The Best Airbnb Deals in
Chicago, Illinois
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Chicago, Illinois. Enter your travel dates to find the best deals!
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AirDNA Score: 93
$89/night
Lincoln Park Avant Artist''s Private 1891 Apartment
1 bed
1 bath
2 guests
Average Price:
$74
20% More
than normal
AirDNA Score: 89
$390/night
Chicago (Upscale Neighborhood) Multi-Unit Estate
4 beds
2.5 baths
10 guests
Average Price:
$414
6% Cheaper
than normal
AirDNA Score: 86
$1150/night
Come Together in This Vibrant Restored Mansion near Wrigley
6 beds
3.5 baths
16 guests
Average Price:
$1198
4% Cheaper
than normal
AirDNA Score: 86
$210/night
Private In-law Suite near O''Hare
2 beds
1.5 baths
7 guests
Average Price:
$255
18% Cheaper
than normal
AirDNA Score: 86
$367/night
Peaceful River West Apt with free parking
2 beds
1 bath
4 guests
Average Price:
$249
47% More
than normal
AirDNA Score: 86
$325/night
Amadeus Stay - Hip Central 3bdrm Apt +Free Parking
3 beds
1 bath
5 guests
Average Price:
$315
3% More
than normal
AirDNA Score: 86
$132/night
Uptown Hot Spot | Walk To Beach| Free Parking
2 beds
2 baths
4 guests
Average Price:
$219
40% Cheaper
than normal
AirDNA Score: 86
$149/night
Stunning Retro Apartment in Andersonville
2 beds
1 bath
4 guests
Average Price:
$165
10% Cheaper
than normal
AirDNA Score: 86
$175/night
Cozy Hideout in Art Filled Chicago Neighborhood
1 bed
1 bath
2 guests
Average Price:
$176
1% Cheaper
than normal
AirDNA Score: 86
$195/night
Best in Chicago, private, amazing garden space
2 beds
1 bath
5 guests
Average Price:
$260
25% Cheaper
than normal
AirDNA Score: 86
$199/night
A Stones Throw from U Chicago South Campus!
2 beds
1 bath
6 guests
Average Price:
$170
17% More
than normal
AirDNA Score: 86
$179/night
Separate entrance. Separate outdoor space.
2 beds
1.5 baths
4 guests
Average Price:
$163
10% More
than normal
AirDNA Score: 86
$279/night
The Nancy’s gorgeous , Spacious Urban Getaway
3 beds
2 baths
10 guests
Average Price:
$364
23% Cheaper
than normal
AirDNA Score: 85
$650/night
WrigleyVilla - 1/2 Block From Wrigley Field!
3 beds
1 bath
10 guests
Average Price:
$694
6% Cheaper
than normal
AirDNA Score: 84
$234/night
NEW rehab LOGAN Sq TOP FLOOR free laundry SUNNY
3 beds
1 bath
8 guests
Average Price:
$259
10% Cheaper
than normal
AirDNA Score: 84
$643/night
Luxury River West Townhome with Garage
4 beds
3.5 baths
8 guests
Average Price:
$477
35% More
than normal
AirDNA Score: 81
$660/night
Huge Sunlit Gem, Free Parking, No Cleaning Fee
3 beds
2.5 baths
6 guests
Average Price:
$628
5% More
than normal
AirDNA Score: 80
$129/night
BERNARD CHATEAU - LOGAN SQUARE
3 beds
1 bath
6 guests
Average Price:
$194
34% Cheaper
than normal
AirDNA Score: 79
$200/night
Soaring Lake Views from Corner 2br/2ba in Downtown
2 beds
2 baths
6 guests
Average Price:
$219
9% Cheaper
than normal
AirDNA Score: 79
$134/night
Remote Work Haven - Fast Wifi, Coffee w/KING BED
1 bed
1 bath
3 guests
Average Price:
$127
6% More
than normal
AirDNA Score: 79
$1862/night
Rock and Roll Paradise
4 beds
3.5 baths
14 guests
Average Price:
$2724
32% Cheaper
than normal
AirDNA Score: 79
$465/night
The Hamlin In Logan Square 4BR/2BA w/Parking!
4 beds
2 baths
12 guests
Average Price:
$1829
75% Cheaper
than normal
AirDNA Score: 79
$215/night
Cozy Victorian Cottage-1 BR Apartment- Sleeps 3!
1 bed
1 bath
3 guests
Average Price:
$159
35% More
than normal
AirDNA Score: 79
$358/night
*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*
4 beds
2 baths
10 guests
Average Price:
$434
18% Cheaper
than normal
AirDNA Score: 79
$105/night
Sleek and cool garden loft in East Lakeview
1 bed
1 bath
4 guests
Average Price:
$139
24% Cheaper
than normal
AirDNA Score: 79
$205/night
Garden Apartment in Historic Hyde Park Mansion
2 beds
2 baths
5 guests
Average Price:
$254
19% Cheaper
than normal
AirDNA Score: 79
$90/night
Industrial Style Chicago Loft with FREE parking
1 bed
1 bath
2 guests
Average Price:
$92
2% Cheaper
than normal
AirDNA Score: 79
$147/night
"Home Away from Home" - Free Street Parking!
2 beds
1 bath
6 guests
Average Price:
$157
6% Cheaper
than normal
AirDNA Score: 79
$743/night
Million Dollar Views! Luxury Downtown Skyhouse!
3 beds
2.5 baths
6 guests
Average Price:
$596
25% More
than normal
AirDNA Score: 79
$125/night
Historic Pullman Home-Rustic Style & Great Locale
3 beds
1.5 baths
6 guests
Average Price:
$131
5% Cheaper
than normal
AirDNA Score: 79
$225/night
Wrigleyville 75 yards from Wrigley Field
2 beds
1 bath
10 guests
Average Price:
$442
49% Cheaper
than normal
AirDNA Score: 79
$257/night
Best location in Chicago! Superhost
1 bed
1 bath
3 guests
Average Price:
$263
2% Cheaper
than normal
AirDNA Score: 79
$519/night
NEW Beautiful & Spacious Home Outdoor Yard & Pool
3 beds
1 bath
4 guests
Average Price:
$364
43% More
than normal
AirDNA Score: 79
$122/night
-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
studio
1 bath
3 guests
Average Price:
$133
8% Cheaper
than normal
AirDNA Score: 79
$469/night
Old Town Pied-à-Terre w/Pvt Terrace and Parking
2 beds
2 baths
4 guests
Average Price:
$329
43% More
than normal
AirDNA Score: 79
$175/night
Beautiful Three Bedroom Apartment Near Loyola
3 beds
2 baths
7 guests
Average Price:
$245
29% Cheaper
than normal
AirDNA Score: 78
$140/night
iKlektik House Chicago / Cardinal
1 bed
1 bath
4 guests
Average Price:
$161
13% Cheaper
than normal
AirDNA Score: 78
$241/night
Soaring 2br/2ba SkyTerrace + Deck!
2 beds
2 baths
6 guests
Average Price:
$228
6% More
than normal
AirDNA Score: 77
$360/night
Amazing Penthouse Skyline Views!
3 beds
3 baths
14 guests
Average Price:
$608
41% Cheaper
than normal
AirDNA Score: 76
$283/night
2BD/2BA 2 blks to EL-Lincoln Pk Zoo-walk to beach
2 beds
2 baths
6 guests
Average Price:
$314
10% Cheaper
than normal
AirDNA Score: 76
$161/night
Hidden Cottage in Logan Square
2 beds
1.5 baths
7 guests
Average Price:
$170
5% Cheaper
than normal
AirDNA Score: 75
$749/night
♥ 3BR/2.5 BA House + Roof Deck in Wicker Park ♥
3 beds
2.5 baths
12 guests
Average Price:
$675
11% More
than normal
AirDNA Score: 74
$200/night
Old Irving Park 2 bd/1 ba, 20 mins to Downtown
2 beds
1 bath
6 guests
Average Price:
$188
6% More
than normal
AirDNA Score: 74
$170/night
1 Bed Coach House\Full Kitchen&Bath
1 bed
1 bath
2 guests
Average Price:
$191
11% Cheaper
than normal
AirDNA Score: 74
$276/night
Lincoln Park 1BD/1BA Apt (1f)
1 bed
1 bath
4 guests
Average Price:
$263
5% More
than normal
AirDNA Score: 74
$189/night
Classic BuckTown with Backyard & Garage Parking.
3 beds
1 bath
5 guests
Average Price:
$444
57% Cheaper
than normal
AirDNA Score: 73
$359/night
Historic 1920s bungalow near Logan Square !
3 beds
2 baths
7 guests
Average Price:
$369
3% Cheaper
than normal
AirDNA Score: 73
$327/night
Spacious Two Story Luxurious Home w/Outdoor Deck!
3 beds
2 baths
6 guests
Average Price:
$420
22% Cheaper
than normal
AirDNA Score: 73
$209/night
Hyde Park/ Bronzeville Apartment 3E
3 beds
1 bath
6 guests
Average Price:
$238
12% Cheaper
than normal
AirDNA Score: 72
$1632/night
One Of A Kind Luxe Logan Square Home 8BR/5.5BA/PK!
8 beds
5.5 baths
16 guests
Average Price:
$1849
12% Cheaper
than normal
AirDNA Score: 72
$149/night
Hidden Gem in South Logan Square
1 bed
1 bath
3 guests
Average Price:
$167
11% Cheaper
than normal
AirDNA Score: 72
$1432/night
The Cortland In Logan Square 4BR/3BA w/Parking!
4 beds
3 baths
16 guests
Average Price:
$1701
16% Cheaper
than normal
AirDNA Score: 72
$146/night
RIVER NORTH MODERN POOL/SPA DOWNTOWN
1 bed
1 bath
2 guests
Average Price:
$250
42% Cheaper
than normal
AirDNA Score: 71
$281/night
Decompress on a Sophisticated Chaise at a Glamorous Hideaway
1 bed
1 bath
3 guests
Average Price:
$322
13% Cheaper
than normal
AirDNA Score: 71
$175/night
Unwind in the Garden of an elegant, Modern Home
2 beds
1 bath
5 guests
Average Price:
$199
12% Cheaper
than normal
AirDNA Score: 71
$313/night
Spacious 3 Bedroom Historic Chicago Apt w/Parking
3 beds
2 baths
8 guests
Average Price:
$343
9% Cheaper
than normal
AirDNA Score: 71
$80/night
Sweet Spacious Suite: Country in the City
1 bed
1 bath
4 guests
Average Price:
$78
3% More
than normal
AirDNA Score: 71
$105/night
#1 neighborhood in Chicago w/ private balcony
2 beds
1 bath
6 guests
Average Price:
$144
27% Cheaper
than normal
AirDNA Score: 71
$262/night
Sophisticated River West 2 Bedroom - Near the L
2 beds
2 baths
6 guests
Average Price:
$214
22% More
than normal
AirDNA Score: 71
$161/night
Get Cozy at a Powder-Blue Residence in the Heart of Pilsen
2 beds
1 bath
4 guests
Average Price:
$151
7% More
than normal
AirDNA Score: 71
$150/night
Spacious unique artist's home in Pilsen
2 beds
1 bath
6 guests
Average Price:
$196
23% Cheaper
than normal
AirDNA Score: 71
$253/night
Visit United Center & Explore The City of Chicago
2 beds
1 bath
4 guests
Average Price:
$183
38% More
than normal
AirDNA Score: 71
$173/night
Designer 3br with Balcony & Elevator on Clark!
3 beds
2 baths
6 guests
Average Price:
$269
36% Cheaper
than normal
AirDNA Score: 71
$185/night
Urban Luxury 1BR/2BA Logan Square Condo w/Garage
1 bed
2 baths
2 guests
Average Price:
$198
7% Cheaper
than normal
AirDNA Score: 71
$289/night
Northside Chicago Favorite with parking!
3 beds
1.5 baths
6 guests
Average Price:
$288
0% Cheaper
than normal
AirDNA Score: 71
$271/night
Hear the Crowd Roar from a Condo Moments Away from Wrigley
3 beds
1 bath
10 guests
Average Price:
$331
18% Cheaper
than normal
AirDNA Score: 71
$285/night
Soft Suede and Warm Bricks at a Stylish Rogers Park Home
3 beds
2 baths
5 guests
Average Price:
$401
29% Cheaper
than normal
AirDNA Score: 70
$144/night
MODERN LOFT Downtown by McCormick w/KING BED WiFi
1 bed
1 bath
3 guests
Average Price:
$165
13% Cheaper
than normal
AirDNA Score: 69
$399/night
Downtown Elegance ✨ Private Yard Parking
4 beds
4 baths
16 guests
Average Price:
$799
50% Cheaper
than normal
AirDNA Score: 69
$649/night
Opulent 3bdr2bth Old Town Luxury + Parking prmts
3 beds
2 baths
4 guests
Average Price:
$787
18% Cheaper
than normal
AirDNA Score: 69
$1149/night
711 The Penthouse
5 beds
2.5 baths
16 guests
Average Price:
$1267
9% Cheaper
than normal
AirDNA Score: 68
$263/night
3-3A - 3 Bedroom Condo with Parking - McCormick Pl
3 beds
2 baths
9 guests
Average Price:
$323
19% Cheaper
than normal
AirDNA Score: 68
$267/night
3BD/2BA Perfect 4 Families,walk to shops/cafes
3 beds
2 baths
8 guests
Average Price:
$300
11% Cheaper
than normal
AirDNA Score: 68
$92/night
Sunny Apartment In Quiet Building
2 beds
1 bath
1 guest
Average Price:
$143
36% Cheaper
than normal
AirDNA Score: 67
$250/night
Gamers Getaway 20 minutes from downtown
3 beds
2 baths
8 guests
Average Price:
$290
14% Cheaper
than normal
AirDNA Score: 67
$384/night
Curated Art Apartment in Ukrainian Village
3 beds
2 baths
6 guests
Average Price:
$500
23% Cheaper
than normal
AirDNA Score: 67
$180/night
Gorgeous Vintage Aptmt steps to Logan Sq Blue line
3 beds
1 bath
5 guests
Average Price:
$203
11% Cheaper
than normal
AirDNA Score: 67
$1350/night
Gorgeous Modern Previewed On The Deed Chicago
4 beds
3.5 baths
14 guests
Average Price:
$1403
4% Cheaper
than normal
AirDNA Score: 67
$268/night
BuckTown Super Space
3 beds
1 bath
4 guests
Average Price:
$221
21% More
than normal
AirDNA Score: 66
$446/night
Huge Victorian!-- Southern Charm!-- United Center!
4 beds
2.5 baths
6 guests
Average Price:
$511
13% Cheaper
than normal
AirDNA Score: 65
$211/night
Historic house in hip Logan Square
2 beds
2 baths
4 guests
Average Price:
$289
27% Cheaper
than normal
AirDNA Score: 65
$158/night
Top Floor City Apartment - free street parking!
3 beds
1 bath
7 guests
Average Price:
$245
36% Cheaper
than normal
AirDNA Score: 65
$450/night
Lights!Camera!Action!Cool! Take #3
2 beds
2.5 baths
4 guests
Average Price:
$441
2% More
than normal
AirDNA Score: 65
$114/night
Modern Studio Apt Free Parking Wi-Fi Self Check-In
2 beds
1.5 baths
2 guests
Average Price:
$110
4% More
than normal
AirDNA Score: 65
$172/night
perfect corporate rental
4 beds
1 bath
3 guests
Average Price:
$275
37% Cheaper
than normal
AirDNA Score: 65
$114/night
Cozy New w/FREE Parking & TV & WIFI & Laundry
1 bed
1 bath
2 guests
Average Price:
$120
5% Cheaper
than normal
AirDNA Score: 65
$88/night
Chicago home away from home
2 beds
1 bath
4 guests
Average Price:
$91
3% Cheaper
than normal
AirDNA Score: 65
$172/night
BuckTown/WickerPark
4 beds
1 bath
6 guests
Average Price:
$243
29% Cheaper
than normal
AirDNA Score: 65
$188/night
Vintage 2BR Apt w/ Parking, Near O’Hare & Downtown
2 beds
1 bath
4 guests
Average Price:
$189
1% Cheaper
than normal
AirDNA Score: 65
$147/night
SuperHost Downtown Michigan Ave in Historic Area
1 bed
1 bath
2 guests
Average Price:
$250
41% Cheaper
than normal
AirDNA Score: 65
$344/night
Elegant Wicker: Wolcott & Milwaukee Ave
2 beds
2 baths
6 guests
Average Price:
$517
33% Cheaper
than normal
AirDNA Score: 64
$200/night
BUSINESS STAY LAKESHORE EAST SLEEK CLEAN WIFI
1 bed
1 bath
2 guests
Average Price:
$162
23% More
than normal
AirDNA Score: 64
$212/night
Stunning 2 Floor Apt with Rooftop - view of Loop!
3 beds
2.5 baths
12 guests
Average Price:
$377
44% Cheaper
than normal
AirDNA Score: 64
$99/night
large 5bed/2bath Condo Near University of Chicago
5 beds
2 baths
12 guests
Average Price:
$96
3% More
than normal
AirDNA Score: 64
$135/night
Chicago’s Dickens Place, flat!
2 beds
1 bath
12 guests
Average Price:
$151
11% Cheaper
than normal
AirDNA Score: 64
$289/night
Great location! Spacious and stylish residence!
3 beds
1 bath
10 guests
Average Price:
$393
26% Cheaper
than normal
AirDNA Score: 64
$91/night
2 Bedroom Bucktown Apartment - So Charming!
2 beds
1 bath
6 guests
Average Price:
$129
29% Cheaper
than normal
AirDNA Score: 64
$200/night
Spacious & Cozy 3Bdr in the Heart of Chicago
3 beds
2 baths
6 guests
Average Price:
$296
32% Cheaper
than normal
AirDNA Score: 64
$700/night
Chicago River West 4 Bedroom / 3 Bathroom
4 beds
3 baths
10 guests
Average Price:
$509
38% More
than normal
AirDNA Score: 64
$160/night
Great space, safe & easy commute
2 beds
1 bath
4 guests
Average Price:
$268
40% Cheaper
than normal