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Southwest Side Vacations
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Discover the most popular places to visit in Southwest Side
Southwest Side Hotel Deals
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHG2.5 star property
4.9 km from Southwest Side
8.0 out of 10, Very good, (1,000 reviews)
8.0/10
Very good
(1,000 reviews)
"Thank you,"
The price is AED 386
AED 386
AED 489 total
includes taxes & fees
6 Dec - 7 Dec
5.8 out of 10, (1,001 reviews)
5.8/10
(1,001 reviews)
The price is AED 393
AED 393
AED 462 total
includes taxes & fees
12 Nov - 13 Nov
5.6 out of 10, (78 reviews)
5.6/10
(78 reviews)
The price is AED 276
AED 276
AED 324 total
includes taxes & fees
19 Nov - 20 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
Streeterville, 13.7 km from Southwest Side
9.4 out of 10, Exceptional, (2,783 reviews)
9.4/10
Exceptional
(2,783 reviews)
"Everything was nice. The room was clean and a nice size but it’s the views that make it worthwhile! Waking up & seeing the beautiful sunrise over the lake was amazing!!"
The price is AED 481
AED 481
AED 698 total
includes taxes & fees
23 Nov - 24 Nov
Best Western Grant Park Hotel
Best Western Grant Park Hotel2.5 star property
The Loop, 10.7 km from Southwest Side
8.2 out of 10, Very good, (2,746 reviews)
8.2/10
Very good
(2,746 reviews)
"valet can take a little minute so call them in advance"
The price is AED 314
AED 314
AED 373 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Vacation Club Hotel Blake Chicago
Hilton Vacation Club Hotel Blake Chicago4.0 star property
The Loop, 11 km from Southwest Side
9.6 out of 10, Exceptional, (1,207 reviews)
9.6/10
Exceptional
(1,207 reviews)
"Super friendly staff! Room was clean and updated. Beds were very comfortable. Will definitely stay here again."
The price is AED 409
AED 409
AED 486 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop3.0 star property
The Loop, 10.6 km from Southwest Side
8.8 out of 10, Excellent, (2,201 reviews)
8.8/10
Excellent
(2,201 reviews)
"Room needed deep clean, the hotel itself was nice. The cabinet door to the fridge was broke along with dusty, crusty trimming around the room and on the bathroom counter. The hot tub was also empty. The vent in the bathroom didnt work and there was mold in the shower. The staff was kind and friendly though. Chinese style food downstairs was good but expensive."
The price is AED 356
AED 356
AED 423 total
includes taxes & fees
23 Nov - 24 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop3.0 star property
The Loop, 10.6 km from Southwest Side
8.8 out of 10, Excellent, (2,532 reviews)
8.8/10
Excellent
(2,532 reviews)
The price is AED 397
AED 397
AED 471 total
includes taxes & fees
23 Nov - 24 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.