Bed and Breakfasts in Chicago

7 bed and breakfasts in Chicago: free parking, homemade breakfast, family rooms. Old Town, Wicker Park, Bucktown. Book now for best rates.

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Rooms and Guests2 Guests, 1 room
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Rooms and Guests2 Guests, 1 room
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Check-out
Tue, 11 Aug
Rooms and Guests2 Guests, 1 room
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1-8 out of 8
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9.3
Perfect79 total reviews
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1723 yd from City Center1515 yd from Chicago Union Station
Butler's KitchenGrand PianoReading Nook
  • Butler's kitchen with free snacks
  • Grand piano and reading nook
  • Two dogs create homely atmosphere
FromUS$ 260 /nightSelect
Wicker Park InnBed & Breakfast
8.3
Great106 total reviews
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2.7 mi from City Center601 yd from Division
Shared KitchenPrivate ParkingPrivate Patio
  • Homemade breakfast served daily
  • Communal kitchen for guests
  • In artsy Wicker Park
FromUS$ 254 /nightSelect
9.4
Perfect198 total reviews
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3.8 mi from City Center744 yd from Western Station (O Hare Branch)
Private ParkingSaunaSteam Room
  • Cooked-to-order breakfast daily
  • Private bathrooms with radiant heat
  • On-site sauna and steam room
FromUS$ 154 /nightSelect
Villa D' CittaBed & Breakfast
9.2
Perfect122 total reviews
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3.3 mi from City Center464 yd from Fullerton
Hot TubTennis CourtCommunal Kitchen
  • Rooftop hot tub and sundeck
  • Awarded world's top urban B&B
  • Fully stocked communal kitchen
FromUS$ 228 /nightSelect
Dorothy'SBed & Breakfast
7.6
Very good68 total reviews
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4.8 mi from City Center695 yd from Wrigley Field
Shared KitchenLuggage StorageExpress Check-in
  • Adults-only bed and breakfast
  • Full kitchens in select units
  • Pets welcome with amenities
FromUS$ 82 /nightSelect
The Sono ChicagoBed & Breakfast
9.3
Perfect447 total reviews
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2.2 mi from City Center1.2 mi from Water Tower Place
Rooftop DeckCommunal KitchenFree Parking
  • Rooftop deck with skyline views
  • Free street parking with permit
  • Communal kitchen with snacks
FromUS$ 201 /nightSelect
9.2
Perfect82 total reviews
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3.0 mi from City Center752 yd from Bosley Park
Event SpaceShuttle ServiceLighted Parking
  • 2-3 bedroom themed suites with private bath
  • Free shuttle to McCormick and United Center
  • BYOB events with complimentary mixers
FromUS$ 585 /nightSelect
The Villa ToscanaBed & Breakfast
7.9
Very good254 total reviews
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4.8 mi from City Center706 yd from Wrigley Field
Outdoor DiningLuggage StorageKitchenette
  • Adults-only historic B&B
  • Walk to Wrigley Field
  • Outdoor dining terrace
FromUS$ 27 /nightSelect

Chicago's bed and breakfasts offer an alternative to chain hotels, with personalized service and homemade breakfasts. Options range from the 4-star Villa D' Citta (guest score: 92/Superb) near Lincoln Park, which provides BBQ facilities and a tennis court, to the 3-star Wicker Park Inn (89/Fabulous) with garden views and free WiFi. Many B&Bs, like The Polo Inn Bridgeport U.S.A. (92/Superb), include free parking and shuttle service, while Ray's Bucktown Bed and Breakfast (95/Exceptional) features a sauna and indoor play area for children.

These properties are concentrated in walkable neighborhoods such as Old Town, Wicker Park, Lakeview, and Bucktown, giving easy access to Wrigley Field and the Magnificent Mile. Expect continental breakfasts, private bathrooms, and family-friendly amenities. Budget-friendly options like The Villa Toscana (80/Very Good) and Dorothy's (76/Good) still include free Wi-Fi and parking. Compare rates and book directly for the best deals.