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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, (1,001 reviews)
"We stayed here for 3 Nights and overall we have a good experience. Staff was really friendly and helpful. Room was clean and beds were really comfy. "
Canada
Mohammad Atif
The price is Rp1.731.696
Rp2.032.838 total
includes taxes & fees
22 Jan - 23 Jan
Courtyard by Marriott Chicago at Medical District/UIC

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (2,697 reviews)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is Rp907.092
Rp1.360.622 total
includes taxes & fees
1 Feb - 2 Feb
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (4,893 reviews)
"Would stay there again"
United States
Zach
The price is Rp1.370.717
Rp1.609.085 total
includes taxes & fees
22 Jan - 23 Jan
River Hotel

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, (3,134 reviews)
"Second time to stay here, everything is great!"
United States
Wei
The price is Rp1.519.300
Rp2.256.365 total
includes taxes & fees
4 Feb - 5 Feb
Hotel Riu Plaza Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,020 reviews)
"Great place to stay"
United States
Elisha
The price is Rp1.275.280
Rp1.497.051 total
includes taxes & fees
22 Jan - 23 Jan
Aloft Chicago Mag Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 4.1 km from Little Italy
8.8 out of 10, Excellent, (2,227 reviews)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is Rp1.430.998
Rp1.679.850 total
includes taxes & fees
2 Feb - 3 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 4.7 km from Little Italy
9.0 out of 10, Wonderful, (1,515 reviews)
"Very nice and quiet, excellent location"
United States
Anthony
The price is Rp950.431
Rp1.608.730 total
includes taxes & fees
1 Feb - 2 Feb
Claridge House Chicago, Tapestry Collection by Hilton

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 4 km from Little Italy
8.2 out of 10, Very good, (2,775 reviews)
"Great hotel staff and location. "
United States
Jacqueline
The price is Rp1.626.046
Rp2.401.836 total
includes taxes & fees
20 Jan - 21 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 4.1 km from Little Italy
8.6 out of 10, Excellent, (3,019 reviews)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is Rp1.042.316
Rp1.716.588 total
includes taxes & fees
18 Jan - 19 Jan
Warwick Allerton - Chicago

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, (9,745 reviews)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 4.5 km from Little Italy
9.0 out of 10, Wonderful, (3,679 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is Rp1.499.796
Rp1.760.611 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Chicago/Magnificent Mile Suites

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,583 reviews)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is Rp1.694.780
Rp1.989.501 total
includes taxes & fees
22 Jan - 23 Jan
The Wade

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, (2,051 reviews)
"Great stay"
United States
Kramer
The price is Rp1.370.717
Rp1.609.085 total
includes taxes & fees
22 Jan - 23 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 2.4 km from Little Italy
8.8 out of 10, Excellent, (3,355 reviews)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is Rp1.368.249
Rp1.606.187 total
includes taxes & fees
22 Jan - 23 Jan
Club Quarters Hotel, Central Loop, Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 3.6 km from Little Italy
8.6 out of 10, Excellent, (4,308 reviews)
"Amazing staff and perfect location "
United States
Brandi
The price is Rp1.308.564
Rp1.536.124 total
includes taxes & fees
15 Jan - 16 Jan
Hilton Garden Inn Chicago Downtown/Magnificent Mile

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, (2,314 reviews)
"Excellent location, service, view and food!!"
United States
Christine
The price is Rp1.699.118
Rp2.566.567 total
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,422 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is Rp2.567.340
Rp3.506.294 total
includes taxes & fees
22 Jan - 23 Jan
Hyatt Regency Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 4.3 km from Little Italy
8.2 out of 10, Very good, (3,869 reviews)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is Rp1.284.486
Rp1.507.857 total
includes taxes & fees
22 Jan - 23 Jan
The Whitehall Hotel, BW Premier Collection

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,173 reviews)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is Rp1.451.347
Rp1.703.736 total
includes taxes & fees
8 Feb - 9 Feb
Eurostars Magnificent Mile

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 2.5 km from Little Italy
9.0 out of 10, Wonderful, (2,351 reviews)
"Great hotel!!"
United States
Juancarlos
The price is Rp1.659.138
Rp2.367.612 total
includes taxes & fees
10 Jan - 11 Jan
Hyatt Centric The Loop Chicago
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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

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

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Authentic Italian Cuisine: Savour delicious dishes reminiscent of the Abruzzo region, with numerous eateries offering a taste of Italy.
  • Rich Cultural Experiences: Immerse yourself in the neighbourhood's vibrant atmosphere and explore its historical significance.
  • Scenic Outdoor Trails: Enjoy picturesque views that evoke the beauty of the Amalfi Coast, perfect for outdoor enthusiasts.
  • Diverse Accommodations: Choose from a variety of lodging options that cater to all travellers' needs, including pet-friendly spaces.
  • Family-Friendly Atmosphere: Little Italy offers a delightful mix of attractions suitable for families and city explorers alike.

Find great hotels near Little Italy

Discover a charming selection of accommodations in Little Italy, Chicago, where diverse lodging options cater to every traveller's needs. Whether you prefer a cosy hotel or a well-equipped apartment, you’ll find pet-friendly options and welcoming spaces for LGBTQIA guests. With essential amenities such as air conditioning and convenient seating arrangements, your stay promises comfort and ease, making it an ideal choice for both leisure and business visitors.

  • Congress Plaza Hotel: The Congress Plaza Hotel is a charming 3.5-star accommodation located two miles from Little Italy, ideal for those seeking a blend of shopping and business travel. Situated in a vibrant shopping district, this hotel features elegant rooms with classic décor, a restaurant serving delicious cuisine, and a fitness centre for guests to maintain their workout routines. The property’s historic charm and convenient position make it a perfect base for exploring the city's attractions while enjoying a comfortable stay.
  • Club Quarters Hotel, Central Loop, Chicago: A 4-star gem located two miles from Little Italy, Club Quarters Hotel, Central Loop, is tailored for business travellers and LGBTQIA guests seeking a welcoming environment. Positioned in the bustling shopping district, this hotel boasts modern amenities, including a well-equipped business centre, a fitness room, and an on-site restaurant. The hotel’s commitment to inclusivity and convenience ensures that every guest feels at home while enjoying their stay in the heart of Chicago.
  • InterContinental Chicago Magnificent Mile by IHG: As a luxurious 4.5-star hotel situated two miles from Little Italy, the InterContinental Chicago Magnificent Mile offers a pet-friendly experience in the city centre. This upscale property features elegant rooms with stunning city views, a full-service spa, and gourmet dining options. With amenities designed for both leisure and business travellers, including pet policies that cater to furry friends, guests can enjoy the perfect blend of comfort and sophistication during their stay.

Where to stay near Little Italy

Little Italy in Chicago offers a delightful blend of urban charm and family-friendly experiences. Explore the vibrant atmosphere along Aberdeen Street, savour authentic cuisine reminiscent of the Abruzzo region, and immerse yourself in American history at nearby attractions. For outdoor enthusiasts, the scenic trails lead you to picturesque views reminiscent of the Amalfi Coast. This neighbourhood is perfect for those seeking a unique city-themed getaway filled with friendly locals and captivating surroundings.

  • Chicago: As a vibrant metropolis, Chicago is renowned for its rich cultural heritage and diverse attractions. Little Italy is nestled within this dynamic city, renowned for its iconic skyline and bustling urban life. Visitors flock to Chicago year-round for family-friendly activities, outdoor adventures, and city-themed experiences. The city boasts a plethora of shopping areas, theatres, and entertainment venues, while local landmarks such as sports stadiums and urban parks provide ample opportunities for exploration. Whether you’re indulging in deep-dish pizza or enjoying a stroll along the waterfront, Chicago offers an unforgettable travel experience.
  • Downtown Chicago: Located a mere 3.2km from Little Italy, Downtown Chicago is the heart of the city and a must-visit destination. This bustling neighbourhood attracts visitors year-round, particularly from July to September. Known for its family-oriented activities and outdoor spaces, Downtown is brimming with shopping districts, theatres, and arena entertainment. The iconic tourist precinct and nearby urban parks serve as perfect spots to unwind amidst the city’s hustle and bustle. Here, you can soak in the vibrant atmosphere while enjoying the architectural marvels that define the Chicago skyline.
  • The Loop: Just 3.2km away from Little Italy, The Loop is the city's central business district and a hub of activity. Frequented by tourists throughout the year, particularly in March to April and July, The Loop offers a range of family-friendly and outdoor activities. The neighbourhood is famous for its shopping areas, theatres, and exciting entertainment venues. Visitors can explore the stunning urban parks and local landmarks, including sports facilities that host major events. The Loop is an ideal place to experience the pulse of Chicago while enjoying its cultural and recreational offerings.

Things to do near Little Italy

Little Italy in Chicago is a delightful destination for families and outdoor enthusiasts, offering a vibrant city atmosphere. Visitors can indulge in educational excursions, explore various shopping areas, and enjoy the local arena for entertainment. Additionally, while there isn’t a beach nearby, the charming neighbourhood provides an array of Italian eateries and cultural experiences that make for a memorable getaway.

Shopping

In Little Italy, you can visit the Maxwell Street Market, just 1.1km away, offering a vibrant selection of local goods and street food. For a broader shopping experience, Chicago Place Mall and 900 North Michigan Shops, both 4.8km away, boast a variety of shops in a bustling atmosphere.

Recreation

Experience the vibrant sports atmosphere at Wrigley Field, just 9.7km away, or enjoy live music at Lincoln Hall, located 6.4km from Little Italy. For outdoor enthusiasts, MetroGolf Illinois Center, only 3.2km away, offers a refreshing golfing experience amidst beautiful surroundings.

Adventure

Explore Salt Creek Trail, a scenic hiking trail located 16.1km from Little Italy, perfect for outdoor enthusiasts seeking adventure. For a splash of fun, head to Rainbow Falls Waterpark, situated 32.2km away, where you can enjoy thrilling water rides and family-friendly entertainment.

Nightlife

Experience the vibrant nightlife of Little Italy by visiting Broadway Playhouse for captivating theatre performances, or enjoy a fun evening at Dave & Buster's with drinks and games. For a cinematic treat, catch a film at Film Row Cinema, perfect for a romantic night out or family bonding.

*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 during your visit to Little Italy, consider travelling between December and February when accommodation prices are at their lowest. Opt for a stay on a Monday, as Saturday is the priciest night. Use Expedia to find budget-friendly hotels by sorting search results and selecting eco-certified options. Additionally, combining your hotel, flight, and activities into a package can lead to further savings. For public transport, utilise the local bus or train services, which are economical ways to navigate the area while enjoying free local attractions and events.

  • 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 enables you to set your budget, choose your ideal location, and more. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Little Italy with your flights and activities by opting for an Expedia package.

Find the best attractions near Little Italy

Little Italy, Chicago, is an ideal destination for family and city-themed vacations, offering a vibrant mix of attractions such as urban parks, historic buildings, and towering skyscrapers. Visitors can immerse themselves in the rich culture and unique experiences that this charming neighbourhood has to offer, making it a delightful spot for both exploration and relaxation.

  • Michigan Avenue: Known as the “Magnificent Mile,” this vibrant street is lined with upscale shops, restaurants, and striking architecture, offering an exciting urban atmosphere perfect for shopping and exploring.
  • McCormick Place: As the largest convention centre in North America, McCormick Place hosts a variety of events and conferences, providing a bustling business vibe that showcases the city’s dynamic professional scene.
  • Millennium Park: A beautiful urban oasis, Millennium Park features lush gardens, art installations, and outdoor concerts, making it an ideal spot for families and city dwellers to unwind and enjoy cultural events.

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 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

Arriving in Little Italy, Chicago, is convenient with its proximity to three major airports. Chicago O'Hare International Airport (ORD) is approximately 24.1km away, with nearby accommodation options like the Hilton Chicago O'Hare Airport and Eaglewood Resort and Spa, both offering easy access to the airport. Midway International Airport (MDW), located around 11.3km from Little Italy, features hotels such as the InterContinental Chicago Magnificent Mile and Fairmont Chicago at Millennium Park. Chicago Executive Airport (PWK) is a bit further at 33.8km, with options like Crowne Plaza Chicago O'Hare and Grand Royal Hotel O'Hare, providing transport services for easy transfers to the airport.

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 31 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.