Top Little Italy Hotels

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

See properties

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

See properties

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

See properties

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

See properties

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

See properties

Top Little Italy Hotel Reviews

Hotel Riu Plaza Chicago

10/10 Excellent

"This newer hotel was very nice. Clean efficient rooms. Great bathroom and sizable room. Hotel bar looked very cool and roof top bar good and not too crowded. However we were told that most of the roof top tables were reserved even though we arrived right when it opened and in a slower Wednesday night. There were a handful of tables offered but mostly in the sun, not under umbrellas. Included breakfast was huge and very good. We did have to call maintenance to replace the TV remote battery - we couldn’t even turn the TV off. Hotel WiFi didn’t seem to work at all. Great neighborhood and we will definitely stay here again"

Fairmont Chicago at Millennium Park

4/10 Poor

"I rented a suite. It was relatively very expensive so I expect more. There was orange seeds on the floor and a piece of orange peel and some M&M shell pieces on the floor when I arrived. The staff were just fair when I asked were certain things wise. It was almost like I expected me to know use terms that only the people that worked there would know. They did credit me that urban experience fee which I totally think is BS and doesn’t really help you at all because of the problems so at least they did something. They said they would offer me an another stay with a couple of free nights to make up for it. I’m waiting on that. They seem to be a smell when I open the door almost like cigarette smoke, but my wife says she doesn’t think it was, but there was definitely something strange. I’m not that picky but when I pay a lot, I expect a lot, but I have found is high-end hotels don’t deliver as well as medium of the road hotels. Maybe they have their customer base and they don’t really care but the medium the road hotels seem to still have a need to grow their business and go above and beyond whereas this hotel didn’t. I’ve stayed here before and was well pleased. This was a huge disappointment a year and a half later."

Hilton Chicago

4/10 Poor

"Unfortunately, the service was completely unacceptable. On our first day, I had to call customer service three separate times just to get our room cleaned. They didn’t show up until 7:30 PM. When you’ve been walking all day, the last thing you want is to return to a dirty room when you just want to collapse and rest. To make matters worse, the exact same thing happened the next day. While the front desk tried to fix it by offering a free breakfast voucher, a voucher doesn't make up for losing the peace of mind of coming back to a clean, restful room after a long day out. On top of the terrible housekeeping, the hotel hits you with a mandatory $25 per day "destination fee" that you cannot opt-out of. It supposedly covers the pool, internet, pickleball, and an $18 laundry credit, but it is entirely "use it or lose it." Forcing families to pay for amenities they might not even have time to use just feels like a greedy cash grab. Great location, but the management and service are severely lacking. I would not stay here again."

The Chicago Hotel Collection - Magnificent Mile

6/10 Okay

"we ended up having to pay $90 on top of what we paid on this app for no reason, our hotel was fully paid yet they charged us this without explaining what it was for, I didn’t want to ask because I was already stressed about not being able to check in early and being late to our activities for the day."

Frequently asked questions

What's it like in Little Italy?

Travelers to Chicago's Little Italy neighborhood will be sure to enjoy a stay in this neighborhood. Are you looking for Little Italy travel tips? Be sure to check out Credit Union 1 Arena and Provision Theater while you're in the neighborhood.

Where is the best place to stay in Little Italy?

Based on Expedia customer reviews, Courtyard by Marriott Chicago at Medical District/UIC is the highest ranked property in Little Italy. This hotel offers a restaurant and a fitness center.

How many hotels are there in the Little Italy area?

Expedia has 25 hotels and other accommodations in Little Italy to choose from, making this an ideal home base for exploring the greater Chicago area.

If I need to cancel my hotel reservation in Little Italy, will I receive a refund?

Yes! Most hotel room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Add dates, click "Search", then filter by "fully refundable" to view the best options available in Little Italy.

Where can I learn more about changing or cancelling my trip to Little Italy?

For additional details about picking new dates or cancelling your trip to Little Italy, head over to our customer service page.

What are the top things to see and do in Little Italy?

Credit Union 1 Arena, Provision Theater, and Jane Addams' Hull-House Museum are just a few attractions to check out in Little Italy. While you're out sightseeing, United Center and Soldier Field are a couple of additional sights to visit in Chicago.

How can I get around Little Italy and the greater Chicago area?

Looking for a quick way to explore more of the city? Catch a ride on metro transit at Racine Station and UIC-Halsted Station. To venture out of town, take a train from Chicago Halsted Station.

Explore a world of travel with Expedia

Book Hotels in Little Italy on Expedia.com

Find hotels in Little Italy, Chicago

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Little Italy hotels

Courtyard by Marriott Chicago at Medical District/UIC

Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hotel Riu Plaza Chicago

Hilton Chicago/Magnificent Mile Suites

Sheraton Grand Chicago Riverwalk

InterContinental Chicago Magnificent Mile by IHG

L7 Chicago by LOTTE

Aloft by Marriott Chicago Mag Mile

Swissotel - Chicago

LondonHouse Chicago, Curio Collection by Hilton

Radisson Blu Aqua Hotel Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

Fairmont Chicago at Millennium Park

Hilton Chicago

The Wade

Silversmith Hotel Chicago Downtown

Arlo Chicago

Hampton Inn Majestic Chicago Theatre District

Where to stay in Little Italy

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Little Italy Hotel Reviews

Hotel Riu Plaza Chicago

Frequently asked questions

Explore a world of travel with Expedia