Hot Chicago Bed & Breakfast Rates

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured B&B in Chicago

The Sono Chicago

The Sono Chicago

3.5 out of 5
1428 N Cleveland Ave Chicago IL
The price is NZ$265 per night from 18 Dec to 19 Dec
NZ$265
18 Dec - 19 Dec
includes taxes & fees
Stay at this B&B in Chicago. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
Opens in a new windowThe Sono Chicago
Dorothy's

Dorothy's

3 out of 5
3445 N Halsted St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$160 per night from 13 Jan to 14 Jan
NZ$160
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this B&B in Chicago. Enjoy free breakfast, free Wi-Fi and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located ...
Opens in a new windowDorothy's
The Villa Toscana

The Villa Toscana

2.5 out of 5
3447 N Halsted Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 15 Jan to 16 Jan
NZ$164
15 Jan - 16 Jan 2026
includes taxes & fees
Stay at this B&B in Chicago. Enjoy free parking, a pool table and Netflix. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Opens in a new windowThe Villa Toscana
Save an average of 15% on thousands of hotels when you're signed in
Ray's Bucktown B&B

Ray's Bucktown B&B

3.5 out of 5
2144 N. Leavitt St Chicago IL
The price is NZ$287 per night from 17 Dec to 18 Dec
NZ$287
17 Dec - 18 Dec
includes taxes & fees
Stay at this business-friendly B&B in Chicago. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
Opens in a new windowRay's Bucktown B&B
The Publishing House B&B

The Publishing House B&B

3.5 out of 5
108 N May Street Chicago IL
The price is NZ$369 per night from 18 Dec to 19 Dec
NZ$369
18 Dec - 19 Dec
includes taxes & fees
Stay at this business-friendly B&B in Chicago. Enjoy free breakfast, free Wi-Fi and an on-site winery. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowThe Publishing House B&B
Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave Chicago IL
Stay at this business-friendly B&B in Chicago. Enjoy free breakfast, free Wi-Fi and parking (surcharge). Our guests praise the helpful staff in their reviews. ...
Opens in a new windowWicker Park Inn
House 5863 - Chicago Bed and Breakfast

House 5863 - Chicago Bed and Breakfast

3.5 out of 5
5863 North Glenwood Avenue Chicago IL
The price is NZ$286 per night from 4 Jan to 5 Jan
NZ$286
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly B&B in Chicago. Enjoy free breakfast, free Wi-Fi and a conference centre. Popular attractions Wrigley Field and Aragon Ballroom ...
Opens in a new windowHouse 5863 - Chicago Bed and Breakfast
Villa D' Citta

Villa D' Citta

3.5 out of 5
2230 N Halsted Street Chicago IL
The price is NZ$418 per night from 22 Dec to 23 Dec
NZ$418
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly B&B in Chicago. Enjoy free breakfast, free Wi-Fi and parking (surcharge). Popular attractions Wrigley Field and Michigan Avenue ...
Opens in a new windowVilla D' Citta
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4 out of 5
107 South Scoville Avenue Oak Park IL
The price is NZ$443 per night from 17 Dec to 18 Dec
NZ$443
17 Dec - 18 Dec
includes taxes & fees
Stay at this B&B in Oak Park. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions United Center and Frank Lloyd Wright Historic District are ...
Opens in a new windowHarvey House Bed & Breakfast
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.

B&Bs in Chicago

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.co.nz comes in, and that’s also where Chicago B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Chicago vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Chicago, you want it to be awesome, don’t you? Well then, check out lastminute.co.nz and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Chicago. No need to thank us—we know how great we are.

Chicago B&B essential information

Accommodation
13 B&B
Lowest Price
NZ$151
Highest Price
NZ$443
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

Top trending hotels in Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$165 per night from 5 Jan to 6 Jan
NZ$165
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy a fitness centre, valet parking (surcharge) and a 24-hour front desk. Our guests praise the helpful staff ...
Opens in a new windowHilton Chicago/Magnificent Mile Suites
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff and ...
Opens in a new windowSilversmith Hotel Chicago Downtown
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 29 Dec to 30 Dec
NZ$151
29 Dec - 30 Dec
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, room service and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowClub Quarters Hotel Wacker at Michigan, Chicago
Save an average of 15% on thousands of hotels when you're signed in
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 30 Dec to 31 Dec
NZ$261
30 Dec - 31 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
Opens in a new windowPalmer House a Hilton Hotel
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.