Top 10 Little Italy Hotels of 2026

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Where to stay in Little Italy

Find the best Little Italy areas 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.

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Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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Top Little Italy Hotel Reviews

Congress Plaza Hotel

6/10 Okay

"I had an amazing view of Lake Michigan and the area but unfortunately Michigan Ave is very noisy at all times of the day and night. In addition, there were no black out shades and due to the rooms facing East, the sunrise was bright and early. I had to buy a sleeping mask just to sleep to 7am. The hotel is located in a great area so if you can overlook those issues, then you’d be fine. "

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"I can't say enough about this place. 5 stars all the way. The staff was fantastic from the moment we pulled up to check in until the moment we loaded the car to leave. Arriving in our room we were happy to find that there was a separate bedroom area. The view was phenomenal from our 15th floor room. The pool in the top floor also had stunning views. I can't wait to stay here again!!!"

The Chicago Hotel Collection - Magnificent Mile

2/10 Terrible

"BEWARE: I booked and paid for this hotel a month in advance. My train was delayed a few hours, so I arrived at the hotel about 7pm. However, I completed an echeck-in at the hotels request at 1pm. Upon arriving, there was a short line of people waiting to check-in and they were upset and asking to speak with a manager. When I got to the counter with my 2 kids, I was told they sold my room and there wasn't anything available for us. And on top of that, the money I had paid for the 2 nights stay was not refunded yet. I had only taken a some money with me for our daily activities so I had to use our daily living money to pay for another room that was a 30 min drive outside of the city. Completely ruined the trip I had planned for my daughter's birthday. The young girls running the front desk showed no remorse at all for leaving us with no place to stay. Their reasoning was that the hotel had sold out by 2:30 even though check in wasn't until 4. I had to call Expedia to get my refund and the hotel told Expedia that they were experiencing some technical errors with their booking system. A complete lie. So beware if this hotel. A reservation and prepaid room mean nothing. They will leave you on the streets of Chicago without blinking their eyes. Shameful . They sent me a text, while I was sitting in their lobby trying to figure out where I could stay on the money I had left ."

Frequently asked questions

What's it like in Little Italy?

Travellers to Chicago's Little Italy neighbourhood will be sure to enjoy a stay here. Are you looking for Little Italy travel tips? Make sure that you visit Credit Union 1 Arena and Provision Theater while you're in the neighbourhood.

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 centre.

How many hotels are there in the Little Italy area?

Expedia has 25 hotels and other accommodation options 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, the majority of hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to review the best options available in Little Italy.

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.

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Hotels in Little Italy

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Our top choices for Little Italy hotels

Courtyard by Marriott Chicago at Medical District/UIC

Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Eurostars Magnificent Mile

Silversmith Hotel Chicago Downtown

The Wade

Swissotel - Chicago

Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Aloft by Marriott Chicago Mag Mile

The Chicago Hotel Collection - Magnificent Mile

LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Arlo Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Sheraton Grand Chicago Riverwalk

Freehand Chicago

Hyatt Regency Chicago

Sports Illustrated Resorts Chicago

Hyatt Centric The Loop Chicago

Where to stay in Little Italy

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Little Italy Hotel Reviews

Congress Plaza Hotel

Frequently asked questions

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