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Last Minute Deals in Chicago

Does a last-minute getaway to Chicago sound good to you? We have compared 10,039 available vacation rental properties found on 18 partner websites and selected the very best. Have fun exploring!
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Our picks: Best vacation rental deals
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3000 ft² House 10 guests 3 bedrooms
West Town, Chicago, Illinois, United States
5.0
(1 rating)
from $276
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1260 ft² Apartment 4 guests 2 bedrooms
Near North, Chicago, Illinois, United States
5.0
(16 ratings)
from $260
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4000 ft² Apartment 10 guests 5 bedrooms
Near North, Chicago, Illinois, United States
5.0
(50 ratings)
from $901
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2000 ft² Apartment 6 guests 2 bedrooms
South Loop, Chicago, Illinois, United States
4.6
(19 ratings)
from $274
Vacasa
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4000 ft² House 10 guests 4 bedrooms
Lake View, Chicago, Illinois, United States
5.0
(4 ratings)
from $761
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Apartment 2 guests 1 bedroom
Near North, Chicago, Illinois, United States
4.3
(50 ratings)
from $344
Booking.com
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1500 ft² Apartment 8 guests 3 bedrooms
North Kenwood, Chicago, Illinois, United States
 
from $144
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1800 ft² Apartment 7 guests 3 bedrooms
Streeterville, Chicago, Illinois, United States
 
from $282
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2500 ft² House 4 guests 2 bedrooms
Logan Square, Chicago, Illinois, United States
4.8
(41 ratings)
from $98
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1500 ft² Apartment 4 guests 2 bedrooms
Lincoln Park, Chicago, Illinois, United States
4.6
(9 ratings)
from $142
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Last Minute Deals in Tybee Island
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