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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, (1,000 reviews)
"Staff was polite and the location was close to the United Center with a courtesy shuttle. "
United States
Terri
The price is NT$5,351
NT$6,362 total
includes taxes & fees
May 25 - May 26
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, (2,479 reviews)
"Great place to stay "
United States
Mark
The price is NT$6,097
NT$8,320 total
includes taxes & fees
May 26 - May 27
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, (2,417 reviews)
"We had a wonderful stay. Enjoyed breakfast at the hotel, with wonderful, attentive staff. "
United States
Cynthia
The price is NT$4,663
NT$6,333 total
includes taxes & fees
May 25 - May 26
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, (2,239 reviews)
"Super nice staff, nice room, great location. We really enjoyed our stay. "
United States
Jim
The price is NT$3,751
NT$5,420 total
includes taxes & fees
May 27 - May 28
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, (2,924 reviews)
"Great stay"
United States
Agnes Nmabila
The price is NT$3,150
NT$4,307 total
includes taxes & fees
May 25 - May 26
Freehand Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 3.9 km from Little Italy
9.4 out of 10, Exceptional, (3,994 reviews)
"Enjoyed the stay"
United States
Adam
The price is NT$4,188
NT$5,868 total
includes taxes & fees
May 25 - May 26
Hotel Riu Plaza Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 4.2 km from Little Italy
7.6 out of 10, Good, (1,346 reviews)
"It was a great stay and good getaway "
United States
Ciara
The price is NT$4,191
NT$4,983 total
includes taxes & fees
May 10 - May 11
The Chicago Hotel Collection - Magnificent Mile

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, (1,051 reviews)
"Wonderful restaurant, amazing food."
United States
Robert
The price is NT$4,561
NT$6,345 total
includes taxes & fees
May 26 - May 27
Staypineapple, An Iconic Hotel, The Loop

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,133 reviews)
"Very convenient location, kind staff, and comfy rooms. "
United States
Molly Christina
The price is NT$4,529
NT$5,385 total
includes taxes & fees
May 25 - May 26
River Hotel

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, (1,968 reviews)
"Easy check in and clean rooms, comfortable beds and easy access to everything downtown."
United States
Megan
The price is NT$4,127
NT$4,907 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Chicago Downtown South Loop

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, (2,199 reviews)
"Beautiful inside and out with tons to do within walking distance."
United States
Valerie
The price is NT$3,758
NT$5,177 total
includes taxes & fees
May 25 - May 26
The Godfrey Hotel Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,293 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is NT$5,333
NT$7,371 total
includes taxes & fees
Apr 30 - May 1
Swissotel - Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,761 reviews)
"Clean room and great location "
United States
Diana
The price is NT$5,013
NT$6,886 total
includes taxes & fees
May 25 - May 26
Hilton 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
8.4 out of 10, Very Good, (1,002 reviews)
"A fantastic hotel for solo travelers - perfect area, close to museums and restaurants, great bar"
United States
Michelle Renee
The price is NT$4,698
NT$5,585 total
includes taxes & fees
May 10 - May 11
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 4.8 km from Little Italy
8.2 out of 10, Very Good, (1,388 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is NT$4,485
NT$5,332 total
includes taxes & fees
May 13 - May 14
The Chicago Hotel Collection Ambassador Gold Coast

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 3.3 km from Little Italy
8.4 out of 10, Very Good, (575 reviews)
"Great location great staff great hotel!"
United States
Refak
The price is NT$2,809
NT$3,298 total
includes taxes & fees
Apr 30 - May 1
FOUND Hotel Chicago River North

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,197 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is NT$4,698
NT$5,585 total
includes taxes & fees
May 10 - May 11
Aloft Chicago Mag Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 2.7 km from Little Italy
8.0 out of 10, Very Good, (10,164 reviews)
"Great stay"
United States
Matthew
The price is NT$4,198
NT$4,991 total
includes taxes & fees
May 8 - May 9
Congress Plaza Hotel

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, (2,230 reviews)
"Perfect location great room for the price "
United States
Lisa
The price is NT$4,687
NT$5,573 total
includes taxes & fees
May 25 - May 26
Club Quarters Hotel Wacker at Michigan, Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,476 reviews)
"Nice property and a very nice and helpful staff"
United States
Lonny
The price is NT$5,044
NT$5,998 total
includes taxes & fees
May 10 - May 11
Eurostars Magnificent Mile
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 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.

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.

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.

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.

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.

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Delicious Italian Cuisine: Little Italy is renowned for its authentic Italian eateries, offering a variety of traditional dishes that delight food lovers.
  • Vibrant Atmosphere: The neighborhood boasts a lively ambiance, perfect for family-friendly outings and cultural experiences.
  • Cultural Heritage: Immerse yourself in the rich Italian-American culture through community events and local traditions.
  • Unique Shopping: Explore charming shops and boutiques that reflect the local character and artistry.
  • Welcoming Accommodations: Enjoy a range of lodging options, from cozy apartments to pet-friendly hotels, ensuring a comfortable stay.

Find great hotels near Little Italy

Explore a variety of hotel accommodations in Little Italy, Chicago, where you can find options ranging from cozy apartments to welcoming hotels. This vibrant neighborhood offers pet-friendly options, perfect for business travelers and those seeking an LGBTQIA-friendly environment. Whether you're looking for cheap hotels or unique stays, Little Italy has the perfect lodging to suit your needs, ensuring a memorable visit filled with charm and culture.

  • Congress Plaza Hotel: Nestled in the heart of Chicago, the Congress Plaza Hotel boasts a rich history and a welcoming atmosphere for business travelers and shopping enthusiasts alike. Located 3.2km from Little Italy, this 3.5-star hotel features spacious rooms adorned with classic décor, offering modern amenities such as free Wi-Fi and a fitness center. Guests appreciate the hotel's proximity to local shopping districts and attractions, making it an ideal base for exploring the city. With its historic charm and convenient location, the Congress Plaza Hotel is a perfect choice for those seeking a blend of business and leisure.
  • Hyatt Regency Chicago: As a premier 4-star hotel situated 3.2km from Little Italy, the Hyatt Regency Chicago stands out for its commitment to inclusivity and sustainability. With eco-certification and a welcoming atmosphere for LGBTQIA travelers, the hotel features stylishly designed rooms equipped with modern amenities, including a fitness center and multiple dining options. Guests rave about the hotel's focus on eco-friendly practices, from energy-efficient systems to sustainable dining choices. Located in the vibrant shopping district, this hotel offers a perfect blend of comfort, style, and social responsibility.
  • Best Western Grant Park Hotel: Ideal for families looking to explore Chicago, the Best Western Grant Park Hotel is conveniently located 3.2km from Little Italy and offers a range of amenities tailored for children. Families will appreciate features such as free cribs, window guards, and first aid kits, ensuring a safe and comfortable stay. The hotel combines affordability with a central location in the shopping district, making it easy for guests to enjoy the local attractions. With a warm and inviting atmosphere, this hotel is perfect for creating lasting family memories.

Where to stay near Little Italy

Little Italy, Chicago, is a charming neighborhood perfect for a family-friendly getaway. With its vibrant atmosphere, visitors can enjoy delicious Italian cuisine while exploring the heart of the community. Nearby attractions offer a blend of urban scenery and friendly locals, making it an ideal destination for a weekend escape. Enjoy low crowds and a welcoming vibe as you discover the unique culture and experiences Little Italy has to offer.

  • Chicago: Chicago, a bustling metropolis, is home to Little Italy and offers a rich blend of culture, dining, and entertainment. Visitors can enjoy a year-round influx of activities, with peak tourist seasons occurring from June to August. Chicago is famous for its family-friendly attractions, outdoor experiences, and vibrant city life. Explore iconic landmarks such as the Millennium Park and the Magnificent Mile, or catch a sports game at one of the local stadiums. With numerous shopping districts and theaters, Chicago provides an unforgettable urban experience.
  • Downtown Chicago: Located 3.2km from Little Italy, Downtown Chicago is a dynamic neighborhood that pulses with energy. Known for its skyscrapers and commercial hubs, it attracts visitors year-round, particularly during the summer months. Families and outdoor enthusiasts will find plenty to do, from shopping in high-end boutiques to enjoying concerts in the parks. Notable attractions include the Art Institute of Chicago and the Chicago Riverwalk, where you can soak in the stunning city views. The vibrant theater scene also makes it a must-visit for culture lovers.
  • The Loop: The Loop, situated 3.2km from Little Italy, is Chicago's central business district and a cultural hotspot. This neighborhood experiences consistent tourist activity throughout the year, with peak visits in spring and summer. It's ideal for those seeking family adventures and outdoor fun. The Loop is home to several iconic attractions, including Grant Park and the Chicago Symphony Orchestra. With its array of shopping options, theaters, and sports venues, The Loop promises a rich travel experience that captures the essence of Chicago's urban charm.

Things to do near Little Italy

Little Italy in Chicago offers a vibrant mix of family-friendly activities, outdoor experiences, and city-themed attractions. Visitors can enjoy a lively nightlife, explore unique shopping areas, and discover educational venues. Major highlights include delicious Italian eateries and an array of entertainment facilities, making it a perfect destination for a memorable trip filled with cultural experiences and fun activities.

Shopping

For a delightful shopping experience in Little Italy, visit Maxwell Street Market, just 1.1km away, offering a vibrant mix of city and business vibes. For a larger selection, the Chicago Place Mall and 900 North Michigan Shops, both 4.8km away, provide family-friendly environments with diverse shopping options.

Recreation

Wrigley Field, a historic sports stadium, offers an energetic atmosphere perfect for sports enthusiasts. Enjoy live music and vibrant entertainment at the House of Blues Chicago, while Northerly Island Natural Area provides a tranquil escape with nature trails, scenic views, and peaceful surroundings for relaxation.

Adventure

Experience the breathtaking scenery along the Salt Creek Trail, a hiking path located 16.1km from Little Italy, perfect for outdoor enthusiasts. For family fun, visit Rainbow Falls Waterpark, situated 32.2km away, where thrilling water slides and attractions await adventure seekers of all ages.

Nightlife

Experience the vibrant nightlife in Little Italy. Enjoy a captivating show at the Chicago Theatre, just 3.2km away, or unwind with drinks and games at Dave & Buster's, located 4.8km from the neighborhood. Catch a film at Film Row Cinema, also 3.2km away, for a fun night out.

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

Booking tips and Expedia advantages for Little Italy

To save money on your visit to Little Italy, consider traveling between December and February when hotel prices are at their lowest. Booking your stay on a Monday can also help you find better rates compared to Saturdays. Utilize Expedia’s search tool to filter for the most affordable accommodations and eco-friendly options. Look for package deals that combine flights, hotels, and activities for additional savings. Don't forget to explore the area on foot and take advantage of free local attractions to make the most of your budget-friendly trip.

  • 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: Expedia's search tool makes it easy to set your budget and choose your ideal location, among other preferences. You can sort the results to display hotels from the most affordable to the more expensive, ensuring you find the best deals first. Additionally, you can refine your search by hotel type; for instance, by selecting the Eco-certified filter, you can discover sustainable and environmentally-friendly lodging options that are ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Little Italy with your flights and activities by booking an Expedia package.

Find the best attractions near Little Italy

Little Italy in Chicago is perfect for family and outdoor city-themed vacations, offering a blend of urban parks, impressive skyscrapers, and historic buildings. Visitors can immerse themselves in the local culture while enjoying family-friendly experiences. Nearby attractions enhance your visit, making Little Italy a delightful destination for tourists seeking a vibrant city atmosphere and rich heritage.

  • Michigan Avenue: Experience the bustling energy of Michigan Avenue, a renowned shopping and cultural hub. This iconic street is lined with upscale shops, restaurants, and stunning architecture, making it perfect for a leisurely stroll or a shopping spree.
  • McCormick Place: As the largest convention center in North America, McCormick Place offers a unique glimpse into the business and event scene of Chicago. Attend a conference or explore exhibitions showcasing innovations across various industries.
  • Millennium Park: Enjoy the outdoors at Millennium Park, where art and nature blend seamlessly. Relax by the famous Cloud Gate sculpture, attend free concerts, or simply take in the vibrant atmosphere with family and friends.

Best time to go to Little Italy

The best time to visit Little Italy is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 SunnySlightly HighSlightly 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 SunnyAverageSlightly 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

Traveling to Little Italy, Chicago is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is situated 24.1km away and offers great hotel options like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is only 11.3km from Little Italy and features luxury hotels such as the 5-star Nobu Hotel Chicago, located 12.9km away. For those considering Chicago Executive Airport (PWK), it's 33.8km from Little Italy, with nearby accommodations including the 4-star Embassy Suites by Hilton, just 4.8km from the airport.

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.

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