Hotels in Little Italy, Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Little Italy hotels

Courtyard by Marriott Chicago at Medical District/UIC

Courtyard by Marriott Chicago at Medical District/UIC
3.5 star property
Little Italy
8.8 out of 10, Excellent, (1,002 reviews)
"Staff was polite and the location was close to the United Center with a courtesy shuttle. "
United States
Terri
The price is RM613
RM720 total
includes taxes & fees
26 Apr - 27 Apr
Courtyard by Marriott Chicago at Medical District/UIC

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 5.1 km from Little Italy
9.4 out of 10, Exceptional, (2,436 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is RM750
RM1,018 total
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 2.8 km from Little Italy
8.6 out of 10, Excellent, (2,349 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is RM807
RM1,048 total
includes taxes & fees
12 Apr - 13 Apr
Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.9 km from Little Italy
9.2 out of 10, Wonderful, (2,238 reviews)
"Great stay!"
United States
Jessica
The price is RM432
RM630 total
includes taxes & fees
12 Apr - 13 Apr
Silversmith Hotel Chicago Downtown

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2,847 reviews)
"Was nice! "
Canada
Emilie
The price is RM335
RM465 total
includes taxes & fees
13 Apr - 14 Apr
Freehand Chicago

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 2.3 km from Little Italy
8.2 out of 10, Very good, (1,008 reviews)
"Great hotel."
United States
Kristin
The price is RM738
RM866 total
includes taxes & fees
10 Apr - 11 Apr
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,058 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is RM468
RM549 total
includes taxes & fees
7 Apr - 8 Apr
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,160 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is RM488
RM573 total
includes taxes & fees
12 Apr - 13 Apr
Aloft Chicago Mag Mile

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
River North, 3.8 km from Little Italy
8.8 out of 10, Excellent, (1,578 reviews)
"Clean room, great location! Walked just about every where. Shower was amazing and room lights were on dimmers which is great for night time with children. I would definitely stay at this location again. Great price for a big city and location!"
United States
Holly
The price is RM516
RM724 total
includes taxes & fees
6 Apr - 7 Apr
Hotel 55 Chicago Downtown

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 2.8 km from Little Italy
9.4 out of 10, Exceptional, (1,031 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is RM536
RM748 total
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 3.2 km from Little Italy
9.6 out of 10, Exceptional, (3,861 reviews)
"Loved the stay here !"
United States
Alisha
The price is RM613
RM720 total
includes taxes & fees
8 Apr - 9 Apr
L7 Chicago by LOTTE

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 3.4 km from Little Italy
9.4 out of 10, Exceptional, (3,647 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is RM1,020
RM1,197 total
includes taxes & fees
7 Apr - 8 Apr
LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,722 reviews)
"We love staying here "
United States
Carrie
The price is RM802
RM1,060 total
includes taxes & fees
10 Apr - 11 Apr
Hilton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
1.9 km from Little Italy
9.0 out of 10, Wonderful, (1,005 reviews)
"Super cute hotel. Great bar and food "
United States
Patricia
The price is RM613
RM838 total
includes taxes & fees
12 Apr - 13 Apr
The Hoxton Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 3.6 km from Little Italy
8.8 out of 10, Excellent, (2,132 reviews)
"Nice place to stay. "
United States
Akanksha
The price is RM480
RM658 total
includes taxes & fees
6 Apr - 7 Apr
The Godfrey Hotel Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 3.2 km from Little Italy
9.2 out of 10, Wonderful, (1,411 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is RM740
RM983 total
includes taxes & fees
12 Apr - 13 Apr
Sports Illustrated Resorts Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (2,144 reviews)
"Great room, lovely staff and fantastic location "
United Kingdom
Jessica
The price is RM440
RM516 total
includes taxes & fees
6 Apr - 7 Apr
Club Quarters Hotel Wacker at Michigan, Chicago

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 3.3 km from Little Italy
8.6 out of 10, Excellent, (529 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is RM341
RM401 total
includes taxes & fees
12 Apr - 13 Apr
FOUND Hotel Chicago River North

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 2.5 km from Little Italy
8.8 out of 10, Excellent, (1,943 reviews)
"Hotel was really nice"
United States
LaCarr
The price is RM476
RM559 total
includes taxes & fees
13 Apr - 14 Apr
Hilton Garden Inn Chicago Downtown South Loop

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.4 km from Little Italy
8.6 out of 10, Excellent, (2,056 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is RM374
RM439 total
includes taxes & fees
8 Apr - 9 Apr
Central Loop Hotel
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.

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.

Magnificent Mile

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

The Loop

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

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Vibrant Atmosphere: Stroll along Aberdeen Street to experience charming eateries and shops, showcasing the lively spirit of Little Italy.
  • Rich Cultural Heritage: Immerse yourself in the Italian culture and history of the Abruzzo region, complemented by scenic beauty reminiscent of the Amalfi Coast.
  • Family-Friendly Activities: Enjoy a variety of outdoor adventures and educational attractions suitable for all ages.
  • Diverse Accommodation: Choose from inviting hotels and charming apartments, catering to various needs, including pet-friendly options.
  • Friendly Locals: Experience the warmth and hospitality of the community, enhancing your visit to this urban oasis.

Find great hotels near Little Italy

Discover a delightful range of accommodation options in Little Italy, Chicago, from inviting hotels to charming apartments. Catering to diverse needs, these lodgings offer pet-friendly services, business amenities, and a welcoming environment for LGBTQIA travellers. Whether you seek a comfortable hotel stay or a homely Airbnb experience, you'll find various choices with essential facilities like air conditioning and seating arrangements, ensuring a pleasant visit to this vibrant neighbourhood.

  • Congress Plaza Hotel: Nestled in the heart of Chicago, the Congress Plaza Hotel boasts a distinctive blend of historic charm and modern convenience. With its 3.5-star rating, this hotel is ideal for business travellers and shopping enthusiasts alike. Located merely 3.2km from Little Italy, it places guests within reach of vibrant city life and numerous retail options. The hotel features spacious rooms, a well-equipped business centre, and a delightful on-site restaurant, ensuring a pleasant stay for both leisure and business guests.
  • Hyatt Regency Chicago: Experience an eco-friendly oasis at the Hyatt Regency Chicago, a 4-star hotel that caters to the conscious traveller. Situated 3.2km from Little Italy, this property is not only eco-certified but also warmly welcomes LGBTQIA guests. The hotel combines sustainability with modern luxury, offering stylish rooms, a fitness centre, and exquisite dining options. Located in the bustling shopping district, it provides an excellent base for exploring the city's attractions while enjoying a commitment to environmental responsibility.
  • Best Western Grant Park Hotel: Perfect for families, the Best Western Grant Park Hotel offers a welcoming atmosphere and thoughtful amenities for children. Located 3.2km from Little Italy, this hotel is an excellent choice for those seeking a family-friendly vacation. The property features essential amenities such as First Aid kits, window guards, and free cribs, ensuring a safe and enjoyable stay for younger guests. With its prime location in the shopping district, families can easily explore the local attractions while enjoying the comfort of their accommodations.

Where to stay near Little Italy

Little Italy, Chicago, is a delightful neighbourhood perfect for family-friendly adventures. Explore the vibrant atmosphere along Aberdeen Street, where you’ll find charming eateries and shops. Venture beyond to discover the rich culture of the Abruzzo region and the scenic beauty reminiscent of the Amalfi Coast. Immerse yourself in American history as you stroll through this urban oasis, where friendly locals enhance your experience. Enjoy a memorable holiday filled with delightful sights and sounds.

  • Chicago: As a vibrant metropolis, Chicago is a city rich in culture and diversity, and Little Italy is one of its charming neighbourhoods. Visitors flock to Chicago year-round, with peak seasons from June to August, drawn by its family-friendly atmosphere, outdoor activities, and urban experiences. The city is renowned for its shopping districts, entertainment arenas, and theatres. Key landmarks include iconic sports facilities, bustling tourist precincts, and serene urban parks, making it an ideal base for exploration.
  • Downtown Chicago: Located a mere 3.2km from Little Italy, Downtown Chicago is a bustling hub of activity and commerce. This neighbourhood sees steady visitor numbers throughout the year, with peaks from July to September. Families and outdoor enthusiasts will find plenty to enjoy here, including extensive shopping areas, vibrant entertainment venues, and captivating theatre productions. The area boasts notable landmarks such as sports stadiums, lively tourist precincts, and beautifully maintained urban parks, ensuring a memorable experience.
  • The Loop: Also situated 3.2km from Little Italy, The Loop is Chicago's central business district and a cultural epicentre. Visitor arrivals tend to peak from March to April and July, offering a range of family-friendly and outdoor experiences. The Loop is home to a variety of shopping areas, entertainment complexes, and theatres. With its proximity to key attractions such as tourist precincts, urban parks, and sports facilities, it’s a fantastic spot for immersing oneself in the city's vibrant atmosphere.

Things to do near Little Italy

Little Italy in Chicago offers a delightful mix of family-friendly activities and outdoor adventures, perfect for a city-themed getaway. Visitors can explore educational attractions, vibrant shopping areas, and arena entertainment facilities. While enjoying the rich Italian culture, don’t miss the chance to unwind at nearby beaches, making it an ideal destination for a well-rounded vacation experience.

Shopping

For shopping in Little Italy, visit Chicago Place Mall, offering a mix of family and business vibes, located 4.8km away. Alternatively, 900 North Michigan Shops, also 4.8km away, blends entertainment and family atmospheres. Don’t miss Maxwell Street Market, just 1.1km away, for a vibrant local experience.

Recreation

Experience the vibrant atmosphere at House of Blues Chicago, where live music energises your spirit. For relaxation, visit Northerly Island Natural Area, a serene escape ideal for unwinding amidst nature. Lastly, enjoy the thrill of sports at Wrigley Field, a must-see for any sports enthusiast.

Adventure

Experience the stunning vistas along Salt Creek Trail, a scenic hiking path located 16.1km from Little Italy, perfect for outdoor enthusiasts seeking adventure. For family fun, visit Rainbow Falls Waterpark, situated 32.2km away, offering thrilling rides and entertainment for all ages.

Nightlife

In Little Italy, Chicago Theatre enchants with its romantic and cultural performances, just 3.2km away. Nearby, Film Row Cinema offers family-friendly films in a lively atmosphere. For a more casual vibe, Dave & Buster's, located 4.8km away, blends entertainment with a touch of romance.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Little Italy

For an economical trip to Little Italy, consider visiting between December and February when accommodation prices drop. Mondays are the cheapest days to book, while Saturdays tend to be pricier. Use Expedia to compare options by budget, location, and hotel type, and sort results from lowest to highest price. Additionally, save even more by bundling your hotel, flights, and activities into a package. For public transport, utilise the CTA system for affordable travel around the city and explore free attractions to enhance your experience without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Little Italy are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Little Italy is Monday. The most expensive day to stay around Little Italy is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your options according to your budget, desired location, and preferred hotel type. To find the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservations in Little Italy with your flights and activities through an Expedia package.

Find the best attractions near Little Italy

Little Italy in Chicago, Illinois, is an ideal destination for families seeking a city-themed vacation filled with outdoor activities and cultural experiences. Visitors can explore various points of interest, including urban parks, historic buildings, and iconic skyscrapers, all of which provide a rich blend of culture and family-friendly fun. With its vibrant atmosphere, Little Italy promises memorable adventures for travellers of all ages.

  • Michigan Avenue: Experience the vibrant energy of Michigan Avenue, a bustling thoroughfare known for its shopping, dining, and iconic architecture. This lively street offers a blend of modern city vibes and historic charm, perfect for leisurely strolls or engaging in retail therapy.
  • McCormick Place: As the largest convention centre in North America, McCormick Place is the hub for business events and conferences. Its impressive facilities and modern design create a professional atmosphere, making it a central point for networking and industry showcases.
  • Millennium Park: Enjoy a family-friendly urban oasis at Millennium Park, where lush gardens, art installations, and outdoor concerts await. This park is an ideal spot for relaxation, cultural experiences, and enjoying the vibrant city life in a picturesque setting.

Best time to go to Little Italy

The best time to visit Little Italy can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Little Italy falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Little Italy falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Little Italy

Visiting Little Italy in Chicago is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is situated 24.1km away, with nearby accommodation options including the 4-star Hyatt Regency O'Hare and The Westin O'Hare, both 3.2km from the airport. Midway International Airport (MDW), located 11.3km from Little Italy, offers luxurious stays at the 5-star Nobu Hotel Chicago and Trump International Hotel & Tower, both within 16.1km. Finally, Chicago Executive Airport (PWK) lies 33.8km away, with the Embassy Suites by Hilton Deerfield and Hilton Chicago/Northbrook just a mile and three miles distant, respectively, ensuring easy access for travellers.

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 Jane Addams' Hull-House Museum 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 29 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, Jane Addams' Hull-House Museum and Provision Theater are just a few attractions to check out in Little Italy. While you're out sightseeing, Michigan Avenue and United Center 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