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Our top choices for Far Southwest Side vacation rentals
1. Sentral Michigan Avenue
Sentral Michigan Avenue4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,405 reviews)
9.0/10
Wonderful
(1,405 reviews)
"10/10 2nd time staying here!"
"10/10 2nd time staying here!"
Rosa
The price is NT$4,189
NT$4,189
NT$4,918 total
includes taxes & fees
Dec 7 - Dec 8
2. Kasa Lake Shore Chicago
Kasa Lake Shore Chicago3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (84 reviews)
8.8/10
Excellent
(84 reviews)
"The bathroom was really clean. The beds were really comfortable"
"The bathroom was really clean. The beds were really comfortable"Jair
The price is NT$4,994
NT$4,994
NT$7,890 total
includes taxes & fees
Nov 22 - Nov 23
3. Level Chicago – Old Town
Level Chicago – Old Town4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (558 reviews)
9.2/10
Wonderful
(558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
"Super clean and friendly staff! Would definitely stay here again"Robert Edward
The price is NT$5,603
NT$5,603
NT$7,389 total
includes taxes & fees
Nov 23 - Nov 24
4. Wrigleyville Suites
Wrigleyville Suites2.0 star property
Lakeview
9.4 out of 10, Exceptional, (49 reviews)
9.4/10
Exceptional
(49 reviews)
"Clean room"
"Clean room"Michael
The price is NT$4,891
NT$4,891
NT$5,742 total
includes taxes & fees
Nov 9 - Nov 10
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.
Find vacation rentals that suit your style
Top Far Southwest Side Hotel Reviews
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
10/10 Excellent
Beautiful views and great staff to accommodate any needs
Beautiful views and great staff to accommodate any needs
Griffin
Homewood Suites by Hilton Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South LoopDowntown Chicago
10/10 Excellent
Perfect location, walked to Soldier Field for a concert, walked to museums. Hopped on the train around the corner to go North. All hotel employees were so friendly and helpful, would definitely stay again!
Perfect location, walked to Soldier Field for a concert, walked to museums. Hopped on the train around the corner to go North. All hotel employees were so friendly and helpful, would definitely stay again!
Abra
Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
10/10 Excellent
Nice hotel, fair warning they take a $225 security deposit on top of the total for the room. This was not mentioned anywhere on the properties page and Expedia needs to add this detail.
Nice hotel, fair warning they take a $225 security deposit on top of the total for the room. This was not mentioned anywhere on the properties page and Expedia needs to add this detail.
Jason
Hilton Chicago
Hilton ChicagoDowntown Chicago
10/10 Excellent
Clean room, quiet, friendly staff
Clean room, quiet, friendly staff
Melissa
Hotel Chicago Downtown, Autograph Collection by Marriott
Hotel Chicago Downtown, Autograph Collection by MarriottDowntown Chicago
10/10 Excellent
Great stay!
Great stay!
Abdullah
Best Western Grant Park Hotel
Best Western Grant Park HotelDowntown Chicago
10/10 Excellent
Great location. Easy check in and check out process. Room was clean and comfty. Awesome eating and transportation options nearby.
Great location. Easy check in and check out process. Room was clean and comfty. Awesome eating and transportation options nearby.
brian
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHGDowntown Chicago
10/10 Excellent
It was centrally located for our needs. Union Staion is a short walk even with luggage. We walked to the Riverwalk and to a Park on Lake Michigan. It is doable if you are someone who likes to walk. Staff was friendly and helpful.
It was centrally located for our needs. Union Staion is a short walk even with luggage. We walked to the Riverwalk and to a Park on Lake Michigan. It is doable if you are someone who likes to walk. Staff was friendly and helpful.
Susan
Hampton Inn & Suites Chicago Downtown
Hampton Inn & Suites Chicago DowntownDowntown Chicago
10/10 Excellent
I enjoyed my stay here. I didn’t get a chance to experience breakfast or the pool, but it's nice that they're avaliable. I loved the area, very easy to walk for food and entertainment. The bed does need replacing as it makes a squeaking noise when you sit on it and the mattress wasn't that comfortable. Even with that, I would stay here again.
I enjoyed my stay here. I didn’t get a chance to experience breakfast or the pool, but it's nice that they're avaliable. I loved the area, very easy to walk for food and entertainment. The bed does need replacing as it makes a squeaking noise when you sit on it and the mattress wasn't that comfortable. Even with that, I would stay here again.
Shatani
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
10/10 Excellent
Great location, nice staff.
Great location, nice staff.
Priya
Le Méridien Essex Chicago
Le Méridien Essex ChicagoDowntown Chicago
10/10 Excellent
Extremely easy check in, attentive and friendly staff, the attached restaurant and staff where great, we where given a credit to use at the restaurant upon check in at the hotel. The rooms are a bit small, but will do if your single or a couple, we feel the like shower design could be better as it causes water to get on the floor, the downside is parking, but it’s the cost of being in a prime location, I would stay again
Extremely easy check in, attentive and friendly staff, the attached restaurant and staff where great, we where given a credit to use at the restaurant upon check in at the hotel. The rooms are a bit small, but will do if your single or a couple, we feel the like shower design could be better as it causes water to get on the floor, the downside is parking, but it’s the cost of being in a prime location, I would stay again
Shamara
Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
10/10 Excellent
Amazing everything
Amazing everything
Maria
citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
10/10 Excellent
Great location, clean room and friendly staff!
Great location, clean room and friendly staff!
Diani
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
10/10 Excellent
Forever one of my favorite hotels and one of my two favorite Courtyard properties I've ever stayed at! This is the 3rd year in a row we've stayed here when coming to Chicago and it never disappoints. It feels like a high-end hotel for an affordable price (considering where it is)! The staff is great super helpful, rooms are so clean and overall just is one of the nicest places! Highly recommend if you're looking for a spot in Chicago!
Forever one of my favorite hotels and one of my two favorite Courtyard properties I've ever stayed at! This is the 3rd year in a row we've stayed here when coming to Chicago and it never disappoints. It feels like a high-end hotel for an affordable price (considering where it is)! The staff is great super helpful, rooms are so clean and overall just is one of the nicest places! Highly recommend if you're looking for a spot in Chicago!
adriana
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
10/10 Excellent
Great location
Great location
blerina
LIVN - West Loop Chicago
LIVN - West Loop ChicagoDowntown Chicago
10/10 Excellent
This property was a home away from home. It was a perfect studio apartment with all the amenities. Perfect spot if you’re in the business district and Union Station is one block up!
This property was a home away from home. It was a perfect studio apartment with all the amenities. Perfect spot if you’re in the business district and Union Station is one block up!
Merri
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
10/10 Excellent
The hotel was great. I was placed in a room. Where constructoon was going on outside. I had planned to sleep in, but at 715 the sound of a jack hanmer woke me up.
The hotel was great. I was placed in a room. Where constructoon was going on outside. I had planned to sleep in, but at 715 the sound of a jack hanmer woke me up.
Rudy
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre DistrictDowntown Chicago
10/10 Excellent
Great location by the Christmas Market in Daily Center. 24 hour coffee and cocoa in lobby was nice.
Great location by the Christmas Market in Daily Center. 24 hour coffee and cocoa in lobby was nice.
Anne
Hyatt House Chicago/West Loop-Fulton Market
Hyatt House Chicago/West Loop-Fulton MarketDowntown Chicago
10/10 Excellent
The staff was amazing and the room was super spacious and clean!! The best layout of a room for a family of 3 who enjoy separate beds and a little privacy. We had the room with two queen beds and a sofa. Amazing view of chicago from the sky deck and the pool was a nice temp! Breakfast had great options and was delicious! Rosemary seasoned potatoes and captain crunch caught my eye! The elevator was a bit hard to navigate at times as you need a key. But great safety feature so no complaints!...
The staff was amazing and the room was super spacious and clean!! The best layout of a room for a family of 3 who enjoy separate beds and a little privacy. We had the room with two queen beds and a sofa. Amazing view of chicago from the sky deck and the pool was a nice temp! Breakfast had great options and was delicious! Rosemary seasoned potatoes and captain crunch caught my eye! The elevator was a bit hard to navigate at times as you need a key. But great safety feature so no complaints!...
Valia
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago LombardHighland Hills
10/10 Excellent
No complaints
No complaints
Margaret
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Vacation Apartments in Far Southwest Side
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