Hotels in Little Italy

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Dec 24 - Dec 25
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Check prices in Little Italy for tonight, Dec 24 - Dec 25
Dec 25 - Dec 26
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Featured Hotels in Little Italy

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.73 mi from Little Italy
$156 nightly
The price is $179 total per night
$179 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Guests of Palmer House a Hilton Hotel enjoy a full-service spa, an indoor pool, and a 24-hour gym. Parking is available for USD 57 per night (USD 85 per night for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and access to locker space. Other amenities at this luxury hotel include a conference center, a business center, and express check-in.
Pool
Spa
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.63 mi from Little Italy
$139 nightly
The price is $163 total per night
$163 total
Dec 30 - Dec 31
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.8 mi from Little Italy
$127 nightly
The price is $149 total per night
$149 total
Dec 30 - Dec 31
Total with taxes and fees
Guests of Silversmith Hotel Chicago Downtown enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 79 per night. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include conference space, a 24-hour business center, and a computer station.
Free WiFi
Air conditioning
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.08 mi from Little Italy
$89 nightly
The price is $104 total per night
$104 total
Dec 25 - Dec 26
Total with taxes and fees
At Club Quarters Hotel Wacker at Michigan, Chicago, guests have access to a gym, free WiFi in public areas, and meeting rooms. Valet parking is offered for USD 76 per day. The 24-hour front desk has staff standing by to help with luggage storage, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and a computer station.
Pet friendly
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.24 mi from Little Italy
$94 nightly
The price is $111 total per night
$111 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.31 mi from Little Italy
$94 nightly
The price is $110 total per night
$110 total
Jan 22 - Jan 23, 2026
Total with taxes and fees
Guests staying at Eurostars Magnificent Mile enjoy access to a full-service spa, a gym, and a sauna. Valet parking is offered for USD 68 per night. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and tours or tickets. Other amenities at this spa hotel include free WiFi in public areas, meeting rooms, and conference space.
Spa
Free WiFi
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.49 mi from Little Italy
$91 nightly
The price is $107 total per night
$107 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
At Warwick Allerton - Chicago, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 72 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Other amenities at this family-friendly hotel include a conference center, a 24-hour business center, and a computer station.
Free WiFi
Air conditioning
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.66 mi from Little Italy
$83 nightly
The price is $97 total per night
$97 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection features a gym, free WiFi in public areas, and a business center. Self parking is offered for USD 58 per night. The 24-hour front desk has staff standing by to help with concierge services, securing valuables, and luggage storage. Other amenities at this boutique hotel include a meeting room, a computer station, and free newspapers.
Breakfast included
Pet friendly
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
2.81 mi from Little Italy
$89 nightly
The price is $105 total per night
$105 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include a business center, express check-out, and a porter/bellhop.
Pet friendly
Free WiFi
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Little Italy Hotels

Orbitz makes it easy to find the best Little Italy hotel deals for your trip. With an outstanding selection, easy-to-use search tools and descriptive hotel profiles, you'll find Little Italy hotel deals in a wink..

Great selection of hotels in Little Italy

Whether you're searching for hotels in Little Italy on business, or hunting for a family getaway, Little Italy hotel options are only a click away. Find hotels in Little Italy with the location, star-rating and facilities you need. Narrow your search results even further by star rating, hotel chain and amenities, such as free parking, babysitting services, or fitness centers. And with area maps, you can view Little Italy hotels close you are to the airport and nearby attractions.

Little Italy hotel reviews, photos and virtual tours

Thanks to photos and virtual tours, you can look before you book your Little Italy hotel reservation. Check out Little Italy hotel properties using interactive tools which allow you view hotel rooms, common areas and key features. On Orbitz, you can also learn more about hotels in Little Italy with unbiased reviews from verified Little Italy hotel guests. We ask guests to offer candid feedback on services, comfort, location, value and amenities.

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24/7 support with Little Italy hotel reservations

When it comes to finding hotels in Little Italy, an Orbitz specialist can help you find the property right for you. Chat live or call 1-800-454-3743 any time for help booking your hotels in Little Italy. Our team of experts can help you pinpoint Little Italy hotels options suited to your tastes and budget.

Forget Orbitz change or cancel fees on Little Italy hotels

On Orbitz, Little Italy hotel deals mean flexibility. If you need to change your Little Italy hotel reservations, or cancel your stay, Orbitz doesn't charge cancel or change fees. Orbitz also offers great selection on airline tickets, vacation packages, and car rental deals to so you can plan your trip to Little Italy all in one place.

 

Little Italy hotels essential information

Accommodation
4,775 hotels
Lowest Price
$97
Highest Price
$179
Popular hotels
Hilton Chicago/Magnificent Mile Suites, Palmer House a Hilton Hotel, Silversmith Hotel Chicago Downtown, Club Quarters Hotel Wacker at Michigan, Chicago, Hilton Chicago, Eurostars Magnificent Mile, Embassy Suites by Hilton Chicago Downtown River North, Warwick Allerton - Chicago, The Whitehall Hotel, BW Premier Collection

Popular places to visit

University of Illinois Chicago

University of Illinois Chicago

Enjoy the collegiate vibe at University of Illinois Chicago during your stay in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

See properties in University of Illinois Chicago
University of Illinois Chicago

Credit Union 1 Arena

Catch an event at Credit Union 1 Arena during your trip to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

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Credit Union 1 Arena

Provision Theater

You can enjoy a show at Provision Theater during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

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Provision Theater

Recent Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

5/5 Excellent
"Staff was incredibly welcoming upon arrival and was fantastic throughout the stay! Perfect location for walking as well as catching the train, can’t recommend enough"
A verified traveler stayed at Hilton Chicago/Magnificent Mile Suites
Posted 21 hours ago
Hilton Chicago/Magnificent Mile Suites