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
$169/night
Spacious Newly Built 3BR Condo Convenient Location
3 beds
2 baths
8 guests
Average Price:
$249
32% Cheaper
than normal
AirDNA Score: 92
$210/night
Modern oasis near park, pet friendly, fast WI-FI.
3 beds
1 bath
4 guests
Average Price:
$217
3% Cheaper
than normal
AirDNA Score: 92
$91/night
The Vanderpool House
1 bed
1 bath
4 guests
Average Price:
$132
31% Cheaper
than normal
AirDNA Score: 89
$345/night
Chicago (Upscale Neighborhood) Multi-Unit Estate
4 beds
2.5 baths
10 guests
Average Price:
$442
22% Cheaper
than normal
AirDNA Score: 88
$108/night
Royal Coach House Cottage
1 bed
1 bath
4 guests
Average Price:
$133
19% Cheaper
than normal
AirDNA Score: 87
$109/night
Spacious, light-drenched studio-private entrance!
studio
1.5 baths
2 guests
Average Price:
$143
24% Cheaper
than normal
AirDNA Score: 86
$108/night
Historic Coach House Cottage
1 bed
1 bath
4 guests
Average Price:
$138
22% Cheaper
than normal
AirDNA Score: 86
$225/night
3 Bdrm Vintage Hideaway Little Italy/ UIC
3 beds
1 bath
6 guests
Average Price:
$263
14% Cheaper
than normal
AirDNA Score: 86
$99/night
In artistic Pilsen~Continental Breakfast~Near DWTN
2 beds
1 bath
4 guests
Average Price:
$160
38% Cheaper
than normal
AirDNA Score: 86
$113/night
Bridgeport Garden Apartment
1 bed
1 bath
4 guests
Average Price:
$104
9% More
than normal
AirDNA Score: 86
$159/night
Private Wicker Park/Bucktown Haven with Yard/Deck
2 beds
1 bath
4 guests
Average Price:
$197
19% Cheaper
than normal
AirDNA Score: 86
$111/night
Chicago Sunny Classic Private Home Roscoe Village & Wrigley
1 bed
1 bath
3 guests
Average Price:
$191
42% Cheaper
than normal
AirDNA Score: 86
$80/night
2 Bedrooms- Comfy Chicago Basement disinfected!
2 beds
1 bath
5 guests
Average Price:
$107
25% Cheaper
than normal
AirDNA Score: 86
$246/night
Charming 2BR on Quiet Street Close to the Action
2 beds
1 bath
6 guests
Average Price:
$272
10% Cheaper
than normal
AirDNA Score: 86
$262/night
Chic Decor (No Chores / No Cleaning Fees)
3 beds
1 bath
6 guests
Average Price:
$319
18% Cheaper
than normal
AirDNA Score: 86
$151/night
Samson’s Place! Uptown: Near Beach w/Free Parking
2 beds
1 bath
4 guests
Average Price:
$226
33% Cheaper
than normal
AirDNA Score: 86
$130/night
Lofty sunny basement, garage parking. Vac required
1 bed
1 bath
2 guests
Average Price:
$124
5% More
than normal
AirDNA Score: 86
$175/night
⭐FAB LOCATION next to DOWNTOWN! Laundry, parking ⭐
2 beds
1 bath
7 guests
Average Price:
$225
22% Cheaper
than normal
AirDNA Score: 86
$218/night
Peaceful River West Apt - free gated parking
2 beds
1 bath
4 guests
Average Price:
$275
21% Cheaper
than normal
AirDNA Score: 86
$110/night
Bright & Spacious Noble Square Loft
1 bed
1 bath
4 guests
Average Price:
$173
36% Cheaper
than normal
AirDNA Score: 86
$280/night
Amadeus Stay - Hip Central 3bdrm Apt +Free Parking
3 beds
1 bath
5 guests
Average Price:
$354
21% Cheaper
than normal
AirDNA Score: 86
$977/night
Come Together in This Vibrant Restored Mansion near Wrigley
9 beds
3.5 baths
16 guests
Average Price:
$1144
15% Cheaper
than normal
AirDNA Score: 86
$195/night
Trendy Living in Chicago''s Coolest Airbnb Art Gallery Condo
3 beds
2 baths
8 guests
Average Price:
$288
32% Cheaper
than normal
AirDNA Score: 86
$151/night
3 BDRM FREE PARK Roku TV|10 Mi. 2 Chicago Downtwn
3 beds
1.5 baths
6 guests
Average Price:
$212
29% Cheaper
than normal
AirDNA Score: 86
$205/night
King Bed, 3BD, Fast WIFI, 4K TV | 5 Min to Airport
3 beds
2 baths
6 guests
Average Price:
$236
13% Cheaper
than normal
AirDNA Score: 86
$119/night
Sydni Suites near the University of Chicago 2-bdrm
2 beds
1 bath
6 guests
Average Price:
$166
28% Cheaper
than normal
AirDNA Score: 86
$220/night
Modern Apartment in Wicker Park with Outdoor Space
2 beds
1 bath
6 guests
Average Price:
$226
3% Cheaper
than normal
AirDNA Score: 86
$323/night
Newly Renovated, Spacious Urban Getaway
3 beds
2 baths
10 guests
Average Price:
$386
16% Cheaper
than normal
AirDNA Score: 86
$150/night
3BR Work and Family Friendly, Free Parking
3 beds
1 bath
5 guests
Average Price:
$232
35% Cheaper
than normal
AirDNA Score: 86
$147/night
Redesigned Lower Level Studio in Historic Building
studio
1 bath
4 guests
Average Price:
$190
23% Cheaper
than normal
AirDNA Score: 85
$130/night
Jean''s House—Restored Historic Andersonville Craftsman
2 beds
1 bath
4 guests
Average Price:
$216
40% Cheaper
than normal
AirDNA Score: 85
$65/night
Cozy Garden Apartment in lovely Old Irving Park
1 bed
1 bath
1 guest
Average Price:
$86
24% Cheaper
than normal
AirDNA Score: 85
$399/night
Modern New Built in the Heart of City
3 beds
2 baths
8 guests
Average Price:
$416
4% Cheaper
than normal
AirDNA Score: 85
$291/night
Comfy River West Apt with Free Gated Parking
2 beds
1 bath
4 guests
Average Price:
$256
14% More
than normal
AirDNA Score: 85
$135/night
Cozy Andersonville Cabin
1 bed
1 bath
4 guests
Average Price:
$173
22% Cheaper
than normal
AirDNA Score: 85
$120/night
AirDNA Score: 85
$99/night
Stylish mid-century modern apartment
1 bed
1 bath
2 guests
Average Price:
$74
34% More
than normal
AirDNA Score: 84
$165/night
Stylish Studio in Historic Logan Square
1 bed
1 bath
2 guests
Average Price:
$144
15% More
than normal
AirDNA Score: 84
$120/night
Sunny, Cozy, Colorful Andersonville
2 beds
1 bath
4 guests
Average Price:
$157
24% Cheaper
than normal
AirDNA Score: 82
$103/night
Sunny and Funky Logan Square Garden Apartment
1 bed
1 bath
2 guests
Average Price:
$104
1% Cheaper
than normal
AirDNA Score: 81
$999/night
3BD, 2BA Hotel Suite -Fireplace
3 beds
2 baths
7 guests
Average Price:
$635
57% More
than normal
AirDNA Score: 80
$139/night
BERNARD CHATEAU - LOGAN SQUARE
3 beds
1 bath
6 guests
Average Price:
$179
22% Cheaper
than normal
AirDNA Score: 80
$600/night
Beautiful Modern, large, 4BR/4BA Private Home
4 beds
4.5 baths
16 guests
Average Price:
$679
12% Cheaper
than normal
AirDNA Score: 79
$239/night
Duplex 4BR Roomy Logan Square on Tree Lined Street
4 beds
2 baths
10 guests
Average Price:
$283
16% Cheaper
than normal
AirDNA Score: 79
$116/night
Soaring Lake Views from Corner 2br/2ba in Downtown
2 beds
2 baths
6 guests
Average Price:
$321
64% Cheaper
than normal
AirDNA Score: 79
$107/night
Vibrant; Studio Apartment Near Midway Airport & DT
studio
1 bath
2 guests
Average Price:
$202
47% Cheaper
than normal
AirDNA Score: 79
$70/night
Avondale Oasis Floor 3
studio
1 bath
2 guests
Average Price:
$135
48% Cheaper
than normal
AirDNA Score: 79
$2473/night
Rock and Roll Paradise
4 beds
3.5 baths
14 guests
Average Price:
$2691
8% Cheaper
than normal
AirDNA Score: 79
$275/night
Centrally located Apartment near Fulton Market
1 bed
1 bath
4 guests
Average Price:
$313
12% Cheaper
than normal
AirDNA Score: 79
$85/night
Ravenswood Guest House Annex
1 bed
1 bath
4 guests
Average Price:
$102
17% Cheaper
than normal
AirDNA Score: 79
$189/night
Tastefully designed 1500 Sq of Homeyness!
2 beds
2 baths
6 guests
Average Price:
$207
9% Cheaper
than normal
AirDNA Score: 79
$154/night
PerfectLocationDowntown ApartmentGreatView monthly
1 bed
1 bath
3 guests
Average Price:
$142
8% More
than normal
AirDNA Score: 79
$176/night
Lovely 1BR Apt Steps from Wrigley!
1 bed
1 bath
4 guests
Average Price:
$181
3% Cheaper
than normal
AirDNA Score: 79
$250/night
Garden Apartment in Historic Hyde Park Mansion
2 beds
2 baths
5 guests
Average Price:
$232
8% More
than normal
AirDNA Score: 79
$119/night
Sydni Suites near the UChicago Campus
2 beds
1 bath
6 guests
Average Price:
$136
12% Cheaper
than normal
AirDNA Score: 79
$97/night
Historic East Village in West Town
1 bed
1 bath
4 guests
Average Price:
$105
8% Cheaper
than normal
AirDNA Score: 79
$110/night
Contemporary 2 bedroom south facing balcony 3
2 beds
1 bath
6 guests
Average Price:
$139
21% Cheaper
than normal
AirDNA Score: 79
$137/night
The Noble Farmhouse, Sunlit with Private Garden in West Town
2 beds
1 bath
3 guests
Average Price:
$204
33% Cheaper
than normal
AirDNA Score: 79
$107/night
Cozy Ukrainian Village Two Bedroom Apartment
2 beds
1 bath
4 guests
Average Price:
$147
27% Cheaper
than normal
AirDNA Score: 79
$277/night
Spacious Holiday Getaway for Family & Friends
3 beds
1 bath
6 guests
Average Price:
$360
23% Cheaper
than normal
AirDNA Score: 79
$95/night
Perfect location in Lincoln Park—free parking spot
1 bed
1 bath
3 guests
Average Price:
$113
16% Cheaper
than normal
AirDNA Score: 79
$118/night
Private apartment inside house GATED FREE Parking
1 bed
1 bath
2 guests
Average Price:
$186
37% Cheaper
than normal
AirDNA Score: 79
$114/night
Sydni Suites near the University of Chgo 2-bdrm.
2 beds
1 bath
6 guests
Average Price:
$141
19% Cheaper
than normal
AirDNA Score: 79
$240/night
AirDNA Score: 79
$109/night
Sawyer Get-Away in Logan Square
2 beds
1 bath
4 guests
Average Price:
$150
27% Cheaper
than normal
AirDNA Score: 79
$149/night
River North''s Finest - Covid Safer - Monthly Only
2 beds
2 baths
6 guests
Average Price:
$149
0% Cheaper
than normal
AirDNA Score: 79
$75/night
Cortez House - 2BR - Free Parking - Great Beds
2 beds
1 bath
4 guests
Average Price:
$166
55% Cheaper
than normal
AirDNA Score: 79
$145/night
Private, Charming, Coach House Loft in Andersonville
studio
1 bath
2 guests
Average Price:
$160
9% Cheaper
than normal
AirDNA Score: 79
$125/night
Charming renovated Victorian apartment in Old Town
1 bed
1 bath
2 guests
Average Price:
$125
0% Cheaper
than normal
AirDNA Score: 79
$400/night
Pro Cleaned, Lakeview Greystone One Block from Wrigley Field
5 beds
2 baths
10 guests
Average Price:
$389
3% More
than normal
AirDNA Score: 79
$130/night
Modern Logan Square Apartment near Public Transit
2 beds
1 bath
4 guests
Average Price:
$138
6% Cheaper
than normal
AirDNA Score: 79
$799/night
The Hamlin In Logan Square 4BR/2BA w/Parking!
4 beds
2 baths
12 guests
Average Price:
$716
12% More
than normal
AirDNA Score: 79
$119/night
Chicago Charm Abounds at the Ivy-Covered Coach House
1 bed
1 bath
3 guests
Average Price:
$195
39% Cheaper
than normal
AirDNA Score: 79
$118/night
Convenient Hyde Park 2 Bedroom Apartment
2 beds
1 bath
4 guests
Average Price:
$129
9% Cheaper
than normal
AirDNA Score: 79
$179/night
Huge Victorian near Loyola 2bd Apt
2 beds
1 bath
4 guests
Average Price:
$178
1% More
than normal
AirDNA Score: 79
$114/night
Spacious and Welcoming Ravenswood Garden Unit
1 bed
1 bath
4 guests
Average Price:
$130
12% Cheaper
than normal
AirDNA Score: 79
$297/night
Convenient Brand New 3 Bedroom Apartment w/WIFI
3 beds
2 baths
8 guests
Average Price:
$236
26% More
than normal
AirDNA Score: 79
$225/night
Beautiful & Inspiring Three Bedroom Home in Roscoe Village
3 beds
1 bath
5 guests
Average Price:
$211
7% More
than normal
AirDNA Score: 79
$93/night
⚡️NEW! Stylish & Cozy 3BDRM, 10min/ORD, 20min/DT❤️
3 beds
1 bath
6 guests
Average Price:
$139
33% Cheaper
than normal
AirDNA Score: 79
$99/night
Spacious 1BR apartment in a central location
1 bed
1 bath
3 guests
Average Price:
$92
8% More
than normal
AirDNA Score: 79
$363/night
AirDNA Score: 79
$136/night
Spacious & Sunny 1 BDR filled w/ plants - Logan SQ
1 bed
1 bath
2 guests
Average Price:
$152
11% Cheaper
than normal
AirDNA Score: 79
$111/night
Augusta''s Garden | Noble Square | Wicker Park
studio
1 bath
3 guests
Average Price:
$189
41% Cheaper
than normal
AirDNA Score: 79
$86/night
Logan Square Video Game Loft
studio
1 bath
4 guests
Average Price:
$130
34% Cheaper
than normal
AirDNA Score: 79
$125/night
Comfortable Home Base, Close to Everything!
2 beds
1 bath
4 guests
Average Price:
$231
46% Cheaper
than normal
AirDNA Score: 79
$109/night
Andersonville Cozy 1 bedroom basement suite
1 bed
1 bath
2 guests
Average Price:
$131
17% Cheaper
than normal
AirDNA Score: 79
$104/night
Lovely Near Loyola - Enjoy the Wonderful Sun Room
3 beds
2 baths
7 guests
Average Price:
$190
45% Cheaper
than normal
AirDNA Score: 79
$450/night
The Roscoe House near Wrigley Field
3 beds
3 baths
8 guests
Average Price:
$482
7% Cheaper
than normal
AirDNA Score: 79
$88/night
Private suite in Lincoln Square
1 bed
1 bath
4 guests
Average Price:
$115
23% Cheaper
than normal
AirDNA Score: 79
$99/night
Amazing 2 bedroom apartment on prime location
2 beds
1 bath
4 guests
Average Price:
$115
14% Cheaper
than normal
AirDNA Score: 79
$128/night
"Home Away from Home" - Free Street Parking!
2 beds
1 bath
6 guests
Average Price:
$145
12% Cheaper
than normal
AirDNA Score: 79
$99/night
Greystone Haven in Logan Square
2 beds
2 baths
5 guests
Average Price:
$205
52% Cheaper
than normal
AirDNA Score: 79
$600/night
“Wrigleyville” 75 yards from Wrigley Field
2 beds
1 bath
12 guests
Average Price:
$413
45% More
than normal
AirDNA Score: 79
$98/night
⚡️NEW! Modern & Spacious, 10min to ORD, 20 to DT❤️
1 bed
1 bath
2 guests
Average Price:
$128
23% Cheaper
than normal
AirDNA Score: 79
$125/night
Bright, Cheery Logan Square Getaway
1 bed
1 bath
6 guests
Average Price:
$162
23% Cheaper
than normal
AirDNA Score: 78
$227/night
1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place
2 beds
1 bath
6 guests
Average Price:
$226
0% Cheaper
than normal
AirDNA Score: 78
$115/night
iKlektik House // Cardinal
1 bed
1 bath
4 guests
Average Price:
$136
15% Cheaper
than normal
AirDNA Score: 78
$85/night
Spacious & Private Loft Apt in Historic Beverly
1 bed
1 bath
2 guests
Average Price:
$90
6% Cheaper
than normal
AirDNA Score: 78
$235/night
Soaring 2br/2ba SkyTerrace + Deck!
2 beds
2 baths
6 guests
Average Price:
$350
33% Cheaper
than normal
AirDNA Score: 78
$225/night
Long Stays, Highly Rated
2 beds
2 baths
4 guests
Average Price:
$222
1% More
than normal