Far Southwest Side Vacations from NT$24,884
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The Latest Far Southwest Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Freehand Chicago
Sep 2 - Sep 6Freehand Chicago + Flight
Downtown Chicago4 nights4.0 star property7.8/10 - Good (3,246 reviews)"description and pictures do not match the reality of this facility. I drove around the block 2 times trying to find this location before finding it, they did not have their signage on. Then I drove around another 2 times ( 4 times after 10pm at night) trying to find parking. Finally parked blocks away to check in. Got to the room and was disappointed of the condition, It was dirty and I didn't feel safe or secure so I went down and canceled my stay. The staff was understanding and said they..."Reviewed July 31, 2026Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • 1 stop - Hotel Riu Plaza Chicago
Sep 9 - Sep 13Hotel Riu Plaza Chicago + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (4,883 reviews)Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • Nonstop - Level Chicago - River North
Sep 9 - Sep 13Level Chicago - River North + Flight
Downtown Chicago4 nights4.0 star property9.2/10 - Wonderful (1,042 reviews)"This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities"Reviewed July 30, 2026Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • Nonstop - Hotel Felix River North/Magnificent Mile
Sep 2 - Sep 6Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago4 nights4.0 star property8.2/10 - Very Good (2,882 reviews)Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • 1 stop - Level Chicago Fulton Market
Sep 2 - Sep 6Level Chicago Fulton Market + Flight
Downtown Chicago4 nights4.0 star property9.2/10 - Wonderful (542 reviews)"Comes with all the comforts of Home."Reviewed July 29, 2026Roundtrip • Toronto (YYZ) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • 1 stop
Discover the most popular places to visit in Far Southwest Side
Far Southwest Side Hotel Deals
7.2 out of 10, Good, (425 reviews)
7.2/10
Good
(425 reviews)
"The room I was in was for handicapped people. So it was perfect for me. It was very clean and the bed was comfortable.
The front desk person was extremely helpful.
However externally the place needs “help”."
The price is NT$2,471
NT$2,471
NT$2,901 total
includes taxes & fees
Sep 1 - Sep 2
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago IL2.5 star property
6.2 km from Far Southwest Side
6.0 out of 10, (83 reviews)
6.0/10
(83 reviews)
"Hate I paid extra to get a smoking room but was told I couldn’t smoke in it."
The price is NT$2,778
NT$2,778
NT$3,539 total
includes taxes & fees
Aug 6 - Aug 7
Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The Loop3.0 star property
18.4 km from Far Southwest Side
8.8 out of 10, Excellent, (1,492 reviews)
8.8/10
Excellent
(1,492 reviews)
The price is NT$6,558
NT$6,558
NT$7,797 total
includes taxes & fees
Aug 9 - Aug 10
9.4 out of 10, Exceptional, (4,883 reviews)
9.4/10
Exceptional
(4,883 reviews)
The price is NT$6,716
NT$6,716
NT$8,905 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Chicago O'Hare – Rosemont by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG3.0 star property
35.4 km from Far Southwest Side
9.0 out of 10, Wonderful, (3,081 reviews)
9.0/10
Wonderful
(3,081 reviews)
The price is NT$4,903
NT$4,903
NT$5,645 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile4.0 star property
19.8 km from Far Southwest Side
8.8 out of 10, Excellent, (2,543 reviews)
8.8/10
Excellent
(2,543 reviews)
The price is NT$6,700
NT$6,700
NT$7,966 total
includes taxes & fees
Aug 23 - Aug 24
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton4.0 star property
20 km from Far Southwest Side
9.4 out of 10, Exceptional, (2,626 reviews)
9.4/10
Exceptional
(2,626 reviews)
"Parking was way too expensive and hard to understand"
The price is NT$6,589
NT$6,589
NT$8,948 total
includes taxes & fees
Aug 31 - Sep 1
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop3.0 star property
17.1 km from Far Southwest Side
8.8 out of 10, Excellent, (2,398 reviews)
8.8/10
Excellent
(2,398 reviews)
The price is NT$5,465
NT$5,465
NT$6,497 total
includes taxes & fees
Aug 31 - Sep 1
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.