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
$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
$120/night

Cozy, Quiet, Garden Getaway!

1 bed
1 bath
2 guests
Average Price:  
$101
19% More
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
$100/night

Skylights, King Bed, 2 bedrooms

2 beds
1 bath
6 guests
Average Price:  
$154
35% Cheaper
than normal
AirDNA Score: 93
$185/night

Charming, spacious cozy 2 bedrooms

2 beds
1 bath
4 guests
Average Price:  
$190
3% 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: 92
$202/night

Modern oasis near park, pet friendly, fast WI-FI.

3 beds
1 bath
5 guests
Average Price:  
$211
4% 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
$267/night

Newly Renovated, Spacious Urban Getaway

3 beds
2 baths
10 guests
Average Price:  
$374
29% Cheaper
than normal
AirDNA Score: 86
$131/night

A+Stylish Home Roscoe Village Dine & Shop+Wrigley

1 bed
1 bath
3 guests
Average Price:  
$190
31% Cheaper
than normal
AirDNA Score: 86
$123/night

Historic Coach House Cottage

2 beds
1 bath
4 guests
Average Price:  
$136
10% Cheaper
than normal
AirDNA Score: 86
$142/night

The Craftsman Gallery at OHC - No Cleaning Fee!

3 beds
2 baths
8 guests
Average Price:  
$287
51% Cheaper
than normal
AirDNA Score: 86
$275/night

Wrigley Oasis! Steps from the Field! - 3BR/1BA!

3 beds
1 bath
6 guests
Average Price:  
$372
26% 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:  
$1229
6% Cheaper
than normal
AirDNA Score: 86
$155/night

Bright & Spacious Noble Square Loft

1 bed
1 bath
4 guests
Average Price:  
$171
9% Cheaper
than normal
AirDNA Score: 86
$150/night

3 BR Sleek Minimalist Centrally Located Unit

3 beds
1 bath
6 guests
Average Price:  
$290
48% Cheaper
than normal
AirDNA Score: 86
$237/night

Amadeus Stay - Hip Central 3bdrm Apt +Free Parking

3 beds
1 bath
5 guests
Average Price:  
$312
24% 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:  
$235
18% Cheaper
than normal
AirDNA Score: 86
$810/night

Newly Renovated 3BR East Lakeview Coach House

3 beds
2.5 baths
12 guests
Average Price:  
$605
34% More
than normal
AirDNA Score: 86
$100/night

Stunning Retro Apartment in Andersonville

2 beds
1 bath
4 guests
Average Price:  
$164
39% 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
$129/night

Location! Noble Square near Fulton Mkt & downtown

2 beds
1 bath
6 guests
Average Price:  
$197
35% Cheaper
than normal
AirDNA Score: 86
$215/night

Peaceful River West Apt with free parking

2 beds
1 bath
4 guests
Average Price:  
$248
13% Cheaper
than normal
AirDNA Score: 86
$135/night

Bright, Modern Apartment in a Vintage Greystone

1 bed
1 bath
4 guests
Average Price:  
$189
29% Cheaper
than normal
AirDNA Score: 85
$110/night

Comfy River West Apt with Free Parking

2 beds
1 bath
4 guests
Average Price:  
$232
53% Cheaper
than normal
AirDNA Score: 85
$594/night

WrigleyVilla - 1/2 Block From Wrigley Field!

3 beds
1 bath
10 guests
Average Price:  
$689
14% Cheaper
than normal
AirDNA Score: 84
$153/night

Stylish Studio in Historic Logan Square

1 bed
1 bath
2 guests
Average Price:  
$165
7% Cheaper
than normal
AirDNA Score: 84
$173/night

NEW rehab LOGAN Sq TOP FLOOR free laundry SUNNY

3 beds
1 bath
8 guests
Average Price:  
$227
24% 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
$218/night

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

2 beds
2 baths
5 guests
Average Price:  
$221
1% Cheaper
than normal
AirDNA Score: 80
$172/night

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

2 beds
1 bath
6 guests
Average Price:  
$208
17% Cheaper
than normal
AirDNA Score: 80
$122/night

Edgewater Glen Suite in Historical Home

1 bed
1 bath
2 guests
Average Price:  
$147
17% Cheaper
than normal
AirDNA Score: 79
$116/night

Vintage West Town Charmer; Steps to Grand Ave Bus

3 beds
1 bath
7 guests
Average Price:  
$178
35% 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
$2429/night

Rock and Roll Paradise

4 beds
3.5 baths
14 guests
Average Price:  
$2784
13% Cheaper
than normal
AirDNA Score: 79
$84/night

Arte Haus Gallery in SE Beach Area

3 beds
1.5 baths
4 guests
Average Price:  
$93
10% Cheaper
than normal
AirDNA Score: 79
$258/night

Best location in Chicago! Superhost

1 bed
1 bath
3 guests
Average Price:  
$260
1% Cheaper
than normal
AirDNA Score: 79
$84/night

Historic East Village in West Town

1 bed
1 bath
4 guests
Average Price:  
$120
30% 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
$104/night

Augusta''s Garden | Noble Square | Wicker Park

studio
1 bath
3 guests
Average Price:  
$187
44% Cheaper
than normal
AirDNA Score: 79
$108/night

Great Place Garfield Park 3 Bedroom

3 beds
1 bath
10 guests
Average Price:  
$126
14% 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
$262/night

NEW Beautiful & Spacious Home Outdoor Yard & Pool

3 beds
1 bath
6 guests
Average Price:  
$407
36% 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
$225/night

Garden Apartment in Historic Hyde Park Mansion

2 beds
2 baths
5 guests
Average Price:  
$258
13% Cheaper
than normal
AirDNA Score: 79
$656/night

Million Dollar Views! Luxury Downtown Skyhouse!

3 beds
2.5 baths
6 guests
Average Price:  
$596
10% More
than normal
AirDNA Score: 79
$160/night

Sophisticated Flat in Historic Building

1 bed
1 bath
2 guests
Average Price:  
$218
27% Cheaper
than normal
AirDNA Score: 79
$215/night

*HEART of Wrigley 3 Bdrms*, 5min Walk to CTA Train

3 beds
2 baths
7 guests
Average Price:  
$313
31% 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
$87/night

Logan Square Video Game Loft

studio
1 bath
4 guests
Average Price:  
$125
30% Cheaper
than normal
AirDNA Score: 79
$245/night

“Wrigleyville” 75 yards from Wrigley Field

2 beds
1 bath
12 guests
Average Price:  
$429
43% Cheaper
than normal
AirDNA Score: 79
$71/night

Sleek and cool garden loft in East Lakeview

1 bed
1 bath
4 guests
Average Price:  
$136
48% Cheaper
than normal
AirDNA Score: 79
$91/night

Private suite in Lincoln Square

1 bed
1 bath
4 guests
Average Price:  
$113
19% Cheaper
than normal
AirDNA Score: 79
$87/night

Cozy Ukrainian Village Two Bedroom Apartment

2 beds
1 bath
4 guests
Average Price:  
$135
36% Cheaper
than normal
AirDNA Score: 79
$90/night

Cozy City Living-Near Downtown-Train-Food

2 beds
1 bath
5 guests
Average Price:  
$155
42% Cheaper
than normal
AirDNA Score: 79
$218/night

The Woodsman''s Gallery at OHC - No Cleaning Fee!

3 beds
2 baths
6 guests
Average Price:  
$352
38% Cheaper
than normal
AirDNA Score: 79
$315/night

3-3B - 3 Bedroom Condo with Parking - McCormick Pl

3 beds
2 baths
9 guests
Average Price:  
$340
7% Cheaper
than normal
AirDNA Score: 79
$538/night

Settle Inn Lincoln Park

3 beds
2 baths
6 guests
Average Price:  
$538
0% Cheaper
than normal
AirDNA Score: 79
$101/night

Lovely City Apartment-Near Downtown-Food-Train

2 beds
1 bath
4 guests
Average Price:  
$156
35% 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
$182/night

The Noble Farmhouse, Sunlit with Private Garden in West Town

2 beds
1 bath
3 guests
Average Price:  
$207
12% Cheaper
than normal
AirDNA Score: 79
$127/night

East Garfield Park 2 Bedroom

2 beds
2 baths
4 guests
Average Price:  
$123
3% More
than normal
AirDNA Score: 79
$439/night

Spacious Old Town Loft in a Great Location.

4 beds
2.5 baths
15 guests
Average Price:  
$486
10% Cheaper
than normal
AirDNA Score: 79
$95/night

⚡️NEW! Stylish & Cozy 3BDRM, 10min/ORD, 20min/DT❤️

3 beds
1 bath
6 guests
Average Price:  
$135
30% Cheaper
than normal
AirDNA Score: 79
$454/night

The Roscoe House near Wrigley Field

3 beds
3 baths
8 guests
Average Price:  
$529
14% Cheaper
than normal
AirDNA Score: 79
$146/night

Spacious apartment in Logan Square

1 bed
1 bath
4 guests
Average Price:  
$170
14% Cheaper
than normal
AirDNA Score: 79
$428/night

Cortez House - 2BR - Free Parking - Great Beds

2 beds
1 bath
4 guests
Average Price:  
$185
131% More
than normal
AirDNA Score: 79
$230/night

Tea Studio in Wicker Park Spring Factory

1 bed
2 baths
2 guests
Average Price:  
$326
29% Cheaper
than normal
AirDNA Score: 79
$125/night

Historic Pullman Home-Style Comfort & Great Locale

3 beds
1.5 baths
6 guests
Average Price:  
$133
6% Cheaper
than normal
AirDNA Score: 79
$166/night

Tastefully designed 1500 Sq of Homeyness!

2 beds
2 baths
6 guests
Average Price:  
$233
29% Cheaper
than normal
AirDNA Score: 78
$404/night

Soaring Dramatic Wrigley Loft w/ PRIVATE ROOFTOP

4 beds
3 baths
16 guests
Average Price:  
$833
52% Cheaper
than normal
AirDNA Score: 78
$91/night

Entire Spacious, Private Loft Apt Historic Beverly

1 bed
1 bath
2 guests
Average Price:  
$89
2% More
than normal
AirDNA Score: 77
$135/night

Huge Pet Friendly East Albany Park Apartment

2 beds
1 bath
4 guests
Average Price:  
$157
14% Cheaper
than normal
AirDNA Score: 77
$219/night

Elegant 3/BR w/Balcony by Downtown, Chinatown

3 beds
2 baths
8 guests
Average Price:  
$258
15% Cheaper
than normal
AirDNA Score: 77
$533/night

Amazing Penthouse Skyline Views!

3 beds
3 baths
14 guests
Average Price:  
$570
6% 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:  
$312
17% Cheaper
than normal
AirDNA Score: 76
$319/night

New apartment

4 beds
2 baths
7 guests
Average Price:  
$299
7% More
than normal
AirDNA Score: 76
$189/night

Best Lincoln Square location. Spacious 2 bedroom

2 beds
1 bath
4 guests
Average Price:  
$239
21% Cheaper
than normal
AirDNA Score: 76
$145/night

Hidden Cottage in Logan Square

2 beds
1.5 baths
7 guests
Average Price:  
$184
21% Cheaper
than normal
AirDNA Score: 76
$128/night

Cozy Bucktown/Logan Square Close to everything

2 beds
1 bath
4 guests
Average Price:  
$205
38% Cheaper
than normal
AirDNA Score: 76
$262/night

2BD/2BA 2 blck to EL-Walk to Zoo & Beach

2 beds
2 baths
6 guests
Average Price:  
$292
10% Cheaper
than normal
AirDNA Score: 75
$253/night

Steps away from Wrigley Field!!

2 beds
1 bath
6 guests
Average Price:  
$241
5% More
than normal
AirDNA Score: 75
$106/night

⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐

2 beds
1 bath
4 guests
Average Price:  
$151
30% Cheaper
than normal
AirDNA Score: 75
$172/night

Trendy Wicker Park Loft with Parking

3 beds
2 baths
8 guests
Average Price:  
$261
34% Cheaper
than normal
AirDNA Score: 75
$349/night

♥ 3BR/2.5 BA House + Roof Deck in Wicker Park ♥

3 beds
2.5 baths
12 guests
Average Price:  
$571
39% 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
$166/night

1 Bed Coach House\Full Kitchen&Bath

1 bed
1 bath
2 guests
Average Price:  
$186
11% Cheaper
than normal
AirDNA Score: 74
$175/night

Old Irving Park 2 bd/1 ba, 20 mins to Downtown

2 beds
1 bath
6 guests
Average Price:  
$187
6% 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
$184/night

Classic BuckTown with Backyard & Garage Parking.

3 beds
1 bath
6 guests
Average Price:  
$273
33% 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
$191/night

Modern Chicago Home Away from Home

2 beds
1 bath
6 guests
Average Price:  
$234
18% Cheaper
than normal
AirDNA Score: 73
$275/night

Soft Leather & Warm Bricks in Stylish New Home

3 beds
2 baths
5 guests
Average Price:  
$331
17% Cheaper
than normal
AirDNA Score: 73
$80/night

Newly Rehabbed! 2br with Vintage Charm

2 beds
1 bath
5 guests
Average Price:  
$109
27% Cheaper
than normal
AirDNA Score: 73
$86/night

Free parking, close to public transit, dining

1 bed
1 bath
3 guests
Average Price:  
$101
15% 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
$350/night

Historic 1920s bungalow near Logan Square !

3 beds
2 baths
7 guests
Average Price:  
$366
4% Cheaper
than normal
AirDNA Score: 73
$335/night

Wicker Park 7 Beds Crash Pad

2 beds
2 baths
8 guests
Average Price:  
$253
32% More
than normal
AirDNA Score: 73
$325/night

Spacious Two Story Luxurious Home w/Outdoor Deck!

3 beds
2 baths
6 guests
Average Price:  
$388
16% Cheaper
than normal
AirDNA Score: 73
$650/night

Wrigley Retreat - Full Home w/ Chicago Charm

3 beds
3 baths
16 guests
Average Price:  
$917
29% Cheaper
than normal