Title: 20 Best B&B in Chicago, IL - Bed and Breakfast from $88 | 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 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-03-27&endDate=2026-03-29&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [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 one month [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-05-15&endDate=2026-05-17&adults=2&lodging=BED_AND_BREAKFAST&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago bed & breakfast ![Staircase](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/5b0f48e0.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) ![Snack bar](https://images.trvl-media.com/lodging/20000000/19120000/19116100/19116049/86e1fd36.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) ### 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 (198 reviews) "Very clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) STEVEN $191 nightly $216 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Publishing-House-Bed-And-Breakfast.h19116049.Hotel-Information) ![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) ![Fireplace](https://images.trvl-media.com/lodging/13000000/12920000/12913800/12913775/8d057531.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) ### The Sono Chicago [](https://www.expedia.com/Chicago-Hotels-The-Sono-Chicago.h12913775.Hotel-Information) Near North Side 10/10 Exceptional (497 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 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Sono-Chicago.h12913775.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) ![Living area](https://images.trvl-media.com/lodging/109000000/108580000/108573400/108573352/699f54e3.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) ![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 (109 reviews) "cozy and close to cool places" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Winter Fox $80 nightly $88 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Dorothys.h108573352.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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/19000000/18280000/18278700/18278617/6c529c12.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) "Best everrrrr" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew $163 nightly $184 total Mar 22 - Mar 23 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) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/23000000/22300000/22299700/22299604/dd4d353d.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) "Everything was perfect. The food was really yummy I would love the salsa recipe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Earl $206 nightly $242 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Villa-D-Citta.h22299604.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) ![Room, 1 Queen Bed, Balcony, City View (Paulina)(Facing Train – Not for Light Sleepers) | Balcony](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/2b0abb94.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) ![Interior](https://images.trvl-media.com/lodging/1000000/530000/529200/529114/4d62e2e3.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 (261 reviews) "Everything was good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael $210 nightly $247 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Wicker-Park-Inn.h529114.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/2000000/1160000/1153900/1153874/7dbf8d2f.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) ### The Villa Toscana [](https://www.expedia.com/Chicago-Hotels-The-Villa-Toscana.h1153874.Hotel-Information) Lakeview 7.8/10 Good (633 reviews) "Overall the stay was fantastic looking forward to booking here again in the future " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rico $90 nightly $98 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Villa-Toscana.h1153874.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) ![Chalet Suite | Individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/7000000/6360000/6356600/6356562/bee2290f.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) ![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) ### Harvey House Bed & Breakfast [](https://www.expedia.com/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.Hotel-Information) Oak Park 9.8/10 Exceptional (123 reviews) "The Property was beautiful! When we walked in, the first utterance out of our mouths was "Wow!" Street parking was easy. The room "The Chalet" that we stayed in was spacious with many amenities and was spotless. The bed was very comfortable as well! And being on the third story, we got our stair steps in for our trip! Haha." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy $231 nightly $256 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Harvey-House-Bed-Breakfast.h6356562.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) ![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) ![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) ![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 $181 nightly $213 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-House-5863-Chicagos-Premier-Bed-And-Breakfast.h2792418.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=2026-04-04&endDate=2026-04-05®ionId=178248&adults=2&lodging=BED_AND_BREAKFAST&sort=RECOMMENDED&openPlayBack=true) ![](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 ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg) ### Hotel Riu Plaza Chicago 10/10 Excellent "Good hotel , clean , staff great, Good location" [](https://expedia.com/Chicago-Hotels-Hotel-Riu-Plaza-Chicago.h102622712.Hotel-Information) ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/a48bf16b_y.jpg) ### Hilton Chicago O'Hare Airport 10/10 Excellent "Clean room and friendly staff" [](https://expedia.com/Chicago-Hotels-Hilton-Chicago-OHare-Airport.h8058.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 10/10 Excellent "Nice room" [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 4/10 Poor "My experience at the Wade Hotel was very disappointing. First, I didn’t receive the room I originally requested. When I was moved to another room, it turned out to be even worse, so I had to return to the first one. The cleanliness was a major issue, the rooms were dirty and not well-maintained. To make things worse, there was no hot water for over a day. There was also no internet throughout my stay, and cellular service upstairs was extremely poor, especially with Verizon, making it difficult to make calls or stay connected. Additionally, basic amenities were missing. There was no complimentary water, and essentials like soap and shampoo were not provided, which is unacceptable for a hotel. Overall, it was a very bad experience, and I would not recommend staying here." [](https://expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 8/10 Good "Overall, the hotel was clean, and the lounge was spacious, well-organized, and inviting. The property is a bit older, but not in a negative way—it simply has that classic feel. Our room was on the 5th floor, and the area was quiet, which made our stay very comfortable. The location is also excellent. Right outside the hotel, there is easy access to the train going to the airport, and several tourist attractions are only a few minutes away on foot. I would definitely recommend this hotel, and if my family and I visit again, I would gladly stay here again." [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.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 6/10 Okay "Cons: The room was cleanish, the bathroom shower looked crazy. There was only half a covering so water naturally flows to the floor leaving visible water damage and mildew. The room had a nice size but a terrible view we just faced another hotel. The worst thing was that even from a high floor the 24hr street noise particularly ambulances and sirens was crazy loud. Pros: Common areas are nice and there was a Starbucks on property, very convenient. The location to attractions and shopping was great everything was a short walk or Uber ride away." [](https://expedia.com/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Magnificent-Mile.h982517.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/fa2dd97c_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "I loved my stay" [](https://expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Hyatt Regency Chicago](https://images.trvl-media.com/lodging/1000000/10000/5000/4903/w3840h2559x0y3-c577bf94_y.jpg) ### Hyatt Regency Chicago 4/10 Poor "I got woken up at 10 pm with strange noises all night coming from my room somewhere. Knocking, banging, scratching. I turned on the light and the noises would stop. Couldn’t sleep well. Felt like I was in a haunted room " [](https://expedia.com/Chicago-Hotels-Hyatt-Regency-Chicago.h4903.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 8/10 Good "Loved the property, the location and extra comfy beds. HATE that I'm still waiting for my $75 room deposit for one night's stay to be refunded. 3-5 days to review the room and refund should suffice. " [](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ## Find out more about Chicago ## Chicago B&B information | Number of reviews | 1,935 | | ----------------- | ------ | | Accommodation | 13 B&B | | Lowest Price | $88 | | 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) - 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