Book a Bed and Breakfast in Cook County, IL
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Top cities with B&B to explore in Cook County

Tinley Park
B&B
Top B&B in Cook County

The Sono Chicago
1428 N Cleveland Ave Chicago IL
$132 nightly
The price is $155 total per night
$155 total
Dec 22 - Dec 23
Total with taxes and fees
A rooftop terrace, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a lobby fireplace, and luggage storage are also on offer.
Breakfast included
Parking included

Dorothy's
3445 N Halsted St Chicago IL
$75 nightly
The price is $82 total per night
$82 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Free WiFi in public areas, a communal living room, and luggage storage are available at this bed & breakfast. Enjoy the free continental breakfast each morning. Laundry facilities and a virtual front desk are also provided.
Breakfast included
Pet friendly

The Villa Toscana
3447 N Halsted Chicago IL
$76 nightly
The price is $82 total per night
$82 total
Dec 22 - Dec 23
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and luggage storage are also on offer.
Pet friendly
Parking included

Ray's Bucktown B&B
2144 N. Leavitt St Chicago IL
$152 nightly
The price is $172 total per night
$172 total
Dec 22 - Dec 23
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a rooftop terrace on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Spa

The Publishing House B&B
108 N May Street Chicago IL
$237 nightly
The price is $268 total per night
$268 total
Dec 23 - Dec 24
Total with taxes and fees
An attached winery and a restaurant are featured at this smoke-free bed & breakfast. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free full breakfast.
Breakfast included
Free WiFi

Wicker Park Inn
1331 N Wicker Park Ave Chicago IL
$186 nightly
The price is $218 total per night
$218 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Business travelers can take advantage of the express check-in. Self parking, a garden, and express check-out are also offered.
Breakfast included
Spa

House 5863 - Chicago Bed and Breakfast
5863 North Glenwood Avenue Chicago IL
$141 nightly
The price is $166 total per night
$166 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the express check-out and free internet in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Breakfast included
Free WiFi

Villa D' Citta
2230 N Halsted Street Chicago IL
$206 nightly
The price is $242 total per night
$242 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, limo/town car service, and a garden are also on offer.
Breakfast included
Free WiFi

Harvey House Bed & Breakfast
107 South Scoville Avenue Oak Park IL
$231 nightly
The price is $256 total per night
$256 total
Dec 29 - Dec 30
Total with taxes and fees
A hot tub, free self parking, and wedding services are featured at this bed & breakfast. Guests will appreciate free perks like daily breakfast and WiFi in public areas. A business center, a snack bar/deli, and a lobby fireplace are also on offer.
Hot Tub
Breakfast included

Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!
Chicago IL
This bed & breakfast features free WiFi in public areas, a garden, and laundry facilities.
Free WiFi
Air conditioning

Rustic cottage-style condo within walking distance to downtown Homewood
Homewood IL
A hot tub is available at this bed & breakfast.
Hot Tub
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Cook County B&B essential information
Accommodation | 13 B&B |
|---|---|
Lowest Price | $82 |
Highest Price | $268 |
Popular accommodation | The Sono Chicago, Dorothy's, The Villa Toscana, Ray's Bucktown B&B, The Publishing House B&B, Wicker Park Inn, House 5863 - Chicago Bed and Breakfast, Villa D' Citta, Harvey House Bed & Breakfast, Deluxe Chicago 2 Bedroom Private Condo. Amazing Deal 1.5 mi from Wrigley!, Rustic cottage-style condo within walking distance to downtown Homewood, Five bedroom - 3 bath - Sleeps 12 |
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