Hot Chicago Bed & Breakfast Rates

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Featured B&B in Chicago

The Villa Toscana

The Villa Toscana

2.5 out of 5
3447 N Halsted, Chicago, IL
The price is NZ$172 per night from 7 Jan to 8 Jan
NZ$172
includes taxes & fees
7 Jan - 8 Jan 2025
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.
The Villa Toscana
Dorothy's

Dorothy's

3 out of 5
3445 N Halsted St, Chicago, IL
The price is NZ$147 per night from 14 Jan to 15 Jan
NZ$147
includes taxes & fees
14 Jan - 15 Jan 2025
Stay at this 3-star B&B in Chicago. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located ...
Dorothy's
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$298 per night from 1 Jan to 2 Jan
NZ$298
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star B&B in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Ray's Bucktown B&B
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The Sono Chicago

The Sono Chicago

3.5 out of 5
1428 N Cleveland Ave, Chicago, IL
The price is NZ$314 per night from 29 Dec to 30 Dec
NZ$314
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3.5-star B&B in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
The Sono Chicago
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$317 per night from 23 Jan to 24 Jan
NZ$317
includes taxes & fees
23 Jan - 24 Jan 2025
Stay at this 3.5-star business-friendly B&B in Chicago. Enjoy free breakfast, free WiFi, and an attached winery. Our guests praise the helpful staff in our reviews. ...
The Publishing House B&B
Harvey House Bed & Breakfast

Harvey House Bed & Breakfast

4 out of 5
107 South Scoville Avenue, Oak Park, IL
The price is NZ$454 per night from 30 Dec to 31 Dec
NZ$454
includes taxes & fees
30 Dec - 31 Dec
Stay at this 4-star B&B in Oak Park. Enjoy free breakfast, free WiFi, and free parking. Popular attractions United Center and Frank Lloyd Wright Historic District ...
Harvey House Bed & Breakfast
Wicker Park Inn

Wicker Park Inn

3.5 out of 5
1331 N Wicker Park Ave, Chicago, IL
The price is NZ$380 per night from 5 Jan to 6 Jan
NZ$380
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3.5-star business-friendly B&B in Chicago. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our ...
Wicker 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$395 per night from 1 Jan to 2 Jan
NZ$395
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star business-friendly B&B in Chicago. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wrigley Field and Aragon Ballroom ...
House 5863 - Chicago Bed and Breakfast
Villa D' Citta

Villa D' Citta

3.5 out of 5
2230 N Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly B&B in Chicago. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Wrigley Field and Michigan ...
Villa D' Citta
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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
29 B&B
Lowest Price
NZ$147
Highest Price
NZ$454
Popular accommodation
The Villa Toscana, Dorothy's, Ray's Bucktown B&B, The Sono Chicago, The Publishing House B&B, Harvey House Bed & Breakfast, Wicker Park Inn, House 5863 - Chicago Bed and Breakfast, Villa D' Citta

Top trending hotels in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$217 per night from 26 Dec to 27 Dec
NZ$217
includes taxes & fees
26 Dec - 27 Dec
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Congress Plaza Hotel
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$216 per night from 5 Jan to 6 Jan
NZ$216
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$342 per night from 10 Jan to 11 Jan
NZ$342
includes taxes & fees
10 Jan - 11 Jan 2025
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
Hyatt Regency Chicago
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Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is NZ$230 per night from 7 Jan to 8 Jan
NZ$230
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel
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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.

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^Subject to availability and chosen travel dates.