A city skyline with illuminated skyscrapers and a vibrant fountain display.

Find 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

This weekend
Next weekend

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, (1,000 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is NT$5,993
NT$7,125 total
includes taxes & fees
Jul 2 - Jul 3
Courtyard by Marriott Chicago at Medical District/UIC

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
21 km from Little Italy
8.8 out of 10, Excellent, (2,752 reviews)
"Hotel was clean, very friendly staff and conveniently located from the airport"
United States
Jason
The price is NT$5,066
NT$5,774 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency O'Hare Chicago

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
12.3 km from Little Italy
9.2 out of 10, Wonderful, (1,062 reviews)
"Check in was easy, room was clean, it was quiet and location was convenient."
United States
Barbara
The price is NT$3,900
NT$4,328 total
includes taxes & fees
Jul 1 - Jul 2
Carleton of Oak Park

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
4.2 km from Little Italy
9.4 out of 10, Exceptional, (2,534 reviews)
The price is NT$7,427
NT$9,777 total
includes taxes & fees
Jul 5 - Jul 6
Sofitel Chicago Magnificent Mile

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, (1,672 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is NT$4,585
NT$5,451 total
includes taxes & fees
Jul 2 - Jul 3
The Chicago Hotel Collection Ambassador Gold Coast

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
24 km from Little Italy
9.0 out of 10, Wonderful, (3,026 reviews)
"Great stay, great food and great staff."
United States
Jonathan
The price is NT$4,524
NT$5,212 total
includes taxes & fees
Jul 8 - Jul 9
Holiday Inn Chicago O'Hare – Rosemont by IHG

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 2.3 km from Little Italy
8.6 out of 10, Excellent, (2,815 reviews)
"Great stay thank you"
United States
Jane
The price is NT$4,559
NT$5,989 total
includes taxes & fees
Jul 2 - Jul 3
La Quinta Inn & Suites by Wyndham Chicago Downtown

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 2.6 km from Little Italy
7.6 out of 10, Good, (2,649 reviews)
"Great location and helpful staff."
United States
Ming
The price is NT$4,272
NT$5,079 total
includes taxes & fees
Jul 1 - Jul 2
Travelodge by Wyndham Downtown Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,897 reviews)
"Great stay"
United States
Jose saul
The price is NT$7,615
NT$9,988 total
includes taxes & fees
Jul 1 - Jul 2
Hilton Chicago

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, (2,882 reviews)
"Excelent stay in Chicago with a great breakfast that is include. Awesome location and staff was very helpful."
United States
Joseph
The price is NT$6,087
NT$8,172 total
includes taxes & fees
Jul 7 - Jul 8
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (4,580 reviews)
"Clean room, great breakfast and close to everything we needed"
United States
Kyle
The price is NT$5,089
NT$6,959 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Riu Plaza Chicago

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, (2,063 reviews)
"Great room and view. Clean, near by Grant park, great staff."
United States
Kimberly
The price is NT$5,540
NT$6,586 total
includes taxes & fees
Jul 5 - Jul 6
Hilton Garden Inn Chicago Downtown South Loop

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.5 km from Little Italy
9.4 out of 10, Exceptional, (3,449 reviews)
"Staff was great."
United States
Marianne
The price is NT$7,806
NT$10,417 total
includes taxes & fees
Jul 2 - Jul 3
Hyatt Regency Chicago

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
1.6 km from Little Italy
9.0 out of 10, Wonderful, (2,314 reviews)
"Nice area to stay"
United States
ahmad
The price is NT$5,419
NT$6,444 total
includes taxes & fees
Jul 1 - Jul 2
Crowne Plaza Chicago West Loop by IHG

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 4.6 km from Little Italy
8.6 out of 10, Excellent, (2,518 reviews)
"Good breakfast, great view from room"
United States
Randy
The price is NT$4,996
NT$5,939 total
includes taxes & fees
Jul 2 - Jul 3
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
1.7 km from Little Italy
9.0 out of 10, Wonderful, (1,289 reviews)
"My stay at the Hyatt House was great. With spacious clean rooms, friendly staff, good amenities, and breakfast varieties your stay in the heart of Chicago will be one full of adventure and memories."
United States
Claudine
The price is NT$6,566
NT$7,807 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt House Chicago/West Loop-Fulton Market

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 4 km from Little Italy
9.0 out of 10, Wonderful, (1,004 reviews)
"All around great stay. "
United States
Nicholas
The price is NT$4,747
NT$5,644 total
includes taxes & fees
Jul 1 - Jul 2
Fairfield Inn & Suites Chicago Downtown / 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, (1,121 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is NT$5,387
NT$7,351 total
includes taxes & fees
Jul 6 - Jul 7
Staypineapple, An Iconic Hotel, The Loop

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 2.4 km from Little Italy
8.8 out of 10, Excellent, (1,395 reviews)
"Great hotel , the location is was great so close to everything we had planned"
United States
Daniel
The price is NT$5,703
NT$6,780 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Place Chicago/Downtown - The Loop

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
3.6 km from Little Italy
8.6 out of 10, Excellent, (1,960 reviews)
"Beautiful hotel, amazing staff, perfect location. Will definitely make this a regular hotel to stay at while in Chicago."
United States
April
The price is NT$7,536
NT$9,945 total
includes taxes & fees
Jul 6 - Jul 7
Radisson Blu Aqua Hotel 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 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

  • Authentic Italian Cuisine: Savor delicious dishes at traditional Italian restaurants and eateries, showcasing the neighborhood's culinary heritage.
  • Charming Streets: Stroll through picturesque streets filled with vibrant markets and friendly locals, capturing the essence of Little Italy.
  • Cultural Insights: Explore the rich history of the area's immigrant community through historic buildings and cultural education.
  • Scenic Parks: Enjoy outdoor activities in nearby urban parks and take in breathtaking views along the Chicago River.
  • Diverse Accommodations: Choose from a variety of hotels and cozy apartments that cater to all travelers, ensuring a comfortable stay.

Find great hotels near Little Italy

Discover a range of hotel accommodations in the vibrant Little Italy neighborhood of Chicago, Illinois. Whether you're seeking a modern hotel or a cozy apartment, you'll find options that cater to various needs, including pet-friendly amenities and a welcoming atmosphere for LGBTQIA travelers. Enjoy your stay in a locale rich with cultural heritage and delicious cuisine, making your visit to Little Italy both memorable and comfortable.

  • Congress Plaza Hotel: Nestled in the heart of Chicago, the Congress Plaza Hotel offers a distinctive blend of historic charm and modern conveniences. With a solid 3.5-star rating and a guest score of 8.0, this hotel caters to business travelers and shopping enthusiasts alike. Located just 3km from Little Italy, it situates you near vibrant retail areas. Guests can enjoy spacious rooms, a business center, and dining options that make it an ideal spot for those balancing work and leisure.
  • Best Western Grant Park Hotel: This budget-friendly hotel boasts a guest rating of 8.2 and is perfect for families seeking comfort and convenience. Situated 3km from Little Italy, the Best Western Grant Park Hotel provides an array of child-friendly amenities, including a complimentary crib service and a First Aid kit. Its location in the shopping district allows easy access to family-oriented attractions, making it a great choice for those looking to explore Chicago with loved ones without breaking the bank.
  • LondonHouse Chicago, Curio Collection by Hilton: For travelers seeking luxury, the LondonHouse Chicago is a standout choice, featuring a stellar rating of 9.4. Located just 3km from Little Italy, this 4.5-star hotel offers a sophisticated spa experience, including deep tissue massages and body wraps designed for ultimate relaxation. Its prime location in the shopping district enhances your stay, allowing easy access to upscale boutiques and dining options. Enjoy the lavish amenities and stunning views that define this exceptional property.

Where to stay near Little Italy

Little Italy in Chicago is a vibrant neighborhood perfect for families and outdoor enthusiasts. Explore the charming streets filled with authentic Italian eateries, bustling markets, and friendly locals. Nearby, the enchanting University Village offers a blend of culture and urban scenery, while the scenic views along the Chicago River provide a picturesque backdrop. Dive into the rich heritage and welcoming atmosphere of this iconic neighborhood, making your visit an unforgettable experience.

  • Chicago: As a bustling metropolis, Chicago serves as the vibrant backdrop for Little Italy. This iconic city is known for its diverse culture and rich history, attracting travelers year-round. Visitors flock to Chicago for family-friendly activities, outdoor adventures, and an immersive city experience. Explore the bustling shopping districts, enjoy live performances at renowned theaters, or catch a game at one of the impressive sports stadiums. Notable landmarks such as Millennium Park and the Chicago Riverwalk are easily accessible, making it a hub for urban exploration.
  • Downtown Chicago: Located a mere 3km from Little Italy, Downtown Chicago is an energetic neighborhood that embodies the city's spirit. This area sees consistent visitor traffic throughout the year, especially during the peak summer months. Families and outdoor enthusiasts will find plenty to do, from shopping in high-end boutiques to exploring popular attractions. The area's proximity to urban parks and entertainment venues, including theaters and sports facilities, makes it a must-visit destination for anyone looking to experience the essence of Chicago.
  • The Loop: Also just 3km from Little Italy, The Loop is Chicago's bustling downtown district, known for its stunning architecture and vibrant atmosphere. Visitor numbers tend to peak in the spring and summer, drawing families and city explorers alike. The Loop is home to a plethora of shopping areas, theaters, and sports venues, ensuring that there’s something for everyone. Nature lovers can unwind in urban parks that dot the landscape, providing a perfect contrast to the lively city scene. This neighborhood encapsulates the dynamic energy that defines the heart of Chicago.

Things to do in Little Italy

Shopping

In Little Italy, Chicago, enjoy a stroll through the charming streets lined with unique shops and boutiques offering authentic Italian gifts and souvenirs. Don't miss the vibrant Italian Market, where you can find local delicacies and handmade crafts to take home as memorable keepsakes from your visit.

Recreation

Explore the serene atmosphere at the Italian Cultural Center, where you can participate in yoga classes and art workshops. Enjoy a leisurely stroll through the historic streets, savoring authentic Italian cuisine at local eateries. For a relaxing afternoon, visit Arrigo Park, offering tranquil green spaces and walking paths.

Adventure

Explore the vibrant streets of Little Italy, where you can immerse yourself in the rich Italian culture through delicious cuisine and charming boutiques. Visit the National Italian American Sports Hall of Fame to learn about the contributions of Italian-Americans in sports, and enjoy a leisurely walk along Taylor Street.

Nightlife

Explore the vibrant nightlife in Little Italy by visiting The Rosebud, known for its classic Italian dishes and lively atmosphere. For a unique cocktail experience, stop by the trendy Bar Siena, where you can enjoy craft cocktails and shareable plates in a bustling environment.

*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 families and outdoor enthusiasts, offering a blend of culture and city experiences. Visitors can explore urban parks, iconic skyscrapers, and historic buildings that showcase the area's rich immigrant community. Don't miss the chance to compare it with Little Italy in Boston and NYC, as each has its unique charm. Whether you're seeking family-friendly activities or cultural insights, Little Italy has something for everyone.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue features a vibrant mix of shopping, dining, and architectural beauty. This bustling street is lined with high-end boutiques, luxury hotels, and iconic landmarks, providing a quintessential Chicago experience.
  • Millennium Park: This urban park is a green oasis in the heart of the city, featuring stunning art installations like the Cloud Gate, known as The Bean. With open spaces, gardens, and family-friendly activities, it’s an ideal spot for relaxation and cultural exploration.
  • Chicago Riverwalk: The Riverwalk offers a scenic waterfront promenade where visitors can enjoy picturesque views of the city skyline. It’s a lively area perfect for strolling, dining, and engaging in outdoor activities along the beautiful Chicago River.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Little Italy, Chicago, is convenient with three major airports. Chicago O'Hare International Airport (ORD) is 24km away, with nearby hotels like Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 3km from the airport. Midway International Airport (MDW) is only 11km away, offering luxury options such as Trump International Hotel & Tower and Nobu Hotel, both approximately 8-14km from the airport. Lastly, Milwaukee's General Mitchell International Airport (MKE) is 122km distant, featuring Potawatomi Hotel & Casino and The Pfister Hotel, each located 10km from the airport. Transportation services are readily available from these hotels to their respective airports.

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 Jane Addams' Hull-House Museum 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 24 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, Jane Addams' Hull-House Museum, and Provision Theater are just a few attractions to check out in Little Italy. While you're out sightseeing, Soldier Field and Michigan Avenue 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