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Find Cheap Hotels in Southwest Side, IL

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Check availability on Southwest Side Cheap Hotels

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

Our top choices for Southwest Side cheap hotels

1. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
United States
Icaro
NT$3,333
NT$3,912 total
includes taxes & fees
Sep 21 - Sep 22
Carlton Inn Midway

2. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
United States
Fabian
NT$4,837
NT$5,997 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Chicago – Midway Airport S by IHG

3. Rainbow Motel

Rainbow Motel
Garfield Ridge
United States
Joey
NT$2,449
NT$2,875 total
includes taxes & fees
Sep 21 - Sep 22
Rainbow Motel

4. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
United States
Whitney
NT$10,597
NT$13,734 total
includes taxes & fees
Sep 26 - Sep 27
Hyatt Regency Chicago

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Shanequa
NT$8,981
NT$11,774 total
includes taxes & fees
Sep 27 - Sep 28
Sable at Navy Pier Chicago, Curio Collection by Hilton

6. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
United States
LISA
NT$7,001
NT$8,324 total
includes taxes & fees
Sep 27 - Sep 28
Hyatt Place Chicago/Downtown - The Loop

7. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
United States
Victoria
NT$6,005
NT$7,140 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Chicago West Loop by IHG

8. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
United States
Brian
NT$6,465
NT$7,686 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Chicago/Magnificent Mile Suites

9. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
United States
Darryl Halbert
NT$8,911
NT$11,708 total
includes taxes & fees
Sep 27 - Sep 28
InterContinental Chicago Magnificent Mile by IHG

10. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
Downtown Chicago
United States
Pramukha
NT$7,682
NT$9,134 total
includes taxes & fees
Sep 27 - Sep 28
Homewood Suites by Hilton Chicago Downtown South Loop
View all properties

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

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