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Check prices for these dates

Tonight
20 Sep - 21 Sep
Tomorrow
21 Sep - 22 Sep
Next weekend
25 Sep - 27 Sep
In two weeks
2 Oct - 4 Oct

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Our top choices for Southwest Side hotels

Restaurant
Snack bar
Restaurant
Lobby

1. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Fabian
AED 558
AED 692 total
includes taxes & fees
27 Sep - 28 Sep
Holiday Inn Chicago – Midway Airport S by IHG
Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing
Coffee and/or coffee maker
Fireplace
Lobby

2. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
AED 385
AED 452 total
includes taxes & fees
21 Sep - 22 Sep
Carlton Inn Midway
Deluxe Single Room | WiFi (free)
Combined shower/tub, rainfall showerhead, free toiletries, hair dryer
Lobby
Room, 2 Queen Beds, Non Smoking | WiFi (free)

3. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Joey
AED 283
AED 332 total
includes taxes & fees
21 Sep - 22 Sep
Rainbow Motel
Terrace/patio
2 restaurants; breakfast, lunch, dinner, and brunch served
Hypo-allergenic bedding available, pillowtop beds, in-room safe, desk
Exterior

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
AED 1,037
AED 1,359 total
includes taxes & fees
27 Sep - 28 Sep
Sable at Navy Pier Chicago, Curio Collection by Hilton
Front of property
Front of property
Front of property
Front of property

5. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
Downtown Chicago
United States
Ann
AED 913
AED 1,086 total
includes taxes & fees
14 Oct - 15 Oct
Hilton Vacation Club Hotel Blake Chicago
2 bars/lounges
2 bars/lounges
Lobby
Room, 2 Queen Beds, Lake View | Premium bedding, pillowtop beds, in-room safe, desk

6. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Whitney
AED 1,227
AED 1,590 total
includes taxes & fees
26 Sep - 27 Sep
Hyatt Regency Chicago
City view from property
Bar (on property)
Fitness facility
Lobby

7. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
Downtown Chicago
United States
Joel
AED 871
AED 1,035 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt House Chicago/West Loop-Fulton Market
Lobby
Banquet hall
2 bars/lounges, sports bar, sports bar
2 restaurants, breakfast served

8. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
John
AED 656
AED 779 total
includes taxes & fees
7 Oct - 8 Oct
Congress Plaza Hotel
Exterior
Property amenity
Point of interest
Interior detail

9. Hilton Chicago

Hilton Chicago
Downtown Chicago
United States
Alan
AED 777
AED 1,032 total
includes taxes & fees
27 Sep - 28 Sep
Hilton Chicago
Exterior detail
Exterior Entrance, Motel Room | Courtyard view
Check-in/check-out kiosk
2 bars/lounges

10. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Suzanne
AED 409
AED 454 total
includes taxes & fees
4 Oct - 5 Oct
Carleton of Oak Park
Exterior
Reception
Room, 1 King Bed with Sofa bed, Corner | In-room safe, desk, laptop workspace, soundproofing
Lobby sitting area

11. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
United States
LISA
AED 808
AED 961 total
includes taxes & fees
27 Sep - 28 Sep
Hyatt Place Chicago/Downtown - The Loop
Exterior
Restaurant
Lobby lounge
Lobby

12. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
United States
Victoria
AED 693
AED 824 total
includes taxes & fees
27 Sep - 28 Sep
Crowne Plaza Chicago West Loop by IHG
2 bars/lounges
Fitness facility
Meeting facility
Exterior

13. Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
Downtown Chicago
United States
Brandi
AED 1,172
AED 1,524 total
includes taxes & fees
26 Sep - 27 Sep
Sheraton Grand Chicago Riverwalk
Front of property
Lobby
2 bars/lounges, rooftop bar
2 bars/lounges, rooftop bar

14. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
United States
Sean Robert
AED 903
AED 1,178 total
includes taxes & fees
13 Oct - 14 Oct
Hotel Riu Plaza Chicago
Lobby
Lobby sitting area
Meeting facility
Property amenity

15. River Hotel

River Hotel
Downtown Chicago
United States
Isabella
AED 685
AED 815 total
includes taxes & fees
27 Sep - 28 Sep
River Hotel
Property amenity
Lobby lounge
View from property
Premium Room, 1 King Bed (View) | Premium bedding, pillowtop beds, in-room safe, desk

16. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
United States
Isayra
AED 757
AED 900 total
includes taxes & fees
27 Sep - 28 Sep
citizenM Chicago Downtown
2 restaurants; breakfast, lunch, and dinner served
Presidential Suite, 1 King Bed, Accessible | Living room | 55-inch LED TV with premium channels, TV, first-run movies
Water view
1 King Bed, 1 Bedroom Suite | Living area | 55-inch LED TV with premium channels, TV, first-run movies

17. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Sunny
AED 1,205
AED 1,542 total
includes taxes & fees
27 Sep - 28 Sep
LondonHouse Chicago, Curio Collection by Hilton
Exterior
Indoor pool
Meeting facility
Lobby

18. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
United States
Rebecca
AED 660
AED 784 total
includes taxes & fees
27 Sep - 28 Sep
Hampton Inn Chicago West Loop Fulton Market Area
Suite, 1 Bedroom, Corner | Private kitchen | Coffee/tea maker, full-size fridge, microwave, stovetop
Pool
Breakfast, lunch, dinner and brunch served
Lobby

19. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
United States
Pramukha
AED 887
AED 1,054 total
includes taxes & fees
27 Sep - 28 Sep
Homewood Suites by Hilton Chicago Downtown South Loop
Superior Apartment, 2 Bedrooms, Kitchen | Living area | LED TV, Netflix, Hulu, streaming services
Premium bedding, laptop workspace, blackout drapes, iron/ironing board
Comfort Apartment, 1 King Bed, Kitchen, City View | In-room dining
Lobby

20. LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
Canada
chidubem
AED 701
AED 823 total
includes taxes & fees
27 Sep - 28 Sep
LIVN - West Loop Chicago
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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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S.S. Peter and Paul Church

After visiting S.S. Peter and Paul Church, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
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Balzekas Museum of Lithuanian Culture

10.0/10 (1 review)
You can spend time exploring the galleries in Balzekas Museum of Lithuanian Culture in Chicago. Stroll along the lakeside in this vibrant area, or check out its top-notch restaurants.
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Union Stock Yard Gate

You can find out about the history of Chicago with a trip to Union Stock Yard Gate.
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Ephraim Bajar Cultural Center

Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.
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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.
Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Right in the middle of everything. Clean. Reasonably priced."
Andrew 4-night trip
Posted 1 hour ago
Hyatt Regency Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Cons: Bathroom was a bit outdated. Tub difficult to get in and out of. Elevators are tiny. Pros: Friendly staff, easy to check in and out, valet parking easy to use, great breakfast buffet, used a second party vendor and had no complications, decent price, nice ambience, food hours went well beyond the norm, soft comfy beds-pillows-blankets."
Christy 1-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent
"!"
Michael 2-night trip
Posted 5 hours ago
Holiday Inn Chicago – Midway Airport S by IHG
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

8/10 Good
"There were a couple of things about this hotel that threw me for a loop (no in room coffee machine -- but plenty of coffee at the bar with choice of skim, half and half and cream; you first encounter the bar versus the registration area), but I would definitely stay here again, and for that I compliment the staff. Fatima greeted us at check in and immediately noticed my daughter had mobility issues and offered to change our room for an accessible one. Since this was my first overnight trip with my daughter I hadn't even thought of that! I appreciated that she saw a way to make our stay better and made it happen. Fatima also always had a smile on her face when we saw her and was always ready to answer any question. I didn't get the name of the doorman we interacted with the most (but I did get a photo with him!), which I regret. He was an older many who worked day shift and he touched my heart when he stayed by my daughter while I went to get our car from the parking garage. He didn't have to do that. The people definitely made this staff wonderful!"
Mary Louise 1-night trip
Posted 2 days ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

More cheap stays in Southwest Side

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2881 Touhy Ave Elk Grove Village IL
AED 194
AED 219 total
4 Oct - 5 Oct
includes taxes & fees
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Naperville, IL

Motel 6 Naperville, IL

1585 Naperville Wheaton Road Naperville IL
AED 210
AED 234 total
4 Oct - 5 Oct
includes taxes & fees
Motel 6 Naperville, IL
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

6650 S Cicero Ave Chicago IL
AED 405
AED 475 total
14 Oct - 15 Oct
includes taxes & fees
8/10 Very Good! (2,112 reviews)
Sleep Inn Midway Airport Bedford Park
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL
AED 624
AED 742 total
27 Sep - 28 Sep
includes taxes & fees
Travelodge by Wyndham Downtown Chicago
Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG

640 N Wabash Ave Chicago IL
AED 698
AED 830 total
27 Sep - 28 Sep
includes taxes & fees
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL
AED 715
AED 850 total
27 Sep - 28 Sep
includes taxes & fees
8/10 Very Good! (1,623 reviews)
Hampton Inn Chicago Downtown/Magnificent Mile

Hotels in Southwest Side with star-rating

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