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
$78/night

Cozy Urban Garden Suite

studio
1 bath
3 guests
Average Price:  
$101
23% Cheaper
than normal
AirDNA Score: 93
$98/night

Cozy Apartment with Free Parking

3 beds
1 bath
5 guests
Average Price:  
$129
24% Cheaper
than normal
AirDNA Score: 93
$220/night

Bingham 2/2

3 beds
2 baths
6 guests
Average Price:  
$275
20% Cheaper
than normal
AirDNA Score: 93
$159/night

Charming, spacious cozy 2 bedrooms

2 beds
1 bath
4 guests
Average Price:  
$164
3% Cheaper
than normal
AirDNA Score: 93
$135/night

Delightful 3 bed 2 bath with Free Parking!

3 beds
2 baths
6 guests
Average Price:  
$160
16% Cheaper
than normal
AirDNA Score: 93
$250/night

Urban Chic Apartment by the Magnificent Mile

2 beds
1 bath
4 guests
Average Price:  
$263
5% Cheaper
than normal
AirDNA Score: 93
$100/night

King Bed under Skylights, Pet Friendly

2 beds
1 bath
6 guests
Average Price:  
$148
32% Cheaper
than normal
AirDNA Score: 92
$203/night

Beautiful spacious apartment with a lot to offer!

3 beds
1 bath
4 guests
Average Price:  
$203
0% Cheaper
than normal
AirDNA Score: 89
$345/night

Chicago (Upscale Neighborhood) Multi-Unit Estate

4 beds
2.5 baths
10 guests
Average Price:  
$444
22% Cheaper
than normal
AirDNA Score: 88
$108/night

Royal Coach House Cottage

1 bed
1 bath
4 guests
Average Price:  
$131
18% Cheaper
than normal
AirDNA Score: 88
$325/night

Lincoln Park DePaul Rowhouse Historic Bissell St

2 beds
1 bath
4 guests
Average Price:  
$344
6% Cheaper
than normal
AirDNA Score: 87
$109/night

Spacious, light-drenched studio-private entrance!

studio
1.5 baths
2 guests
Average Price:  
$131
17% Cheaper
than normal
AirDNA Score: 87
$195/night

Modern, warm and welcoming apartment in A''Ville

2 beds
1 bath
4 guests
Average Price:  
$175
11% More
than normal
AirDNA Score: 86
$299/night

River North''s Rock N Roll - Covd Safer, No Common Areas

2 beds
2 baths
6 guests
Average Price:  
$385
22% Cheaper
than normal
AirDNA Score: 86
$90/night

The Big Lindmarkski

1 bed
1 bath
5 guests
Average Price:  
$162
44% Cheaper
than normal
AirDNA Score: 86
$275/night

Newly Renovated 3BR East Lakeview Coach House

3 beds
2.5 baths
12 guests
Average Price:  
$375
27% Cheaper
than normal
AirDNA Score: 86
$299/night

Newly Renovated, Spacious Urban Getaway

3 beds
2 baths
10 guests
Average Price:  
$380
21% Cheaper
than normal
AirDNA Score: 86
$200/night

Chic Decor (No Chores / No Cleaning Fees)

3 beds
1 bath
6 guests
Average Price:  
$321
38% Cheaper
than normal
AirDNA Score: 86
$74/night

Bright & Spacious Noble Square Loft

1 bed
1 bath
4 guests
Average Price:  
$179
59% Cheaper
than normal
AirDNA Score: 86
$92/night

Cozy Logan Square 2 Bedroom Guest Space

2 beds
1 bath
5 guests
Average Price:  
$104
12% Cheaper
than normal
AirDNA Score: 86
$180/night

Dorothy''s Place (Quick Access to Downtown)

3 beds
1 bath
6 guests
Average Price:  
$209
14% Cheaper
than normal
AirDNA Score: 86
$135/night

New REHAB - 2Bd/1Ba Lakeview/Boystown *CUBS*

2 beds
1 bath
4 guests
Average Price:  
$180
25% Cheaper
than normal
AirDNA Score: 86
$200/night

Best in Chicago, private, amazing garden space

2 beds
1 bath
5 guests
Average Price:  
$249
20% Cheaper
than normal
AirDNA Score: 86
$122/night

Spacious Vintage 3 BR in Chicago''s NorthCenter!

3 beds
1 bath
6 guests
Average Price:  
$141
13% Cheaper
than normal
AirDNA Score: 86
$219/night

Charming 2BR on Quiet Street Close to the Action

2 beds
1 bath
6 guests
Average Price:  
$276
21% Cheaper
than normal
AirDNA Score: 86
$125/night

Trendy Living in Chicago''s Coolest Airbnb Art Gallery Condo

3 beds
2 baths
8 guests
Average Price:  
$293
57% Cheaper
than normal
AirDNA Score: 86
$135/night

Bright, Modern Apartment in a Vintage Greystone

1 bed
1 bath
4 guests
Average Price:  
$176
23% Cheaper
than normal
AirDNA Score: 86
$100/night

The Garden on Wayne

2 beds
1 bath
4 guests
Average Price:  
$164
39% Cheaper
than normal
AirDNA Score: 86
$109/night

2BR/1Bath in trendy Ukrainian Village/Wicker Park

2 beds
1 bath
4 guests
Average Price:  
$130
16% Cheaper
than normal
AirDNA Score: 86
$80/night

Cozy Logan Square Garden

1 bed
1 bath
3 guests
Average Price:  
$87
8% Cheaper
than normal
AirDNA Score: 86
$210/night

Great location (No Chores/ No Cleaning Fees)

3 beds
1 bath
5 guests
Average Price:  
$315
33% Cheaper
than normal
AirDNA Score: 86
$90/night

Bridgeport Garden Apartment

1 bed
1 bath
4 guests
Average Price:  
$104
13% Cheaper
than normal
AirDNA Score: 86
$79/night

Susie''s Space. 2BR easy parking & pet friendly

2 beds
1 bath
5 guests
Average Price:  
$184
57% Cheaper
than normal
AirDNA Score: 86
$150/night

Redesigned Lower Level Studio in Historic Building

studio
1 bath
4 guests
Average Price:  
$188
20% Cheaper
than normal
AirDNA Score: 86
$99/night

Pilsen Modernist, Creative, Lightfilled Loft

2 beds
1 bath
3 guests
Average Price:  
$177
44% Cheaper
than normal
AirDNA Score: 86
$175/night

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

5 beds
3 baths
10 guests
Average Price:  
$212
17% Cheaper
than normal
AirDNA Score: 86
$99/night

Cozy Private Coach House

1 bed
1 bath
2 guests
Average Price:  
$129
23% Cheaper
than normal
AirDNA Score: 86
$99/night

⭐GREAT LOCATION NEXT TO DOWNTOWN PARKING Laundry ⭐

2 beds
1 bath
6 guests
Average Price:  
$181
45% Cheaper
than normal
AirDNA Score: 86
$125/night

Private Lincoln Square one bed+bath studio apt.

1 bed
1 bath
2 guests
Average Price:  
$143
13% Cheaper
than normal
AirDNA Score: 86
$165/night

King Bed, 3BD, Fast WIFI, 4K TV | 5 Min to Airport

3 beds
2 baths
6 guests
Average Price:  
$235
30% Cheaper
than normal
AirDNA Score: 86
$80/night

2 Bedrooms- Comfy Chicago Basement disinfected!

2 beds
1 bath
5 guests
Average Price:  
$106
25% Cheaper
than normal
AirDNA Score: 86
$99/night

Urban Chicago Loft, 1 blk to train w/ 2 pkg spots

2 beds
2 baths
4 guests
Average Price:  
$235
58% Cheaper
than normal
AirDNA Score: 86
$178/night

Cool Quiet Coach House W/ Private Access and Outdoor Space

2 beds
2 baths
6 guests
Average Price:  
$242
26% Cheaper
than normal
AirDNA Score: 86
$120/night

Large High-Class Apt Near Beach w/ Free Parking!

2 beds
1 bath
4 guests
Average Price:  
$226
47% Cheaper
than normal
AirDNA Score: 86
$137/night

3 BDRM FREE PARK Roku TV|10 Mi. 2 Chicago Downtwn

3 beds
1.5 baths
6 guests
Average Price:  
$219
37% Cheaper
than normal
AirDNA Score: 86
$125/night

Private five room, 1000 sq ft. apartment

2 beds
1 bath
2 guests
Average Price:  
$134
7% Cheaper
than normal
AirDNA Score: 86
$717/night

★SPACIOUS 4-LEVEL TOWNHOUSE★CLOSE TO EVERYTHING★

3 beds
2.5 baths
10 guests
Average Price:  
$769
7% Cheaper
than normal
AirDNA Score: 86
$149/night

Private Wicker Park/Bucktown Haven with Yard/Deck

2 beds
1 bath
4 guests
Average Price:  
$192
22% Cheaper
than normal
AirDNA Score: 86
$117/night

Modern Apartment in Wicker Park with Outdoor Space

2 beds
1 bath
6 guests
Average Price:  
$226
48% Cheaper
than normal
AirDNA Score: 86
$1150/night

Come Together in This Vibrant Restored Mansion near Wrigley

9 beds
3.5 baths
16 guests
Average Price:  
$1109
4% More
than normal
AirDNA Score: 86
$99/night

Sydni Suites near the University of Chicago 2-bdrm

2 beds
1 bath
6 guests
Average Price:  
$171
42% Cheaper
than normal
AirDNA Score: 85
$89/night

Jean''s House—Restored Historic Andersonville Craftsman

2 beds
1 bath
2 guests
Average Price:  
$250
64% Cheaper
than normal
AirDNA Score: 85
$394/night

Modern New Built in the Heart of City

3 beds
2 baths
8 guests
Average Price:  
$416
5% Cheaper
than normal
AirDNA Score: 85
$250/night

Ina''s Beachwood Inn

1 bed
1 bath
6 guests
Average Price:  
$166
51% More
than normal
AirDNA Score: 85
$125/night

The Lodge Chicago

1 bed
1 bath
2 guests
Average Price:  
$150
17% Cheaper
than normal
AirDNA Score: 84
$219/night

Explore Lincoln Park from a Polished Apartment

1 bed
1 bath
4 guests
Average Price:  
$240
9% Cheaper
than normal
AirDNA Score: 84
$193/night

Luxury River West Townhome with Garage

4 beds
3.5 baths
8 guests
Average Price:  
$393
51% Cheaper
than normal
AirDNA Score: 84
$105/night

⭐NEW rehab LOGAN SQ Laundry free parking ⭐

2 beds
1 bath
5 guests
Average Price:  
$215
51% Cheaper
than normal
AirDNA Score: 84
$105/night

Sunny, Cozy, Colorful Andersonville

2 beds
1 bath
4 guests
Average Price:  
$153
31% Cheaper
than normal
AirDNA Score: 84
$87/night

Trendy Wicker Park with parking, sleeps up to 5

1 bed
1 bath
5 guests
Average Price:  
$167
48% Cheaper
than normal
AirDNA Score: 84
$101/night

Northside Charmer—Safe Neighborhood, Easy Parking

2 beds
1 bath
5 guests
Average Price:  
$104
3% Cheaper
than normal
AirDNA Score: 84
$300/night

Lakeview Luxury Condo

2 beds
2 baths
4 guests
Average Price:  
$251
20% More
than normal
AirDNA Score: 83
$71/night

Sunny, fresh and charming!

2 beds
1 bath
3 guests
Average Price:  
$100
29% Cheaper
than normal
AirDNA Score: 83
$81/night

Handicap accessible apartment w/Level-2 EV Charger

2 beds
1 bath
5 guests
Average Price:  
$91
11% Cheaper
than normal
AirDNA Score: 83
$109/night

Edgewater, private, charming coach house 2 (of 2) Licensed by the City of Chicago 2209376

1 bed
1 bath
3 guests
Average Price:  
$136
20% Cheaper
than normal
AirDNA Score: 83
$109/night

Edgewater, private, charming coach house 1 (of 2) Licensed by the City of Chicago 2209375

1 bed
1 bath
3 guests
Average Price:  
$133
18% Cheaper
than normal
AirDNA Score: 82
$174/night

Great Location & Bright 2BR+2BA | Mapletree Suites

2 beds
2 baths
5 guests
Average Price:  
$224
22% Cheaper
than normal
AirDNA Score: 82
$121/night

Remodeled, Near Loyola, Beach and Subway

3 beds
2 baths
6 guests
Average Price:  
$265
54% Cheaper
than normal
AirDNA Score: 81
$429/night

3BD, 2BA Hotel Suite -Fireplace

3 beds
2 baths
7 guests
Average Price:  
$635
32% Cheaper
than normal
AirDNA Score: 81
$349/night

Fireplace, Free Parking, Private Outdoor Patio with Fire Pit

3 beds
2.5 baths
6 guests
Average Price:  
$635
45% Cheaper
than normal
AirDNA Score: 80
$69/night

★★★Charming 2BR near downtown, +FREE parking★★★

2 beds
1 bath
8 guests
Average Price:  
$229
70% Cheaper
than normal
AirDNA Score: 80
$135/night

BERNARD CHATEAU - LOGAN SQUARE

3 beds
1 bath
6 guests
Average Price:  
$178
24% Cheaper
than normal
AirDNA Score: 80
$90/night

Arte Haus Gallery near Beach

3 beds
1.5 baths
6 guests
Average Price:  
$121
26% Cheaper
than normal
AirDNA Score: 79
$149/night

Logan Square Duplex Spacious on Tree Lined Street

4 beds
2 baths
11 guests
Average Price:  
$287
48% Cheaper
than normal
AirDNA Score: 79
$111/night

DOWNTOWN PENTHOUSE#3 | Vintage Loft +balcony&gym

1 bed
1.5 baths
7 guests
Average Price:  
$264
58% Cheaper
than normal
AirDNA Score: 79
$249/night

Soaring Lake Views from Corner 2br/2ba in Downtown

2 beds
2 baths
6 guests
Average Price:  
$323
23% Cheaper
than normal
AirDNA Score: 79
$129/night

Vintage West Town Charmer; Steps to Grand Ave Bus

3 beds
1 bath
7 guests
Average Price:  
$212
39% Cheaper
than normal
AirDNA Score: 79
$200/night

MODERN BIG NEW 2BD 2BH SOUTH LOOP

2 beds
2 baths
5 guests
Average Price:  
$110
82% More
than normal
AirDNA Score: 79
$119/night

Vibrant; Studio Apartment Near Midway Airport & DT

studio
1 bath
2 guests
Average Price:  
$189
37% Cheaper
than normal
AirDNA Score: 79
$99/night

Arte Haus Gallery in SE Beach Area

3 beds
1.5 baths
4 guests
Average Price:  
$107
7% Cheaper
than normal
AirDNA Score: 79
$3000/night

Rock and Roll Paradise

4 beds
3.5 baths
14 guests
Average Price:  
$2697
11% More
than normal
AirDNA Score: 79
$75/night

⭐️Apt. in the ❤️ of Humboldt Park w/Free St. PKG⭐️

3 beds
1 bath
5 guests
Average Price:  
$113
34% Cheaper
than normal
AirDNA Score: 79
$170/night

*SPACIOUS 4 Bedroom Townhouse with FREE PARKING!*

4 beds
2 baths
10 guests
Average Price:  
$317
46% Cheaper
than normal
AirDNA Score: 79
$149/night

Lovely 1BR Apt Steps from Wrigley!

1 bed
1 bath
4 guests
Average Price:  
$177
16% 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:  
$585
15% Cheaper
than normal
AirDNA Score: 79
$500/night

Settle Inn Lincoln Park

3 beds
2 baths
6 guests
Average Price:  
$535
7% Cheaper
than normal
AirDNA Score: 79
$140/night

Sophisticated Flat in Historic Building

1 bed
1 bath
2 guests
Average Price:  
$191
27% Cheaper
than normal
AirDNA Score: 79
$177/night

Spacious Holiday Getaway for Family & Friends

3 beds
1 bath
6 guests
Average Price:  
$372
52% Cheaper
than normal
AirDNA Score: 79
$134/night

Unique, Handcrafted Art Gallery Condo in River West Chicago

3 beds
2 baths
6 guests
Average Price:  
$297
55% Cheaper
than normal
AirDNA Score: 79
$98/night

Beautiful Three Bedroom Apartment near Loyola

3 beds
2 baths
7 guests
Average Price:  
$229
57% Cheaper
than normal
AirDNA Score: 79
$145/night

Private, Charming, Coach House Loft in Andersonville

studio
1 bath
2 guests
Average Price:  
$154
6% Cheaper
than normal
AirDNA Score: 79
$219/night

Sunny, Modern Lincoln Park Apartment with Deck

2 beds
1 bath
5 guests
Average Price:  
$242
10% Cheaper
than normal
AirDNA Score: 79
$132/night

Penthouse Near Wrigley Field

2 beds
1 bath
4 guests
Average Price:  
$198
33% Cheaper
than normal
AirDNA Score: 79
$250/night

“Wrigleyville” 75 yards from Wrigley Field

2 beds
1 bath
10 guests
Average Price:  
$409
39% Cheaper
than normal
AirDNA Score: 79
$275/night

Centrally located Apartment near Fulton Market

1 bed
1 bath
4 guests
Average Price:  
$300
8% Cheaper
than normal
AirDNA Score: 79
$85/night

Private Garden Apartment in Humboldt Park

1 bed
1 bath
4 guests
Average Price:  
$109
22% Cheaper
than normal
AirDNA Score: 79
$99/night

Sophisticated, Historic Apartment near Wrigley Field

4 beds
2 baths
8 guests
Average Price:  
$158
37% Cheaper
than normal
AirDNA Score: 79
$90/night

Contemporary Chic Apartment Close to Wrigley Field

3 beds
2 baths
7 guests
Average Price:  
$144
37% Cheaper
than normal
AirDNA Score: 79
$100/night

Enjoy Chicago’s Nightlife from Studio Apartment

studio
1 bath
2 guests
Average Price:  
$133
25% Cheaper
than normal
AirDNA Score: 79
$145/night

Cozy garden apartment historic Jackson Bvld.

1 bed
1 bath
2 guests
Average Price:  
$172
16% Cheaper
than normal