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Compare 61 Apartments in Historic Route 66 with updated reviews, rates, and availability.

Sonder Onterie

3.5 star property
9.4 out of 10, Exceptional, (9)
"The stove, washer/drier, plates, silverwear, beds, everything was obviously cleaned throughly. Was very impressed with how spotless everything was"
The price is AED 389
AED 457 total
includes taxes & fees
23 Apr - 24 Apr
Sonder Onterie

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (100)
"clean and comfortable"
The price is AED 320
AED 611 total
includes taxes & fees
7 Apr - 8 Apr
White House at Grand Central

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

9.2 out of 10, Wonderful, (74)
"Loved this location near Wrigley Stadium. "
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-parking!

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (46)
"This property is very clean and very cozy. The location is great, except at night, I was able to hear the train and highway traffic. My husband wasn't bothered at all. We still liked it and suited our needs. The amenities were excellent. There's plenty of parking. "
Chic, Cozy home, by Blue Line Train Stop + Free parking

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

10.0 out of 10, Exceptional, (249)
"Highly recommended. Clean and cozy apartment. Perfect for singles or couples wanting to get away.Lots to do nearby. Would stay again."
The price is AED 279
AED 547 total
includes taxes & fees
2 Apr - 3 Apr
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (8)
"The property is very quiet, clean, well appointed, and is in a great location. It’s only a 3 minute walk to the Brown Line which easily gets you downtown in half an hour and not worry about parking. I did notice the absence of a microwave which would have been an added convenience. Overall, it suited my needs perfectly and will consider it again if I get back to Chicago."
The price is AED 312
AED 887 total
includes taxes & fees
1 Apr - 2 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field

Luxurious and sanitized Studio, original adobe walls, wood floor, real sanctuary

9.4 out of 10, Exceptional, (71)
"Our stay at West Guadalupe was wonderful! The studio was clean and comfortable. It had a private little courtyard and was stocked with all necessary amenities. The location was so close to everything - less than 5 minutes by car! The host, Veronica, was very kind and helpful. She responded quickly to our messages and gave great tips for the area. We would definitely stay here again!"
The price is AED 474
AED 841 total
includes taxes & fees
3 Apr - 4 Apr
Luxurious and sanitized Studio, original adobe walls, wood floor, real sanctuary

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (16)
"Great neighborhood. Free and easy parking. "
Charming Wrigleyville Home Close to the Cubs!

Walk to Wrigley Field/Monthly Discounts Available

9.6 out of 10, Exceptional, (135)
"The location was amazing! Right on Clark Street a quick walk to Wrigley field and all of the nearby nightlife. Came for Saint Patrick's Day weekend and couldn't have picked a better location, ease of access to the city through the red and brown lines was great. The unit was spacious and clean. When I return to Chicago I will definitely stay here again if the unit is available. "
Walk to Wrigley Field/Monthly Discounts Available

Cozy Soulard 2BR w/ Free Parking

9.6 out of 10, Exceptional, (42)
"We had a great time. This property is very comfortable and accommodating. We were in the perfect spot!"
The price is AED 290
AED 670 total
includes taxes & fees
16 Apr - 17 Apr
Cozy Soulard 2BR w/ Free Parking

Chic & Historic Apartment Steps from Mag Mile

9.8 out of 10, Exceptional, (33)
"What an exceptional property! Perfect for a two-person getaway. It's right around the corner from shops and restaurants in the terrific Gold Coast neighborhood. Beautiful, modern decor with vintage building charm. It is very safe, quiet and comfortable - we got great sleep here. The host was communicative and everything was very easy. Definitely plan to come back to this gem!"
Chic & Historic Apartment Steps from Mag Mile

Modern Apartment in St. Louis! Pool! Free Parking! Gym!

9.8 out of 10, Exceptional, (39)
"Second time we’ve stayed at this property, two different units. We found the units to be exceptionally clean. Building and amenities (pool and gym) are very nice. There are good spots to use for work with enough privacy for video calls. Secure parking, nice neighborhood. Host (Jordan) is very responsive. Only issue we had was a minor problem with one toilet, which was fixed very quickly. Clear instructions for arriving and departing. Host also texted occasionally to make sure everything was...
Modern Apartment in St. Louis! Pool! Free Parking! Gym!

Remodeled West Loop Apartment Near United Center

9.2 out of 10, Wonderful, (34)
"Everything was nice and neat. They were super easy to communicate with. We had a little issue with the main building door keyless entry. Other than that everything was great."
Remodeled West Loop Apartment Near United Center

Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

8.8 out of 10, Excellent, (27)
"We are visiting from the United Kingdom and was very happy with this property. Perfect size for our needs, the property was clean and catered with all our needs, the host was very prompt on our requests.Thank you "
Near Oak Park with all the comforts of home. 10 min ride to downtown Chicago

Stylish, Inviting 2-BR near Logan Square and Wrigley Field

10.0 out of 10, Exceptional, (46)
"Property was easy to access. Great place to relax and enjoy some peace. Loved the decor! Hosts were super friendly and it was easy to communicate with them. Fenced yard for our dogs was great! "
Stylish, Inviting 2-BR near Logan Square and Wrigley Field

Cozy, Comfortable and Convenient apartment. Close to everything!

9.8 out of 10, Exceptional, (55)
"My stay was amazing, the place fit the description and was very clean and felt like a home away from home. The host was very accommodating and easy to communicate with. I had an amazing time, we weren’t too far from downtown which was great, and everything in the home was neat and clean. "
The price is AED 441
AED 1,020 total
includes taxes & fees
31 Mar - 1 Apr
Cozy, Comfortable and Convenient apartment. Close to everything!

Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94

10.0 out of 10, Exceptional, (3)
"This is the perfect place for a couple to stay for a weekend in the Windy City! It has everything you need, and youre close to the big attractions! Parking can be a little tricky, but the fact that its free helps a lot! Toby is a wonderful host. You'll feel taken care of, and enjoy your time at this property!"
Modern Luxury 1bd-1ba - Heart of City: Close to Highway 90 & 94

Bright Garden Studio

9.0 out of 10, Wonderful, (20)
"clean & nice. "
The price is AED 290
AED 870 total
includes taxes & fees
31 Mar - 1 Apr
Bright Garden Studio

Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

10.0 out of 10, Exceptional, (95)
"We had an amazing stay at Jamie’s place. Quiet location, great host, and lovely accommodations. If you’re visiting Chicago, highly recommend staying at Jamie’s. "
Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!

Soaring, Dramatic, & Spacious Wrigley Loft with Rooftop, Fireplace, BBQ Grill!

10.0 out of 10, Exceptional, (87)
"Property and location were great! Very responsive to questions and check in and out were easy."
Soaring, Dramatic, & Spacious Wrigley Loft with Rooftop, Fireplace, BBQ Grill!
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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Other property types in Historic Route 66

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (706)
"Our family celebrated Christmas at this hotel. It was beautiful and clean. I will definitely stay here again."
The price is AED 434
AED 617 total
includes taxes & fees
1 Apr - 2 Apr
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (453)
"Great stay "
The price is AED 358
AED 420 total
includes taxes & fees
20 Apr - 21 Apr
Sonder South Wabash

Junipine Resort

3.5 star property
9.2 out of 10, Wonderful, (2022)
"Beautiful area along Oak Creek. Enjoyed the hiking"
The price is AED 999
AED 1,148 total
includes taxes & fees
1 Apr - 2 Apr
Junipine Resort
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.