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89 places
without service fees*
15% savings
Scenic 3BR PH for Tourism + Prime Location
full rating star
4.88
( 101 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 9 – May 14
$1,200
night
 · 
$6,002
total
15% savings
Scenic 3BR PH for Tourism + Prime Location
full rating star
4.88
( 101 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 9 – May 14
$1,200
night
 · 
$6,002
total
12% savings
Top of River West: Luxe Penthouse for Groups
full rating star
4.88
( 124 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 24 – May 29
$1,402
night
 · 
$7,010
total
12% savings
Top of River West: Luxe Penthouse for Groups
full rating star
4.88
( 124 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 24 – May 29
$1,402
night
 · 
$7,010
total
11% savings
Luxury Meets Fun: Downtown PH w/ Private Game Room
full rating star
4.80
( 73 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 31 – Apr 5
$1,177
night
 · 
$5,887
total
11% savings
Luxury Meets Fun: Downtown PH w/ Private Game Room
full rating star
4.80
( 73 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 31 – Apr 5
$1,177
night
 · 
$5,887
total
14% savings
Spacious Penthouse Trio + Skyline Views for Groups
full rating star
4.87
( 8 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$2,478
night
 · 
$12,388
total
14% savings
Spacious Penthouse Trio + Skyline Views for Groups
full rating star
4.87
( 8 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$2,478
night
 · 
$12,388
total
14% savings
Spacious Apartments for Groups w/ Skyline Views
full rating star
5.0
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,086
night
 · 
$5,432
total
14% savings
Spacious Apartments for Groups w/ Skyline Views
full rating star
5.0
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,086
night
 · 
$5,432
total
8% savings
West Loop Oasis: Skyline Views + Prime Location
full rating star
4.98
( 89 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 8 – Mar 13
$495
night
 · 
$2,475
total
8% savings
West Loop Oasis: Skyline Views + Prime Location
full rating star
4.98
( 89 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 8 – Mar 13
$495
night
 · 
$2,475
total
8% savings
Top-Floor Oasis: 2BR in Heart of Fulton Market
full rating star
4.88
( 67 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 15 – Mar 20
$639
night
 · 
$3,195
total
8% savings
Top-Floor Oasis: 2BR in Heart of Fulton Market
full rating star
4.88
( 67 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 15 – Mar 20
$639
night
 · 
$3,195
total
14% savings
Prime 2BR Apartments: Perfect Group Comfort
full rating star
4.67
( 16 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$986
night
 · 
$4,930
total
14% savings
Prime 2BR Apartments: Perfect Group Comfort
full rating star
4.67
( 16 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$986
night
 · 
$4,930
total
8% savings
Deluxe River West PH for Unforgettable Memories
full rating star
4.86
( 70 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$839
night
 · 
$4,194
total
8% savings
Deluxe River West PH for Unforgettable Memories
full rating star
4.86
( 70 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$839
night
 · 
$4,194
total
10% savings
Sky-High 2BR w/ Gym & City Views
full rating star
4.79
( 55 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 1 – Mar 6
$487
night
 · 
$2,434
total
10% savings
Sky-High 2BR w/ Gym & City Views
full rating star
4.79
( 55 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 1 – Mar 6
$487
night
 · 
$2,434
total
14% savings
River West 3BR Penthouse Duo: Skyline Comfort
full rating star
4.73
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,868
night
 · 
$9,340
total
14% savings
River West 3BR Penthouse Duo: Skyline Comfort
full rating star
4.73
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,868
night
 · 
$9,340
total
6% savings
Prime 4BR Penthouse w/ Skyline Views for Families
full rating star
4.93
( 46 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 3 – Mar 8
$1,170
night
 · 
$5,850
total
6% savings
Prime 4BR Penthouse w/ Skyline Views for Families
full rating star
4.93
( 46 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 3 – Mar 8
$1,170
night
 · 
$5,850
total
6% savings
Stylish 2BR with Skyline Views Near Riverwalk
full rating star
4.85
( 72 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$508
night
 · 
$2,540
total
6% savings
Stylish 2BR with Skyline Views Near Riverwalk
full rating star
4.85
( 72 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$508
night
 · 
$2,540
total
6% savings
Penthouse Escape + Vibrant West Loop Access
full rating star
4.86
( 63 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 8 – Mar 13
$950
night
 · 
$4,748
total
6% savings
Penthouse Escape + Vibrant West Loop Access
full rating star
4.86
( 63 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 8 – Mar 13
$950
night
 · 
$4,748
total
6% savings
Prime Lincoln Park Views + Modern Amenities Await
full rating star
4.92
( 65 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 11 – Mar 16
$945
night
 · 
$4,727
total
6% savings
Prime Lincoln Park Views + Modern Amenities Await
full rating star
4.92
( 65 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 11 – Mar 16
$945
night
 · 
$4,727
total
6% savings
Panoramic City Views + Prime West Loop Location
full rating star
4.88
( 78 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 7 – Mar 12
$521
night
 · 
$2,605
total
6% savings
Panoramic City Views + Prime West Loop Location
full rating star
4.88
( 78 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 7 – Mar 12
$521
night
 · 
$2,605
total
5% savings
Spacious 2BR in The Loop Downtown Resort Amenities
full rating star
4.84
( 75 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$439
night
 · 
$2,195
total
5% savings
Spacious 2BR in The Loop Downtown Resort Amenities
full rating star
4.84
( 75 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$439
night
 · 
$2,195
total
7% savings
West Loop Scenic Views + Private Balcony Retreat
full rating star
4.77
( 56 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$419
night
 · 
$2,095
total
7% savings
West Loop Scenic Views + Private Balcony Retreat
full rating star
4.77
( 56 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$419
night
 · 
$2,095
total
14% savings
Two 2BR Apts for Business & Leisure Groups
full rating star
4.68
( 6 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$890
night
 · 
$4,450
total
14% savings
Two 2BR Apts for Business & Leisure Groups
full rating star
4.68
( 6 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$890
night
 · 
$4,450
total
7% savings
Prime Loop Luxury + City & Train Views
full rating star
4.67
( 24 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$399
night
 · 
$1,996
total
7% savings
Prime Loop Luxury + City & Train Views
full rating star
4.67
( 24 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$399
night
 · 
$1,996
total
14% savings
Prime Loop Apts + Convenience for Groups
full rating star
4.31
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$2,011
night
 · 
$10,056
total
14% savings
Prime Loop Apts + Convenience for Groups
full rating star
4.31
( 7 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$2,011
night
 · 
$10,056
total
5% savings
West Loop Balconied 2BR for Upscale Tours
full rating star
4.68
( 54 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$409
night
 · 
$2,045
total
5% savings
West Loop Balconied 2BR for Upscale Tours
full rating star
4.68
( 54 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$409
night
 · 
$2,045
total
5% savings
Stylish 2BR Retreat in Fulton Market for Getaways
full rating star
4.73
( 48 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 2 – Mar 7
$527
night
 · 
$2,634
total
5% savings
Stylish 2BR Retreat in Fulton Market for Getaways
full rating star
4.73
( 48 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 2 – Mar 7
$527
night
 · 
$2,634
total
5% savings
West Loop 2BR, Walk to Top Restaurants, Sleeps 5
full rating star
4.71
( 31 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 26 – Mar 3
$457
night
 · 
$2,285
total
5% savings
West Loop 2BR, Walk to Top Restaurants, Sleeps 5
full rating star
4.71
( 31 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 26 – Mar 3
$457
night
 · 
$2,285
total
0% savings
Front Row to the Lake & Skyline: Epic 60th Flr 3BR
full rating star
5.0
( 28 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Apr 10 – Apr 15
$1,540
night
 · 
$7,698
total
0% savings
Front Row to the Lake & Skyline: Epic 60th Flr 3BR
full rating star
5.0
( 28 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Apr 10 – Apr 15
$1,540
night
 · 
$7,698
total
11% savings
Skyline Views in 3BR Apartment w/ Top Amenities
full rating star
4.95
( 63 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 15 – Mar 20
$877
night
 · 
$4,386
total
11% savings
Skyline Views in 3BR Apartment w/ Top Amenities
full rating star
4.95
( 63 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 15 – Mar 20
$877
night
 · 
$4,386
total
Dual Penthouse Retreat: Perfect for Groups
full rating star
4.90
( 19 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,790
night
 · 
$8,952
total
Dual Penthouse Retreat: Perfect for Groups
full rating star
4.90
( 19 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Feb 23 – Feb 28
$1,790
night
 · 
$8,952
total
Exclusive 3BR with Views, Ideal for Tourists
full rating star
5.0
( 16 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 3 – May 8
$798
night
 · 
$3,990
total
Exclusive 3BR with Views, Ideal for Tourists
full rating star
5.0
( 16 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 3 – May 8
$798
night
 · 
$3,990
total
Luxe 1BR: Unmatched Views & Location
full rating star
4.94
( 87 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 15 – May 20
$921
night
 · 
$4,605
total
Luxe 1BR: Unmatched Views & Location
full rating star
4.94
( 87 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
May 15 – May 20
$921
night
 · 
$4,605
total
5% savings
PH w/ Bean & Lake Views, An Elite Stay
full rating star
4.79
( 14 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 1 – Mar 6
$1,826
night
 · 
$9,129
total
5% savings
PH w/ Bean & Lake Views, An Elite Stay
full rating star
4.79
( 14 )
Apartment in Chicago, IL
Hosted by Cloud9 Windy City LLC
Mar 1 – Mar 6
$1,826
night
 · 
$9,129
total