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

Bingham 2/2

3 beds
2 baths
6 guests
Average Price:  
$269
12% Cheaper
than normal
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

The Buck Stop

2 beds
1 bath
4 guests
Average Price:  
$161
13% Cheaper
than normal
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

New apartment

4 beds
2 baths
7 guests
Average Price:  
$297
4% Cheaper
than normal
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

Winchester Flats

2 beds
1 bath
4 guests
Average Price:  
$207
6% More
than normal
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