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: 100
$71/night
Cozy Urban Garden Apartment
studio
1 bath
2 guests
Average Price:
$103
31% Cheaper
than normal
AirDNA Score: 93
$236/night
AirDNA Score: 93
$197/night
Spacious Newly Built 3BR Condo Convenient Location
3 beds
2 baths
8 guests
Average Price:
$231
15% Cheaper
than normal
AirDNA Score: 93
$171/night
Fun Apartment in the Ukrainian Village
1 bed
1 bath
2 guests
Average Price:
$162
6% More
than normal
AirDNA Score: 93
$131/night
1 mile from Wrigley Field
1 bed
1 bath
4 guests
Average Price:
$140
6% Cheaper
than normal
AirDNA Score: 92
$176/night
Modern oasis near park, pet friendly, fast WI-FI.
3 beds
1 bath
5 guests
Average Price:
$212
17% Cheaper
than normal
AirDNA Score: 88
$111/night
Royal Coach House Cottage
1 bed
1 bath
4 guests
Average Price:
$137
19% Cheaper
than normal
AirDNA Score: 86
$810/night
Newly Renovated 3BR East Lakeview Coach House
3 beds
2.5 baths
12 guests
Average Price:
$580
40% More
than normal
AirDNA Score: 86
$125/night
3 BR Sleek Minimalist Centrally Located Unit
3 beds
1 bath
6 guests
Average Price:
$300
58% Cheaper
than normal
AirDNA Score: 86
$104/night
In artistic Pilsen~Continental Breakfast~Near DWTN
2 beds
1 bath
4 guests
Average Price:
$153
32% Cheaper
than normal
AirDNA Score: 86
$240/night
⭐FAB LOCATION next to DOWNTOWN! Laundry, parking ⭐
2 beds
1 bath
7 guests
Average Price:
$211
14% More
than normal
AirDNA Score: 86
$209/night
Newly Renovated, Spacious Urban Getaway
3 beds
2 baths
10 guests
Average Price:
$381
45% Cheaper
than normal
AirDNA Score: 86
$196/night
⭐GREAT LOCATION NEXT TO DOWNTOWN PARKING Laundry ⭐
2 beds
1 bath
6 guests
Average Price:
$191
3% More
than normal
AirDNA Score: 86
$132/night
Bright & Spacious Noble Square Loft
1 bed
1 bath
4 guests
Average Price:
$172
23% Cheaper
than normal
AirDNA Score: 86
$850/night
Come Together in This Vibrant Restored Mansion near Wrigley
6 beds
3.5 baths
16 guests
Average Price:
$1229
31% Cheaper
than normal
AirDNA Score: 86
$193/night
2 Miles to MDW 11 Miles DTWN Free Parking Wi-Fi
3 beds
2 baths
6 guests
Average Price:
$237
19% Cheaper
than normal
AirDNA Score: 86
$96/night
Cozy Logan Square 2 Bedroom Guest Space
2 beds
1 bath
5 guests
Average Price:
$108
11% Cheaper
than normal
AirDNA Score: 86
$154/night
Redesigned Lower Level Studio in Historic Building
studio
1 bath
4 guests
Average Price:
$185
17% Cheaper
than normal
AirDNA Score: 86
$123/night
Historic Coach House Cottage
2 beds
1 bath
4 guests
Average Price:
$135
9% Cheaper
than normal
AirDNA Score: 86
$122/night
Spacious Vintage 3 BR in Chicago''s NorthCenter!
3 beds
1 bath
6 guests
Average Price:
$172
29% Cheaper
than normal
AirDNA Score: 86
$210/night
Wrigley Oasis! Steps from the Field! - 3BR/1BA!
3 beds
1 bath
6 guests
Average Price:
$372
44% Cheaper
than normal
AirDNA Score: 86
$115/night
Bridgeport Garden Apartment
1 bed
1 bath
4 guests
Average Price:
$124
7% Cheaper
than normal
AirDNA Score: 86
$119/night
A+ Chicago Flat Roscoe Village Lakeview & Wrigley
1 bed
1 bath
3 guests
Average Price:
$189
37% Cheaper
than normal
AirDNA Score: 86
$151/night
Separate entrance. Separate outdoor space.
2 beds
1.5 baths
4 guests
Average Price:
$163
7% Cheaper
than normal
AirDNA Score: 85
$500/night
WrigleyVilla - 1/2 Block From Wrigley Field!
3 beds
1 bath
10 guests
Average Price:
$688
27% Cheaper
than normal
AirDNA Score: 84
$141/night
Stylish Studio in Historic Logan Square
1 bed
1 bath
2 guests
Average Price:
$170
17% Cheaper
than normal
AirDNA Score: 80
$262/night
★★★Charming 2BR near downtown, +FREE parking★★★
2 beds
1 bath
6 guests
Average Price:
$209
25% More
than normal
AirDNA Score: 80
$131/night
Edgewater Glen Suite in Historical Home
1 bed
1 bath
2 guests
Average Price:
$153
14% Cheaper
than normal
AirDNA Score: 80
$600/night
Beautiful Modern, large, 4BR/4BA Private Home
4 beds
4.5 baths
16 guests
Average Price:
$796
25% Cheaper
than normal
AirDNA Score: 79
$133/night
Remote Work Haven - Fast Wifi, Coffee w/KING BED
1 bed
1 bath
3 guests
Average Price:
$127
5% More
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
$105/night
Arte Haus Gallery in SE Beach Area
3 beds
1.5 baths
4 guests
Average Price:
$93
13% More
than normal
AirDNA Score: 79
$2454/night
Rock and Roll Paradise
4 beds
3.5 baths
14 guests
Average Price:
$2784
12% Cheaper
than normal
AirDNA Score: 79
$89/night
Pretty Suite in Lincoln Park—free parking spot
1 bed
1 bath
3 guests
Average Price:
$111
20% Cheaper
than normal
AirDNA Score: 79
$150/night
Beautiful Three Bedroom Apartment Near Loyola
3 beds
2 baths
7 guests
Average Price:
$146
3% More
than normal
AirDNA Score: 79
$300/night
Cannabis Condo 4BR
4 beds
1 bath
8 guests
Average Price:
$322
7% Cheaper
than normal
AirDNA Score: 79
$274/night
Centrally located Apartment near Fulton Market
1 bed
1 bath
4 guests
Average Price:
$304
10% Cheaper
than normal
AirDNA Score: 79
$160/night
Cozy garden apartment historic Jackson Bvld.
2 beds
1 bath
2 guests
Average Price:
$174
8% Cheaper
than normal
AirDNA Score: 79
$159/night
Wicker Park Coach House
2 beds
1 bath
4 guests
Average Price:
$177
10% Cheaper
than normal
AirDNA Score: 79
$122/night
"Home Away from Home" - Free Street Parking!
2 beds
1 bath
6 guests
Average Price:
$154
21% 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
$111/night
Beautiful & Inspiring Three Bedroom Home in Roscoe Village
3 beds
1 bath
5 guests
Average Price:
$215
48% Cheaper
than normal
AirDNA Score: 79
$106/night
OHC Gorgeous Huge Studio Apt Steps to Blue Line
studio
1 bath
5 guests
Average Price:
$147
28% Cheaper
than normal
AirDNA Score: 79
$79/night
Sleek and cool garden loft in East Lakeview
1 bed
1 bath
4 guests
Average Price:
$134
41% Cheaper
than normal
AirDNA Score: 79
$66/night
Industrial Style Chicago Loft with FREE parking
1 bed
1 bath
2 guests
Average Price:
$95
31% Cheaper
than normal
AirDNA Score: 79
$127/night
Charming renovated Victorian apartment in Old Town
1 bed
1 bath
2 guests
Average Price:
$128
1% Cheaper
than normal
AirDNA Score: 79
$325/night
Spacious Old Town Loft in a Great Location.
4 beds
2.5 baths
15 guests
Average Price:
$458
29% Cheaper
than normal
AirDNA Score: 79
$130/night
Vintage Bridgeport Apartment
2 beds
1 bath
4 guests
Average Price:
$141
8% Cheaper
than normal
AirDNA Score: 79
$499/night
Little Italy/UIC 3 bdrm, 2.5 bath Condo
3 beds
2.5 baths
11 guests
Average Price:
$638
22% Cheaper
than normal
AirDNA Score: 79
$238/night
Garden Apartment in Historic Hyde Park Mansion
2 beds
2 baths
5 guests
Average Price:
$258
8% Cheaper
than normal
AirDNA Score: 79
$123/night
East Garfield Park 2 Bedroom
2 beds
2 baths
4 guests
Average Price:
$124
1% Cheaper
than normal
AirDNA Score: 79
$556/night
Settle Inn Lincoln Park
3 beds
2 baths
6 guests
Average Price:
$531
5% More
than normal
AirDNA Score: 79
$114/night
Andersonville Cozy 1 bedroom basement suite
1 bed
1 bath
2 guests
Average Price:
$130
12% Cheaper
than normal
AirDNA Score: 79
$253/night
Best location in Chicago! Superhost
1 bed
1 bath
3 guests
Average Price:
$260
3% Cheaper
than normal
AirDNA Score: 79
$133/night
Wrigleyville Southport Studio
1 bed
1 bath
2 guests
Average Price:
$169
21% Cheaper
than normal
AirDNA Score: 79
$75/night
Quirky Designer Apartment - Steps from Wrigley!
1 bed
1 bath
4 guests
Average Price:
$126
40% Cheaper
than normal
AirDNA Score: 79
$267/night
NEW Beautiful & Spacious Home Outdoor Yard & Pool
3 beds
1 bath
6 guests
Average Price:
$407
34% Cheaper
than normal
AirDNA Score: 79
$164/night
Contemporary 2 bedroom south facing balcony 3
2 beds
1 bath
6 guests
Average Price:
$139
18% More
than normal
AirDNA Score: 79
$142/night
Sawyer Get-Away in Logan Square
2 beds
1 bath
4 guests
Average Price:
$167
15% Cheaper
than normal
AirDNA Score: 79
$259/night
Old Town Pied-à-Terre w/Pvt Terrace and Parking
2 beds
2 baths
4 guests
Average Price:
$191
36% More
than normal
AirDNA Score: 79
$349/night
Spacious 5-BR home next to transit! Great area!
5 beds
2 baths
11 guests
Average Price:
$424
18% Cheaper
than normal
AirDNA Score: 79
$270/night
Spacious & Stylish Home at the ♥ of Wicker Park
3 beds
2.5 baths
16 guests
Average Price:
$409
34% Cheaper
than normal
AirDNA Score: 79
$456/night
Cortez House - 2BR - Free Parking - Great Beds
2 beds
1 bath
4 guests
Average Price:
$171
167% More
than normal
AirDNA Score: 79
$176/night
The Noble Farmhouse, Sunlit with Private Garden in West Town
2 beds
1 bath
3 guests
Average Price:
$207
15% Cheaper
than normal
AirDNA Score: 79
$100/night
Spacious apartment in Logan Square
1 bed
1 bath
4 guests
Average Price:
$172
42% Cheaper
than normal
AirDNA Score: 79
$93/night
⚡️NEW! Modern & Spacious, 10min to ORD, 20 to DT❤️
1 bed
1 bath
3 guests
Average Price:
$121
23% Cheaper
than normal
AirDNA Score: 79
$143/night
Spacious and Welcoming Ravenswood Garden Unit
1 bed
1 bath
4 guests
Average Price:
$158
9% Cheaper
than normal
AirDNA Score: 79
$129/night
Wrigleyville/Boystown/Entire Private Floor!
1 bed
1 bath
3 guests
Average Price:
$164
21% Cheaper
than normal
AirDNA Score: 79
$98/night
⚡️NEW! Stylish & Cozy 3BDRM, 10min/ORD, 20min/DT❤️
3 beds
1 bath
6 guests
Average Price:
$135
27% Cheaper
than normal
AirDNA Score: 79
$140/night
AirDNA Score: 79
$627/night
Million Dollar Views! Luxury Downtown Skyhouse!
3 beds
2.5 baths
6 guests
Average Price:
$596
5% More
than normal
AirDNA Score: 79
$99/night
Augusta''s Garden | Noble Square | Wicker Park
studio
1 bath
3 guests
Average Price:
$187
47% Cheaper
than normal
AirDNA Score: 79
$117/night
Convenient Hyde Park 2 Bedroom Apartment
2 beds
1 bath
4 guests
Average Price:
$126
7% Cheaper
than normal
AirDNA Score: 79
$135/night
Private Garden Apartment GATED FREE Parking
1 bed
1 bath
2 guests
Average Price:
$172
22% Cheaper
than normal
AirDNA Score: 79
$140/night
Chicago Living: Your Home Away From Home
1 bed
1 bath
4 guests
Average Price:
$141
1% Cheaper
than normal
AirDNA Score: 79
$79/night
2BR Lakeview Condo with Deck on a Quiet Street
2 beds
1 bath
4 guests
Average Price:
$295
73% Cheaper
than normal
AirDNA Score: 79
$283/night
“Wrigleyville” 75 yards from Wrigley Field
2 beds
1 bath
12 guests
Average Price:
$432
34% Cheaper
than normal
AirDNA Score: 78
$174/night
Duplex Near the Beach! 3 Bedrooms In Andersonville
3 beds
2 baths
6 guests
Average Price:
$175
1% Cheaper
than normal
AirDNA Score: 78
$92/night
iKlektik House Chicago / Cardinal
1 bed
1 bath
4 guests
Average Price:
$158
42% Cheaper
than normal
AirDNA Score: 77
$184/night
Elegant 3/BR w/Balcony by Downtown, Chinatown
3 beds
2 baths
8 guests
Average Price:
$260
29% Cheaper
than normal
AirDNA Score: 77
$360/night
Amazing Penthouse Skyline Views!
3 beds
3 baths
14 guests
Average Price:
$576
37% Cheaper
than normal
AirDNA Score: 77
$702/night
Stunning Home, Awesome Game Room, A+ Location
6 beds
2.5 baths
14 guests
Average Price:
$805
13% Cheaper
than normal
AirDNA Score: 77
$200/night
Ukrainian Village 3 Bedroom Apartment
3 beds
1 bath
5 guests
Average Price:
$226
12% Cheaper
than normal
AirDNA Score: 76
$259/night
2BD/2BA 2 blks to EL-Lincoln Pk Zoo-walk to beach
2 beds
2 baths
6 guests
Average Price:
$310
16% Cheaper
than normal
AirDNA Score: 76
$284/night
AirDNA Score: 76
$199/night
Best Lincoln Square location. Spacious 2 bedroom
2 beds
1 bath
4 guests
Average Price:
$240
17% Cheaper
than normal
AirDNA Score: 76
$145/night
Hidden Cottage in Logan Square
2 beds
1.5 baths
7 guests
Average Price:
$186
22% Cheaper
than normal
AirDNA Score: 76
$169/night
Cozy Bucktown/Logan Square Close to everything
2 beds
1 bath
4 guests
Average Price:
$206
18% Cheaper
than normal
AirDNA Score: 76
$254/night
2BD/2BA 2 blck to EL-Walk to Zoo & Beach
2 beds
2 baths
6 guests
Average Price:
$291
13% Cheaper
than normal
AirDNA Score: 75
$350/night
Wrigleyville townhome two blocks from ballpark
2 beds
1 bath
4 guests
Average Price:
$350
0% Cheaper
than normal
AirDNA Score: 75
$289/night
As seen on NBC’s hit series, “Chicago Fire!”
2 beds
2 baths
7 guests
Average Price:
$342
15% Cheaper
than normal
AirDNA Score: 74
$169/night
Oasis Cozy Top Guest Reviews Logan Square Chicago
3 beds
1 bath
8 guests
Average Price:
$227
26% Cheaper
than normal
AirDNA Score: 74
$213/night
Lincoln Park 1BD/1BA Apt (1f)
1 bed
1 bath
4 guests
Average Price:
$261
18% Cheaper
than normal
AirDNA Score: 74
$220/night
AirDNA Score: 74
$117/night
Classic BuckTown with Backyard & Garage Parking.
3 beds
1 bath
6 guests
Average Price:
$273
57% Cheaper
than normal
AirDNA Score: 73
$126/night
Newly Rehabbed! 2br with Vintage Charm
2 beds
1 bath
5 guests
Average Price:
$103
22% More
than normal
AirDNA Score: 73
$273/night
Soft Leather & Warm Bricks in Stylish New Home
3 beds
2 baths
5 guests
Average Price:
$331
18% Cheaper
than normal
AirDNA Score: 73
$314/night
Historic 1920s bungalow near Logan Square !
3 beds
2 baths
7 guests
Average Price:
$366
14% Cheaper
than normal
AirDNA Score: 73
$195/night
Highly Rated, Equip for Long Stays, Wicker Park
1 bed
1 bath
2 guests
Average Price:
$245
20% Cheaper
than normal
AirDNA Score: 73
$401/night
Wicker Park 7 Beds Crash Pad
2 beds
2 baths
8 guests
Average Price:
$253
58% More
than normal