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Our top choices for Chicago Halsted Station apartments

1. Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC
Near West Side
10.0 out of 10, Exceptional, (375 reviews)
"Mr. Walsh was a true professional and a delight to work with."
United States
Hans
Bella Villa on Taylor Street Chicago’s Little Italy 1 mile west the Loop & UIC

2. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"The suite was excellent. Clean and very well furnished. The building is located within walking distance to many of the things that we did. We would stay in this place again in a heartbeat. Very pleased with our experience"
United States
Derek M.
The price is AED 1,179
AED 2,411 total
includes taxes & fees
15 Oct - 16 Oct
Plymouth Collection: 3BD 2BA High Floor with Gym

3. 3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place
Near West Side
10.0 out of 10, Exceptional, (316 reviews)
"Beautiful accommodations and well stocked with amenities."
United States
adam s.
3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

4. Wicker Park by Downtown and Salt Shed Special 159.00 Oct 12-16, 169.00 Oct 25-30

Wicker Park by Downtown and Salt Shed Special 159.00 Oct 12-16, 169.00 Oct 25-30
West Town
9.8 out of 10, Exceptional, (75 reviews)
"Great place to stay"
United States
Matthew
Wicker Park by Downtown and Salt Shed Special 159.00 Oct 12-16, 169.00 Oct 25-30

5. Flexhome East Village • Modern 2BR • Quiet Street

Flexhome East Village • Modern 2BR • Quiet Street
West Town
9.6 out of 10, Exceptional, (24 reviews)
"Great location! "
United States
Andrea B.
The price is AED 428
AED 855 total
includes taxes & fees
28 Oct - 29 Oct
Flexhome East Village • Modern 2BR • Quiet Street

6. Top Floor Views + Central Comfort

Top Floor Views + Central Comfort
Downtown Chicago
10.0 out of 10, Exceptional, (12 reviews)
"We had an amazing stay. The property was beautiful and having the pool/hot tub was perfect after spending our days walking all over the city. "
United States
Kristi C.
Top Floor Views + Central Comfort

7. 1F Chicago's Little italy Graystone nearDowntown

1F Chicago's Little italy Graystone nearDowntown
Near West Side
10.0 out of 10, Exceptional, (203 reviews)
"Thoughtfully designed and full of little extras to make for a great stay! Great communication with the host. Would definitely stay again."
United States
Melissa
1F Chicago's Little italy Graystone nearDowntown

8. Wicker Park near Downtown & the Salt Shed Special 179.00 October 12 - 27

Wicker Park near Downtown & the Salt Shed Special 179.00 October 12 - 27
West Town
9.6 out of 10, Exceptional, (60 reviews)
"Great location to get wherever you want to go. "
United States
Steve F.
Wicker Park near Downtown & the Salt Shed Special 179.00 October 12 - 27

9. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (26 reviews)
"Incredible location, very clean and easy! Would book again!"
United States
Andrea K.
The price is AED 1,073
AED 1,431 total
includes taxes & fees
8 Oct - 9 Oct
LIVN West Loop Chicago Queen Superior Studio

10. Stunning 2 Floor Penthouse Downtown

Stunning 2 Floor Penthouse Downtown
West Town
8.6 out of 10, Excellent, (18 reviews)
"Really enjoyed this place, it’s even better than the photos. Great place, great location, easy parking. Loved it. "
United States
Brendan S.
Stunning 2 Floor Penthouse Downtown

11. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is AED 1,385
AED 1,861 total
includes taxes & fees
14 Oct - 15 Oct
LIVN West Loop Chicago King Studio

12. Remodeled West Loop Apartment Near United Center

Remodeled West Loop Apartment Near United Center
Near West Side
8.8 out of 10, Excellent, (66 reviews)
"Great place to stay! Parking was good and place was perfect for us!"
United States
Joanie B.
Remodeled West Loop Apartment Near United Center

13. Spacious Pilsen 3BR Apt,AC,Laudry,Free Parking

Spacious Pilsen 3BR Apt,AC,Laudry,Free Parking
Lower West Side
9.4 out of 10, Exceptional, (23 reviews)
"Nice weekend getaway. Location wasn't too far from Grant Park or Field museum, by car."
United States
Anonymous traveler
Spacious Pilsen 3BR Apt,AC,Laudry,Free Parking

14. Beautiful Downtown 3BR with Free Parking

Beautiful Downtown 3BR with Free Parking
Downtown Chicago
9.8 out of 10, Exceptional, (32 reviews)
"Parking was great very close to a lot of restaurants and main attractions "
United States
Jeannine S.
Beautiful Downtown 3BR with Free Parking

15. Luxury Penthouse Loft - Heart of Fulton Market

Luxury Penthouse Loft - Heart of Fulton Market
West Town
9.6 out of 10, Exceptional, (23 reviews)
"We had such a wonderful stay! The space itself was beautiful with high ceilings that made everything feel open and airy. The kitchen was very well equipped, which made cooking and hanging in super easy and enjoyable. We slept wonderfully — the beds were incredibly comfortable. Overall, the space was great and made for a perfect stay. Would absolutely come back!"
United States
Gopika S.
Luxury Penthouse Loft - Heart of Fulton Market

16. Spacious 2BR - 10 mins from Downtown

Spacious 2BR - 10 mins from Downtown
Near West Side
9.4 out of 10, Exceptional, (18 reviews)
"Absolutely loved our stay at this property!! We stayed for Lollapalooza and it was the perfect place. We found parking easily, the neighborhood felt safe, and there were a lot of food options around the property. My friends and I had a lot of room to spread out and really appreciated the full length mirror. My only minor note would be there is no toaster :( We really enjoyed our stay. Thank you!!"
United States
Katherine
Spacious 2BR - 10 mins from Downtown

17. iKlektik House Chicago

iKlektik House Chicago
West Town
9.8 out of 10, Exceptional, (30 reviews)
"This place is incredible! Thoughtfully curated, with lots of space! I will be staying here again for sure! "
United States
Allison T.
iKlektik House Chicago

18. Flexhome West Town · Spacious 2BR Duplex · Sleeps 8

Flexhome West Town · Spacious 2BR Duplex · Sleeps 8
West Town
10.0 out of 10, Exceptional, (1 review)
Flexhome West Town · Spacious 2BR Duplex · Sleeps 8

19. Spacious 3BR 2BA Haven City Views Steps to MagMile

Spacious 3BR 2BA Haven City Views Steps to MagMile
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great property."
United States
David P.
Spacious 3BR 2BA Haven City Views Steps to MagMile

20. Deluxe River West PH for Unforgettable Memories

Deluxe River West PH for Unforgettable Memories
West Town
10.0 out of 10, Exceptional, (3 reviews)
"Check in was quick and the staff very friendly and professional."
United States
Randolph D.
Deluxe River West PH for Unforgettable Memories
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.
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