miya

AED 604 total

includes taxes & fees

22 Nov - 23 Nov

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

6. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Nicole

AED 460 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.

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

AED 423 total

includes taxes & fees

23 Nov - 24 Nov

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

8. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Carole

AED 455 total

includes taxes & fees

22 Nov - 23 Nov

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

9. Hilton Chicago

Downtown Chicago

Christian

AED 579 total

includes taxes & fees

27 Nov - 28 Nov

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

10. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

maribeth

AED 515 total

includes taxes & fees

23 Nov - 24 Nov

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

11. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Chriselda

AED 571 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

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

Downtown Chicago

Bonnie

AED 698 total

includes taxes & fees

23 Nov - 24 Nov

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.

13. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Michael

AED 498 total

includes taxes & fees

22 Nov - 23 Nov

A modern interior with a bar area, seating, and decorative wooden panels.

14. Best Western Grant Park Hotel

Downtown Chicago

Michelle

AED 428 total

includes taxes & fees

23 Nov - 24 Nov

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

15. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

Peggy.

AED 645 total

includes taxes & fees

25 Nov - 26 Nov

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

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

Downtown Chicago

Manuel

AED 590 total

includes taxes & fees

22 Nov - 23 Nov

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

17. LIVN - West Loop Chicago

Downtown Chicago

Elzbieta

AED 514 total

includes taxes & fees

9 Nov - 10 Nov

18. Hilton Garden Inn Chicago Central Loop

Downtown Chicago

Jasmine

AED 590 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

Stacy

AED 553 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.

20. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

Pamela

AED 677 total

includes taxes & fees

22 Nov - 23 Nov

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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.

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

The Royal Sonesta Chicago Downtown

10/10 Excellent

"I had an absolutely wonderful experience at The Royal Sonesta Chicago Downtown! From the moment I arrived, I felt welcomed and well taken care of. The hotel offers the perfect combination of elegance, comfort, and convenience, making my time in Chicago even more enjoyable. The location is fantastic, right in the heart of downtown, with easy access to restaurants, shopping, entertainment, and some of the city’s most beautiful attractions. The atmosphere throughout the property is sophisticated yet inviting, and the accommodations provided a comfortable place to unwind after exploring the city. What truly makes a hotel experience memorable is the hospitality, and I genuinely appreciated the welcoming atmosphere and attention to detail. As someone who values exceptional guest service, those little touches make all the difference. Overall, The Royal Sonesta Chicago Downtown is a beautiful property that delivers a luxurious experience without sacrificing warmth or comfort. I would absolutely recommend it to anyone visiting Chicago and would happily choose to stay here again. Five stars, well deserved!"

The Wade

8/10 Good

"Great Hotel, Amazing Views, but Some Nighttime Noise We had a wonderful stay at The Wade Hotel in Chicago! The location was excellent, the rooms were very clean and comfortable, and the views were absolutely beautiful, definitely one of the highlights of our stay. The only downside was a constant noise during the night. We stayed in room 1500, and although we couldn't identify the source, it sounded like it might have been coming from the elevators or possibly the wind. Unfortunately, it was noticeable enough to disturb the peace at night. Overall, we really enjoyed the hotel and would recommend it for its fantastic location, cleanliness, and stunning views. Hopefully, the nighttime noise can be addressed to make the experience even better!"

Sports Illustrated Resorts Chicago

8/10 Good

"Overall my stay was pretty good. The only two issues were my mini fridge wasn’t working and I lost my leftovers that sat in there for the two days I stayed. Secondly, I had a staff member tell me about a special tour and promotion, only to tell me somehow I was not eligible. Then he had me bring my son down to see if he could be eligible. He was only 18,not 21. So he was not. That was not very pleasant considering it was basically pulled back for some reason . I visit 3-4 times a year. I either stay at the Westin River north or the Royal Sonesta River North. The lost food was no biggie but being given a whole rundown about how the hotel was trying to build a new customer base and then being told I wasn’t eligible was crappy. I can’t lie. Everything else was pretty good. The happy hours were cool. Staff outside of that was generally ok."