A city skyline at dusk with illuminated buildings reflecting on the water.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Central Chicago holiday rentals

A modern building with the name 'SENIORAL' prominently displayed on the facade.

1. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,353 reviews)
"Nice room, will stay again, highly recommend:)"
United States
Reina
The price is ฿5,343
฿7,257 total
includes taxes & fees
26 Oct - 27 Oct
Sentral Michigan Avenue
Lake

2. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (54 reviews)
"Location is perfect"
United States
Mary
The price is ฿6,007
฿9,137 total
includes taxes & fees
5 Nov - 6 Nov
Kasa Lake Shore Chicago
A modern kitchen with a large island, bar stools, and a city view.

3. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (535 reviews)
"Location and facility was very nice"
United States
Brian
The price is ฿7,617
฿9,769 total
includes taxes & fees
2 Nov - 3 Nov
Level Chicago – Old Town
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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Top Central Chicago Hotel Reviews

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Midland hotel was clean and tidy, and the staff were accommodating, friendly, and helpful throughout our stay. We had a pleasant experience and would definitely return in the future!"
Shiyabel 1-night trip
Posted less than an hour ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Find out more about Central Chicago

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Look no further and take a look at our great range of rental properties in Central Chicago!