Title: 20 Best B&B in Chicago, IL - Bed and Breakfast from $94 | Expedia.com [Chicago Travel Guide](https://expedia.com/Chicago.dx178248)[Hotels in Chicago](https://expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Car Rentals in Chicago](https://expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.com/Chicago.d178248.Destination-Travel-Guides) ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-13&endDate=2026-03-15&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-03&endDate=2026-04-05&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago bed & breakfast ![Private kitchen](https://images.trvl-media.com/lodging/13000000/12920000/12913800/12913775/662a1d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Condo | Balcony](https://images.trvl-media.com/lodging/13000000/12920000/12913800/12913775/21ce57c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/13000000/12920000/12913800/12913775/4c515ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/13000000/12920000/12913800/12913775/84ce68c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sono Chicago [](https://www.expedia.com/Chicago-Hotels-The-Sono-Chicago.h12913775.Hotel-Information) Near North Side 10/10 Exceptional (495 reviews) "Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catie $119 nightly $140 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Sono-Chicago.h12913775.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/5b0f48e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/fb4aa20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/fbec7123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/a2ea72ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Publishing House B&B [](https://www.expedia.com/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (197 reviews) "Very clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) STEVEN $206 nightly $233 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/cc909706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/82b0e4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/1be0a5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/5a018673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dorothy's [](https://www.expedia.com/Chicago-Hotels-Dorothys.h108573352.Hotel-Information) Lakeview 8.4/10 Very Good (108 reviews) "cozy and close to cool places" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Winter Fox $87 nightly $94 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Dorothys.h108573352.Hotel-Information) ![Double Room, Private Bathroom (Venetian) | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/8cf3a2ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/bfcbb141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/a7524278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1153900/1153874/7dbf8d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villa Toscana [](https://www.expedia.com/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information) Lakeview 7.8/10 Good (630 reviews) "Good location. Nice room. Shared bath. Excellent value. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $92 nightly $101 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2800000/2792500/2792418/28d738d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom (1st Floor) | Living area | 51-inch flat-screen TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/3000000/2800000/2792500/2792418/f5474d0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/3000000/2800000/2792500/2792418/7986cc5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2800000/2792500/2792418/e7b04404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House 5863 - Chicago Bed and Breakfast [](https://www.expedia.com/Chicago-Hotels-House-5863-Chicagos-Premier-Bed-And-Breakfast.h2792418.Hotel-Information) Edgewater 9.2/10 Wonderful (499 reviews) "Wonderful room, very good breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James $195 nightly $229 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-House-5863-Chicagos-Premier-Bed-And-Breakfast.h2792418.Hotel-Information) ![Spa](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/6c176329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/d3d95fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/8eb960ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/67423b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ray's Bucktown B&B [](https://www.expedia.com/Chicago-Hotels-Rays-Bucktown-Bed-And-Breakfast.h18278617.Hotel-Information) Bucktown 9.8/10 Exceptional (394 reviews) "We had the best stay at Rays and will definitely be back! Everything about this place is fantastic, its hard to know where to begin, but the care and love put into their B&B can be felt for real. And had an unbelievably comfy and restful sleep. Woke up feeling refreshed, and had the best made to order breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin $158 nightly $178 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Rays-Bucktown-Bed-And-Breakfast.h18278617.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/2fdab583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Florencia Suite | Egyptian cotton sheets, premium bedding, memory foam beds, in-room safe](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/fffe1dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/bfebe08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/fe13bf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa D' Citta [](https://www.expedia.com/Chicago-Hotels-Villa-D-Citta.h22299604.Hotel-Information) Lincoln Park 9.4/10 Exceptional (115 reviews) "Clean property, friendly staff, unique experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon $206 nightly $242 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Villa-D-Citta.h22299604.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/b288c54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily breakfast](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/f76917c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden Suite | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/79fbc793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oak Park Suite | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/05ff5c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harvey House Bed & Breakfast [](https://www.expedia.com/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.Hotel-Information) Oak Park 9.8/10 Exceptional (122 reviews) "Great hospitality. The suites have a lot of space and amenities. Beautiful location in the heart of Oak Park " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth $231 nightly $256 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/fd77852c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/4d62e2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/e9f699a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed (Wolcott) | Premium bedding, desk, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/8c2ae649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wicker Park Inn [](https://www.expedia.com/Chicago-Hotels-Wicker-Park-Inn.h529114.Hotel-Information) West Town 9.0/10 Wonderful (260 reviews) "Fantastic location, spotlessly clean room, and a very comfortable bed. I have stayed here several times and will continue to do so." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey $210 nightly $247 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Wicker-Park-Inn.h529114.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-22&endDate=2026-03-23®ionId=178248&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_178248) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChicago-Bed-And-Breakfast.d178248-aaBedAndBreakfast.Travel-Guide-Accommodation) ## Top Chicago Hotel Reviews ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 10/10 Excellent "Nice clean room. Staff was great! Breakfast and happy hour were very good! " [](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 8/10 Good "I have stayed at RIU in Guadalajara and I loved it which is why I booked RIU in Chicago. However, upon arrival, the staff member that greeted us seemed to be very annoyed and had an attitude that we were checking in at 6am, although I had previously notified them the time of our arrival. So he proceeded to room us with no view, we " [](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Hyatt Centric The Loop Chicago](https://images.trvl-media.com/lodging/10000000/9070000/9069700/9069667/0ec157ec_y.jpg) ### Hyatt Centric The Loop Chicago 8/10 Good "Yes" [](https://expedia.com/Chicago-Hotels-Hyatt-Centric-The-Loop-Chicago.h9069667.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/757dbd3e_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "Staff was friendly, hotel was extremely clean and well maintained. There is a wonderful smell as you enter the hotel every single time. Large bottles of bathroom essentials available, incase you forget something. Great proximity to all the things, food of every taste, bus stops, downtown activities and fabulous shopping. " [](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![L7 Chicago by LOTTE](https://images.trvl-media.com/lodging/1000000/10000/4200/4200/bb12c333_y.jpg) ### L7 Chicago by LOTTE 10/10 Excellent "The only thing that is missing is a hot tub and a swimming" [](https://expedia.com/Chicago-Hotels-L7-Chicago-By-LOTTE.h4200.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "I had a wonderful stay. Its right across from the pier/beach. They have a restaurant and bar is you dont want to leave. The staff was friendly and helpful. My only complaint is parking. Street parking is very limited and can only be used for short periods. The hotel parking is $70 a night. " [](https://expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Courtyard by Marriott Chicago Magnificent Mile](https://images.trvl-media.com/lodging/1000000/990000/982600/982517/7705f099_y.jpg) ### Courtyard by Marriott Chicago Magnificent Mile 10/10 Excellent "Nice place and staff very friendly. Great location in the downtown area. " [](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a_y.jpg) ### Aloft Chicago Mag Mile 10/10 Excellent "Very clean and family friendly. Everything is walking distance " [](https://expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 4/10 Poor "Parking was very expensive. Fitness areas were good. Room was ok. " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ## Find out more about Chicago ## Chicago B&B information | Number of reviews | 2,820 | | ----------------- | ------ | | Accommodation | 13 B&B | | Lowest Price | $94 | | Highest Price | $256 | ## Frequently asked questions ### What are the most popular Chicago Bed & Breakfasts? > For those interested in a great experience, [The Publishing House B&B](https://www.expedia.com/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) is another top contender, also boasting a flawless 10.0 rating. This charming property features a winery and offers complimentary full breakfasts that highlight local flavors. With outstanding service and cozy accommodations, it's a great haven for couples or friends seeking a memorable trip filled with delightful culinary experiences. > > > Families will find Ray's Bucktown B&B, rated 9.8, to be an excellent option. With a focus on comfort and convenience, it provides a inviting space where both parents and children can unwind. Guests appreciate the friendly staff and the hearty breakfast, ensuring that everyone starts their day off right. The strategic location allows easy access to local attractions, making it a fantastic base for family adventures. ### What is the nightly rate for a Bed & Breakfast in Chicago? ### Are there any family-friendly Bed and Breakfasts in Chicago? > Another excellent option is the [Harvey House Bed & Breakfast](https://www.expedia.com/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.Hotel-Information), which features a cozy kitchenette superb for preparing quick meals or snacks for the family. The property offers rollaway beds for added convenience and has a delightful garden where families can unwind together after a day of exploring the city. With daily housekeeping to keep everything tidy, this B&B provides the attentive service that families value. > > > For those looking for a unique stay, the Unique Chicago Penthouse Loft - Amazing Deal & Location offers a spacious environment ideal for families. With a sofa bed for extra sleeping space and a patio where you can enjoy the fresh air, this property ensures comfort and convenience. Kids will love the video game console and variety of video games available, making it a fun retreat after a day of sightseeing. ### Do any Chicago Bed and Breakfasts allow dogs? > Another great option is [The Publishing House B&B](https://www.expedia.com/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information), which is also pet-friendly and provides a warm atmosphere for all guests. While primarily suiting service animals, its inviting spaces and complimentary breakfast make it a cozy retreat. The property features premium bedding that promises restful nights, and the complimentary Wi-Fi ensures that you can stay connected during your travels. > > > For those seeking a charming, pet-friendly experience in a historical setting, [House 5863 - Chicago Bed and Breakfast](https://www.expedia.com/Chicago-Hotels-House-5863-Chicagos-Premier-Bed-And-Breakfast.h2792418.Hotel-Information) is an excellent choice. This property allows service animals and is located in a vibrant neighborhood near museums and shopping districts. With its airy terraces and beautifully designed interiors, families can enjoy quality time together while exploring the local culture. ### Are there any romantic Bed and Breakfasts in Chicago for couples? > This property also offers luxurious touches such as Egyptian cotton sheets, designer toiletries, and plush bathrobes, ensuring that every moment spent together is pampered and special. The nearby shopping district and museums provide ample opportunities for couples to explore and create lasting memories. ### Which area is best to stay in a Chicago B&B? > Outdoor enthusiasts can enjoy the picturesque lakefront, superb for leisurely strolls or picnics. Downtown Chicago also boasts beautifully manicured public parks, like Millennium Park, where children can play and families can unwind under Frank Gehry's iconic arches. For a fun adventure, take a ride on the Navy Pier Ferris wheel or explore the interactive exhibits at the Shedd Aquarium. > > > Couples seeking a romantic escape will find plenty of cozy restaurants and charming cafés along the Magnificent Mile. After a day of adventure, enjoying a sunset picnic in Grant Park or taking a leisurely walk by the lake can create memorable moments together. ### When is the best time to book a Bed & Breakfast in Chicago? > July stands out as the peak month, bustling with energy as locals and tourists alike flock to the city for events such as the Chicago Air and Water Show and various music festivals. This lively atmosphere makes it an ideal time for those who thrive on socializings and vibrant experiences. > > > For those looking to maximize their travel budget, consider visiting in December. It's cooler, with temperatures dipping into the low 30s Fahrenheit, the holiday season transforms Chicago into a winter wonderland. The festive decorations, holiday markets, and ice-skating rinks provide a unique charm and a quieter experience compared to the bustling summer months. ### What is the difference between a Chicago B&B and a hotel? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - [Hotels near Magnificent Mile ](https://www.expedia.com/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Grant Park ](https://www.expedia.com/Grant-Park-Hotels.0-l507389-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park ](https://www.expedia.com/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6350699-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Motels in Monroe Station ](https://www.expedia.com/Monroe-Station-Motels.d6189309-aaMotels.Travel-Guide-Accommodation) - [Condo Rentals in Monroe Station ](https://www.expedia.com/Monroe-Station-Condos.d6210064-aaCondos.Travel-Guide-Accommodation) - [Hotels near River North ](https://www.expedia.com/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Union Station ](https://www.expedia.com/Chicago-Union-Station-Hotels.d6129885.Travel-Guide-Hotels) - [Condo Rentals in Jackson Station ](https://www.expedia.com/Jackson-Station-Condos.d6189302-aaCondos.Travel-Guide-Accommodation) - [Hotels near Michigan Avenue ](https://www.expedia.com/Michigan-Avenue-Hotels.0-l6156167-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldier Field ](https://www.expedia.com/Soldier-Field-Hotels.0-l6058043-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre ](https://www.expedia.com/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Motels in Lake Station ](https://www.expedia.com/Lake-Station-Motels.d6189316-aaMotels.Travel-Guide-Accommodation) - [B&B in Lake Station ](https://www.expedia.com/Lake-Station-Bed-And-Breakfast.d6189316-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with a View in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotels-With-View.0-n6350699-0-tHotelswithView.Travel-Guide-Filter-Hotels) - [Apartments in Quincy Metro Station ](https://www.expedia.com/Quincy-Metro-Station-Apartments.d6210326-aaApartments.Travel-Guide-Accommodation) - [Hotels near Art Institute of Chicago ](https://www.expedia.com/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Motels in Clark-Lake Station ](https://www.expedia.com/Clark-Lake-Station-Motels.d6210081-aaMotels.Travel-Guide-Accommodation) - [Condo Rentals in Clark-Lake Station ](https://www.expedia.com/Clark-Lake-Station-Condos.d6210081-aaCondos.Travel-Guide-Accommodation) - [B&B in LaSalle Street Station ](https://www.expedia.com/LaSalle-Street-Station-Bed-And-Breakfast.d6129924-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in LaSalle Street Station ](https://www.expedia.com/LaSalle-Street-Station-Condos.d6129924-aaCondos.Travel-Guide-Accommodation) - [Hotels near State Street ](https://www.expedia.com/State-Street-Hotels.0-l6175182-0.Travel-Guide-Filter-Hotels) - [Hotels near CIBC Theatre ](https://www.expedia.com/CIBC-Theatre-Hotels.0-l553248621563220853-0.Travel-Guide-Filter-Hotels) - [Hotels near Theatre District ](https://www.expedia.com/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Central Chicago Hotels ](https://www.expedia.com/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels) - [Cheap Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Sullivan Center ](https://www.expedia.com/Sullivan-Center-Hotels.0-l553248621533116571-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Theatre District ](https://www.expedia.com/4Star-Theatre-District-Chicago-Hotels.s40-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Theatre District ](https://www.expedia.com/3Star-Theatre-District-Chicago-Hotels.s30-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Hotels with Suites in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hotel-Suites.0-n6350699-0-tHotelSuites.Travel-Guide-Filter-Hotels) - [Hotels near Marquette Building ](https://www.expedia.com/Marquette-Building-Hotels.0-l553248621533116542-0.Travel-Guide-Filter-Hotels) - [Hotels near Chase Tower ](https://www.expedia.com/Chase-Tower-Hotels.0-l553248621555594882-0.Travel-Guide-Filter-Hotels) - [Hotels near Haskell Building ](https://www.expedia.com/Haskell-Building-Hotels.0-l6065133-0.Travel-Guide-Filter-Hotels) - [Hotels near Navy Pier ](https://www.expedia.com/Navy-Pier-Hotels.0-l6069215-0.Travel-Guide-Filter-Hotels) - [Hotels near Adams-Wabash Station ](https://www.expedia.com/Adams-Wabash-Station-Hotels.d6210258.Travel-Guide-Hotels) - [Hotels near Madison-Wabash Station ](https://www.expedia.com/Madison-Wabash-Station-Hotels.d6210251.Travel-Guide-Hotels) - [Hotels with Suites in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-Suites.0-n800024-0-tHotelSuites.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Downtown Chicago ](https://www.expedia.com/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Loop Synagogue ](https://www.expedia.com/Chicago-Loop-Synagogue-Hotels.0-l553248621555594887-0.Travel-Guide-Filter-Hotels) - [Hotels near House of Blues Chicago ](https://www.expedia.com/House-Of-Blues-Chicago-Hotels.0-l6227753-0.Travel-Guide-Filter-Hotels) - [Hotels near Daley Plaza ](https://www.expedia.com/Daley-Plaza-Hotels.0-l553248621533116574-0.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Hilton-Hotels.0-n6350699-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Luxury-Hotel.0-n800024-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in The Loop ](https://www.expedia.com/4Star-The-Loop-Chicago-Hotels.s40-n800024-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Boutique-Hotel.0-n800024-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels near Jackson Station ](https://www.expedia.com/Jackson-Station-Hotels.d6189302.Travel-Guide-Hotels) - [Hotels near Kluczynski Building ](https://www.expedia.com/Kluczynski-Building-Hotels.0-l553248621533116540-0.Travel-Guide-Filter-Hotels) - [Hotels near Washington Station ](https://www.expedia.com/Washington-Station-Hotels.d6210071.Travel-Guide-Hotels) - [Hotels near Jackson Station ](https://www.expedia.com/Jackson-Station-Hotels.d6210057.Travel-Guide-Hotels) - [Hotels near Cloud Gate ](https://www.expedia.com/Cloud-Gate-Hotels.0-l6182888-0.Travel-Guide-Filter-Hotels) - [Hotels near Miró's Chicago ](https://www.expedia.com/Miros-Chicago-Hotels.0-l553248621533116567-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Symphony Orchestra ](https://www.expedia.com/Chicago-Symphony-Orchestra-Hotels.0-l553248621533126470-0.Travel-Guide-Filter-Hotels) - [Hotels near Monadnock Building ](https://www.expedia.com/Monadnock-Building-Hotels.0-l6069203-0.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Free-Parking.0-n800024-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Condo Rentals in Ogilvie Transportation Center ](https://www.expedia.com/Ogilvie-Transportation-Center-Condos.d6129927-aaCondos.Travel-Guide-Accommodation) - [Marriott Hotels & Resorts in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Marriott-Hotels-Resorts.0-n800024-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n800024-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Temple ](https://www.expedia.com/Chicago-Temple-Hotels.0-l553248621561883126-0.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Spa-Hotel.0-n800024-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotels near Richard J. Daley Center ](https://www.expedia.com/Richard-J-Daley-Center-Hotels.0-l6175173-0.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Hotel-With-Early-Check-In.0-n800024-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Family Hotels in The Loop ](https://www.expedia.com/The-Loop-Chicago-Hotels-Family-Hotel.0-n800024-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels near Afrocentric Bookstore ](https://www.expedia.com/Afrocentric-Bookstore-Hotels.0-l553248621555594812-0.Travel-Guide-Filter-Hotels) - [Visit Downtown Chicago ](https://www.expedia.com/Chicago-Downtown-Chicago.dx6350699) - [Visit The Loop ](https://www.expedia.com/Chicago-The-Loop.dx800024) - [Cibc Theatre ](https://www.expedia.com/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Chase Tower ](https://www.expedia.com/Chase-Tower-Downtown-Chicago.d553248621555594882.Vacation-Attraction) - [Visit Theatre District ](https://www.expedia.com/Chicago-Theatre-District.dx651190586167894016) - [Sullivan Center ](https://www.expedia.com/Sullivan-Center-Downtown-Chicago.d553248621533116571.Vacation-Attraction) - [State Street ](https://www.expedia.com/State-Street-Bronzeville.d6175182.Vacation-Attraction) - [Chagall's Four Seasons ](https://www.expedia.com/Chagalls-Four-Seasons-Downtown-Chicago.d553248621533116569.Vacation-Attraction) - [Marquette Building ](https://www.expedia.com/Marquette-Building-Downtown-Chicago.d553248621533116542.Vacation-Attraction) - [Haskell Building ](https://www.expedia.com/Haskell-Building-Downtown-Chicago.d6065133.Vacation-Attraction) - [Daley Plaza ](https://www.expedia.com/Daley-Plaza-Downtown-Chicago.d553248621533116574.Vacation-Attraction) - [Chicago Loop Synagogue ](https://www.expedia.com/Chicago-Loop-Synagogue-Downtown-Chicago.d553248621555594887.Vacation-Attraction) - [Monadnock Building ](https://www.expedia.com/Monadnock-Building-Downtown-Chicago.d6069203.Vacation-Attraction) - [Miró's Chicago ](https://www.expedia.com/Miros-Chicago-Downtown-Chicago.d553248621533116567.Vacation-Attraction) - [Richard J. Daley Center ](https://www.expedia.com/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [The Loop Vacations ](https://www.expedia.com/The-Loop.d800024.Destination-Travel-Guides) - [Willis Tower ](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Chicago Temple ](https://www.expedia.com/Chicago-Temple-Downtown-Chicago.d553248621561883126.Vacation-Attraction) - [Marshall Field Building ](https://www.expedia.com/Marshall-Field-Building-Downtown-Chicago.d553248621533116570.Vacation-Attraction) - [Picasso Statue ](https://www.expedia.com/Picasso-Statue-Downtown-Chicago.d6069235.Vacation-Attraction) - [Chicago Cultural Center ](https://www.expedia.com/Chicago-Cultural-Center-Downtown-Chicago.d6064037.Vacation-Attraction) - [Depaul University-Loop Campus ](https://www.expedia.com/DePaul-University-Loop-Campus-Downtown-Chicago.d6227480.Vacation-Attraction) - [Rookery ](https://www.expedia.com/Rookery-Downtown-Chicago.d553248621533116543.Vacation-Attraction) - [Van Car Rentals near CIBC Theatre ](https://www.expedia.com/Van-Car-Rentals-In-CIBC-Theatre.d553248621563220853-tVan.Car-Rental-Guide-Class) - [Car rentals near Sullivan Center ](https://www.expedia.com/Car-Rentals-In-Sullivan-Center.d553248621533116571.Car-Rental-Guide) - [Car rentals near Theatre District ](https://www.expedia.com/Car-Rentals-In-Theatre-District.d651190586167894016.Car-Rental-Guide) - [Car rentals near Chagall's Four Seasons ](https://www.expedia.com/Car-Rentals-In-Chagalls-Four-Seasons.d553248621533116569.Car-Rental-Guide) - [Car rentals near State Street ](https://www.expedia.com/Car-Rentals-In-State-Street.d6175182.Car-Rental-Guide) - [Car rentals near Chase Tower ](https://www.expedia.com/Car-Rentals-In-Chase-Tower.d553248621555594882.Car-Rental-Guide) - [Car rentals near The Loop ](https://www.expedia.com/Car-Rentals-In-The-Loop.d800024.Car-Rental-Guide) - [Car rentals near Richard J. Daley Center ](https://www.expedia.com/Car-Rentals-In-Richard-J-Daley-Center.d6175173.Car-Rental-Guide) - [Enterprise Rental Cars in The Loop ](https://www.expedia.com/Enterprise-Car-Rentals-In-The-Loop.d800024-c15.Car-Rental-Guide-Suppliers)