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
$220/night

Bingham 2/2

3 beds
2 baths
6 guests
Average Price:  
$278
21% Cheaper
than normal
AirDNA Score: 93
$100/night

Cozy, Quiet, Garden Getaway!

1 bed
1 bath
2 guests
Average Price:  
$100
0% Cheaper
than normal
AirDNA Score: 93
$250/night

Lincoln Park Avant Artist''s Private 1891 Apartment

1 bed
1 bath
3 guests
Average Price:  
$149
68% More
than normal
AirDNA Score: 93
$189/night

Vintage Apartment in Century Home with Parking

2 beds
1 bath
4 guests
Average Price:  
$202
6% Cheaper
than normal
AirDNA Score: 92
$203/night

Beautiful spacious apartment with a lot to offer!

3 beds
1 bath
4 guests
Average Price:  
$167
22% More
than normal
AirDNA Score: 89
$145/night

LOGAN SQUARE: Cozy, Mod Chic, 1st Floor 2 BD APT!

2 beds
1 bath
6 guests
Average Price:  
$168
14% 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: 87
$159/night

Spacious, light-drenched studio-private entrance!

studio
1.5 baths
2 guests
Average Price:  
$103
54% More
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
$177/night

Pet Friendly, Large and Bright 2BR +easy parking

2 beds
1 bath
5 guests
Average Price:  
$144
23% More
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:  
$201
13% Cheaper
than normal
AirDNA Score: 86
$650/night

Modern Condo where East meets West!

3 beds
2.5 baths
6 guests
Average Price:  
$828
21% 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
$950/night

Come Together in This Vibrant Restored Mansion near Wrigley

9 beds
3.5 baths
16 guests
Average Price:  
$1086
13% Cheaper
than normal
AirDNA Score: 86
$400/night

Great location - free parking / fast internet

3 beds
1 bath
5 guests
Average Price:  
$275
45% More
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
$132/night

⭐GREAT LOCATION NEXT TO DOWNTOWN PARKING Laundry ⭐

2 beds
1 bath
6 guests
Average Price:  
$170
22% Cheaper
than normal
AirDNA Score: 86
$119/night

Serenity & Coziness | Lincoln Park Garden Loft

studio
1 bath
4 guests
Average Price:  
$138
14% Cheaper
than normal
AirDNA Score: 86
$73/night

Logan Square Lookout

1 bed
1 bath
4 guests
Average Price:  
$77
5% Cheaper
than normal
AirDNA Score: 86
$223/night

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

3 beds
1.5 baths
6 guests
Average Price:  
$214
4% More
than normal
AirDNA Score: 86
$350/night

Chic Decor 💎 Free Parking - Fast WiFi - Laundry

3 beds
1 bath
6 guests
Average Price:  
$286
22% More
than normal
AirDNA Score: 86
$250/night

Peaceful River West Apt - free gated parking

2 beds
1 bath
4 guests
Average Price:  
$247
1% More
than normal
AirDNA Score: 86
$150/night

The Garden on Wayne

2 beds
1 bath
4 guests
Average Price:  
$150
0% Cheaper
than normal
AirDNA Score: 86
$227/night

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

3 beds
2 baths
8 guests
Average Price:  
$282
20% Cheaper
than normal
AirDNA Score: 86
$231/night

Classic Chicago Private Sunny Home Roscoe Village & Wrigley

1 bed
1 bath
3 guests
Average Price:  
$170
36% More
than normal
AirDNA Score: 86
$339/night

Newly Renovated, Spacious Urban Getaway

3 beds
2 baths
10 guests
Average Price:  
$355
5% Cheaper
than normal
AirDNA Score: 86
$124/night

Historic Coach House Cottage

1 bed
1 bath
4 guests
Average Price:  
$126
2% Cheaper
than normal
AirDNA Score: 86
$200/night

3 Bdrm Vintage Hideaway Little Italy/ UIC

3 beds
1 bath
6 guests
Average Price:  
$277
28% Cheaper
than normal
AirDNA Score: 86
$349/night

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

2 beds
2 baths
6 guests
Average Price:  
$359
3% 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
$151/night

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

2 beds
1 bath
4 guests
Average Price:  
$164
8% Cheaper
than normal
AirDNA Score: 86
$400/night

2BR East Lakeview Gem 2 Blocks from Lake

2 beds
1.5 baths
7 guests
Average Price:  
$329
22% More
than normal
AirDNA Score: 86
$310/night

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

2 beds
1 bath
4 guests
Average Price:  
$208
49% More
than normal
AirDNA Score: 86
$149/night

Private Wicker Park/Bucktown Haven with Yard/Deck

2 beds
1 bath
4 guests
Average Price:  
$183
19% Cheaper
than normal
AirDNA Score: 86
$150/night

Separate entrance. Separate outdoor space.

2 beds
1.5 baths
4 guests
Average Price:  
$176
15% Cheaper
than normal
AirDNA Score: 86
$161/night

⭐FAB LOCATION next to DOWNTOWN! Laundry, parking ⭐

2 beds
1 bath
7 guests
Average Price:  
$184
12% Cheaper
than normal
AirDNA Score: 86
$222/night

Bright, Modern Apartment in a Vintage Greystone

1 bed
1 bath
4 guests
Average Price:  
$162
37% More
than normal
AirDNA Score: 86
$400/night

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

3 beds
1 bath
6 guests
Average Price:  
$421
5% Cheaper
than normal
AirDNA Score: 85
$235/night

Jean''s House—Restored Historic Andersonville Craftsman

2 beds
1 bath
2 guests
Average Price:  
$213
10% More
than normal
AirDNA Score: 85
$299/night

Modern New Built in the Heart of City

3 beds
2 baths
8 guests
Average Price:  
$416
28% Cheaper
than normal
AirDNA Score: 85
$149/night

Ina''s Beachwood Inn

1 bed
1 bath
6 guests
Average Price:  
$147
1% More
than normal
AirDNA Score: 85
$650/night

WrigleyVilla - 1/2 Block From Wrigley Field!

3 beds
1 bath
10 guests
Average Price:  
$551
18% More
than normal
AirDNA Score: 85
$200/night

The Lodge Chicago

1 bed
1 bath
2 guests
Average Price:  
$121
65% More
than normal
AirDNA Score: 84
$167/night

Great Townhouse near University of Chicago Campus

3 beds
2 baths
6 guests
Average Price:  
$187
11% Cheaper
than normal
AirDNA Score: 84
$125/night

Stylish Studio in Historic Logan Square

1 bed
1 bath
2 guests
Average Price:  
$131
5% Cheaper
than normal
AirDNA Score: 83
$83/night

Fully furnished , handicap accessible apartment.

2 beds
1 bath
5 guests
Average Price:  
$90
8% Cheaper
than normal
AirDNA Score: 82
$201/night

Luxury Loyola 3 Bedroom-2 Bath, Near Beach and El

3 beds
2 baths
6 guests
Average Price:  
$252
20% Cheaper
than normal
AirDNA Score: 82
$214/night

Sunny Wicker Park Apartment--3BR with Deck

3 beds
1 bath
6 guests
Average Price:  
$236
9% Cheaper
than normal
AirDNA Score: 81
$599/night

3BD, 2BA Hotel Suite -Fireplace

3 beds
2 baths
7 guests
Average Price:  
$635
6% Cheaper
than normal
AirDNA Score: 81
$105/night

Bronzeville/ Hyde Park/ Sox Stadium #1

1 bed
1 bath
2 guests
Average Price:  
$156
33% Cheaper
than normal
AirDNA Score: 79
$614/night

🏠 4 BR Swank Victorian Near United Center Chicago

4 beds
3 baths
11 guests
Average Price:  
$759
19% Cheaper
than normal
AirDNA Score: 79
$260/night

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

2 beds
2 baths
6 guests
Average Price:  
$368
29% 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
$127/night

Cool! 2nd Story Loft. Great Location. Super CLEAN!

studio
1 bath
2 guests
Average Price:  
$140
9% Cheaper
than normal
AirDNA Score: 79
$257/night

Spacious Old Town Loft in a Great Location.

4 beds
2.5 baths
15 guests
Average Price:  
$480
46% Cheaper
than normal
AirDNA Score: 79
$154/night

The Chicago Bungalow ⭐️Art-Inspired, Designer Home

3 beds
2 baths
6 guests
Average Price:  
$296
48% Cheaper
than normal
AirDNA Score: 79
$195/night

Lincoln Pk-parking-wifi-King bd-crib-kid friendly

2 beds
1 bath
4 guests
Average Price:  
$225
13% Cheaper
than normal
AirDNA Score: 79
$129/night

Whole Flat in Private Club. Walk to L, Dining & Shows

1 bed
1 bath
4 guests
Average Price:  
$158
18% Cheaper
than normal
AirDNA Score: 79
$149/night

Cozy Ukrainian Village Two Bedroom Apartment

2 beds
1 bath
4 guests
Average Price:  
$141
6% More
than normal
AirDNA Score: 79
$175/night

Charming, Spacious 3BR Lakeview Apt Near Transit

3 beds
1 bath
5 guests
Average Price:  
$127
38% More
than normal
AirDNA Score: 79
$450/night

3 BR East Lakeview Coach House with Large Patio

3 beds
2.5 baths
12 guests
Average Price:  
$451
0% Cheaper
than normal
AirDNA Score: 79
$240/night

Cozy Victorian Cottage-1 BR Apartment- Sleeps 3!

1 bed
1 bath
3 guests
Average Price:  
$123
95% More
than normal
AirDNA Score: 79
$93/night

Ravenswood Guest House Annex

1 bed
1 bath
4 guests
Average Price:  
$100
7% Cheaper
than normal
AirDNA Score: 79
$144/night

Wrigleyville/Boystown/Entire Private Floor!

1 bed
1 bath
3 guests
Average Price:  
$160
10% Cheaper
than normal
AirDNA Score: 79
$210/night

Private apartment inside house GATED FREE Parking

1 bed
1 bath
2 guests
Average Price:  
$182
15% More
than normal
AirDNA Score: 79
$128/night

Chicago Bell Comfort in the City Large 3BRM

3 beds
1 bath
6 guests
Average Price:  
$160
20% Cheaper
than normal
AirDNA Score: 79
$129/night

Best Location, Southport Corridor

3 beds
1 bath
6 guests
Average Price:  
$286
55% Cheaper
than normal
AirDNA Score: 79
$141/night

Andersonville Living

3 beds
1 bath
6 guests
Average Price:  
$149
5% Cheaper
than normal
AirDNA Score: 79
$160/night

Sophisticated Flat in Historic Building

1 bed
1 bath
2 guests
Average Price:  
$177
10% Cheaper
than normal
AirDNA Score: 79
$173/night

“Wrigleyville” 75 yards from Wrigley Field

2 beds
1 bath
10 guests
Average Price:  
$423
59% Cheaper
than normal
AirDNA Score: 79
$274/night

Cannabis Condo 4BR

4 beds
1 bath
8 guests
Average Price:  
$335
18% Cheaper
than normal
AirDNA Score: 79
$129/night

Sydni Suites near the University of Chgo 2-bdrm.

2 beds
1 bath
6 guests
Average Price:  
$141
9% Cheaper
than normal
AirDNA Score: 79
$225/night

The Buck Stop

2 beds
1 bath
4 guests
Average Price:  
$144
56% More
than normal
AirDNA Score: 79
$160/night

Sawyer get-away in Logan Square

2 beds
1 bath
4 guests
Average Price:  
$134
19% More
than normal
AirDNA Score: 79
$149/night

Lovely 1BR Apt Steps from Wrigley!

1 bed
1 bath
4 guests
Average Price:  
$157
5% Cheaper
than normal
AirDNA Score: 79
$450/night

The Roscoe House near Wrigley Field

3 beds
3 baths
8 guests
Average Price:  
$518
13% Cheaper
than normal
AirDNA Score: 79
$120/night

Enjoy Chicago’s Nightlife from Studio Apartment

studio
1 bath
2 guests
Average Price:  
$111
8% More
than normal
AirDNA Score: 79
$120/night

Walk to Lake Michigan From a Contemporary Uptown Haven

1 bed
1 bath
2 guests
Average Price:  
$113
6% More
than normal
AirDNA Score: 79
$99/night

Charming Apt. near Wrigley/Cubs, Ravenswood/Uptown

1 bed
1 bath
4 guests
Average Price:  
$121
18% Cheaper
than normal
AirDNA Score: 79
$152/night

Tastefully designed 1500 Sq of Homeyness!

2 beds
2 baths
6 guests
Average Price:  
$210
28% Cheaper
than normal
AirDNA Score: 79
$90/night

Attic cozy guests suite near South Loop in Chicago

1 bed
1 bath
4 guests
Average Price:  
$102
12% 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:  
$530
6% Cheaper
than normal
AirDNA Score: 79
$95/night

East Garfield Park 2 Bedroom

2 beds
2 baths
4 guests
Average Price:  
$125
24% Cheaper
than normal
AirDNA Score: 79
$250/night

3-3B - 3 Bedroom Condo - McCormick Pl, Chinatown

3 beds
2 baths
9 guests
Average Price:  
$288
13% Cheaper
than normal
AirDNA Score: 79
$135/night

Private, Charming, Coach House Loft in Andersonville

studio
1 bath
2 guests
Average Price:  
$148
9% Cheaper
than normal
AirDNA Score: 79
$189/night

The Noble Farmhouse, Sunlit with Private Garden in West Town

2 beds
1 bath
3 guests
Average Price:  
$188
1% More
than normal
AirDNA Score: 79
$325/night

Centrally located Apartment near Fulton Market

1 bed
1 bath
4 guests
Average Price:  
$247
32% More
than normal
AirDNA Score: 79
$299/night

▌▌▌THREE LEVEL Skyline View Chicago Penthouse ▌▌▌

3 beds
2.5 baths
14 guests
Average Price:  
$376
20% Cheaper
than normal
AirDNA Score: 79
$214/night

Beautiful Three Bedroom Apartment near Loyola

3 beds
2 baths
7 guests
Average Price:  
$232
8% Cheaper
than normal
AirDNA Score: 79
$141/night

Checkerboard Studio with Private Outdoor Hot Tub and Yard

studio
1 bath
2 guests
Average Price:  
$158
11% Cheaper
than normal
AirDNA Score: 79
$239/night

Lincoln Square Gem!

2 beds
1 bath
4 guests
Average Price:  
$133
80% More
than normal
AirDNA Score: 79
$162/night

Spacious and Welcoming Ravenswood Garden Unit

1 bed
1 bath
4 guests
Average Price:  
$106
53% More
than normal
AirDNA Score: 79
$110/night

Contemporary 2 bedroom south facing balcony 3

2 beds
1 bath
6 guests
Average Price:  
$138
20% Cheaper
than normal
AirDNA Score: 79
$175/night

Cozy garden apartment historic Jackson Bvld.

1 bed
1 bath
2 guests
Average Price:  
$157
11% More
than normal
AirDNA Score: 79
$125/night

Convenient Modern 2b-Close to Train•Food•Parking!!

2 beds
1 bath
5 guests
Average Price:  
$146
14% Cheaper
than normal
AirDNA Score: 79
$373/night

Spacious & Stylish Home at the ♥ of Wicker Park

3 beds
2.5 baths
16 guests
Average Price:  
$435
14% Cheaper
than normal
AirDNA Score: 79
$159/night

Augusta''s Garden | Noble Square | Wicker Park

studio
1 bath
3 guests
Average Price:  
$176
10% Cheaper
than normal
AirDNA Score: 79
$199/night

Superb 2BR Old Town APT, PRIME LOCATION!(+Parking)

2 beds
1 bath
7 guests
Average Price:  
$234
15% Cheaper
than normal
AirDNA Score: 79
$145/night

Charming Renovated•Close to Train•Food•Parking

2 beds
1 bath
4 guests
Average Price:  
$158
8% Cheaper
than normal
AirDNA Score: 79
$91/night

⚡️NEW! Modern & Spacious, 10min to ORD, 20 to DT❤️

1 bed
1 bath
2 guests
Average Price:  
$116
22% Cheaper
than normal