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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

Rp2.280.644 total

includes taxes & fees

13 Dec - 14 Dec

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

Rp2.293.229 total

includes taxes & fees

15 Nov - 16 Nov

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

3. Rainbow Motel

Garfield Ridge

Kendall

Rp1.830.620 total

includes taxes & fees

15 Nov - 16 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

Rp2.413.384 total

includes taxes & fees

10 Dec - 11 Dec

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

5. Hotel 505 River North

Downtown Chicago

Melvin

Rp3.598.372 total

includes taxes & fees

9 Dec - 10 Dec

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

6. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Natasha

Rp3.767.975 total

includes taxes & fees

22 Nov - 23 Nov

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

7. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

ALVIN

Rp1.806.364 total

includes taxes & fees

15 Nov - 16 Nov

A dining table set for six with a cityscape view through large windows.

8. Swissotel - Chicago

Downtown Chicago

Daniel Michael

Rp3.359.259 total

includes taxes & fees

13 Dec - 14 Dec

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

9. Hotel Riu Plaza Chicago

Downtown Chicago

maranda

Rp2.886.865 total

includes taxes & fees

15 Dec - 16 Dec

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

10. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Carole

Rp2.717.047 total

includes taxes & fees

25 Nov - 26 Nov

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

11. L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

Cory

Rp3.319.659 total

includes taxes & fees

6 Dec - 7 Dec

The Intercontinental hotel facade with a large American flag and a floral display.

12. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Faye

Rp4.346.388 total

includes taxes & fees

13 Dec - 14 Dec

A restaurant with wooden tables and chairs, large windows, and a green vine-covered ceiling.

13. Hyatt Place Chicago/River North

Downtown Chicago

Pamela

Rp2.732.228 total

includes taxes & fees

23 Nov - 24 Nov

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

14. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Elyjah James

Rp2.562.006 total

includes taxes & fees

22 Nov - 23 Nov

A dining area with a table set for four, large windows offering a cityscape view at dusk.

15. The Royal Sonesta Chicago Downtown

Downtown Chicago

Andy

Rp3.164.085 total

includes taxes & fees

14 Dec - 15 Dec

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

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

Downtown Chicago

Bonnie

Rp3.172.455 total

includes taxes & fees

14 Dec - 15 Dec

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

17. Hilton Chicago

Downtown Chicago

Jordan

Rp3.459.684 total

includes taxes & fees

24 Nov - 25 Nov

A room with two chairs and a small table, a large window with a city view at night.

18. Eurostars Magnificent Mile

Downtown Chicago

David

Rp2.810.683 total

includes taxes & fees

14 Dec - 15 Dec

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

19. Hyatt Regency Chicago

Downtown Chicago

Kristee

Rp4.015.997 total

includes taxes & fees

22 Nov - 23 Nov

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

20. Sofitel Chicago Magnificent Mile

Downtown Chicago

John A

Rp5.291.118 total

includes taxes & fees

22 Nov - 23 Nov

View all properties

Hotels recommended for families in Southwest Side

Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Rp2.280.644 total

includes taxes & fees

13 Dec - 14 Dec

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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.

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

L7 Chicago by LOTTE

10/10 Excellent

"Great hotel! Love restaurant as well for breakfast"

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!"