Little Italy Hotels near Chicago

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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, (1,002 reviews)
"Staff was polite and the location was close to the United Center with a courtesy shuttle. "
United States
Terri
The price is P9,162
P10,755 total
includes taxes & fees
Apr 26 - Apr 27
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, (2,435 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 P11,204
P15,203 total
includes taxes & fees
Apr 6 - Apr 7
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, (2,348 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is P12,890
P16,638 total
includes taxes & fees
Apr 6 - Apr 7
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, (2,237 reviews)
"Great stay!"
United States
Jessica
The price is P6,452
P9,412 total
includes taxes & fees
Apr 12 - Apr 13
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, (2,845 reviews)
"Was nice! "
Canada
Emilie
The price is P5,024
P6,958 total
includes taxes & fees
Apr 14 - Apr 15
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, (1,007 reviews)
"Great hotel."
United States
Kristin
The price is P9,577
P11,243 total
includes taxes & fees
Apr 5 - Apr 6
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, (5,057 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is P6,566
P7,707 total
includes taxes & fees
Apr 5 - Apr 6
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, (3,159 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is P7,288
P8,557 total
includes taxes & fees
Apr 12 - Apr 13
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, (1,577 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 P7,710
P10,819 total
includes taxes & fees
Apr 5 - Apr 6
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 P8,011
P11,169 total
includes taxes & fees
Apr 26 - Apr 27
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, (3,859 reviews)
"Loved the stay here !"
United States
Alisha
The price is P10,148
P11,913 total
includes taxes & fees
Apr 26 - Apr 27
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, (3,646 reviews)
"One of the best hotels to stay. "
United States
Julamad
The price is P15,231
P17,879 total
includes taxes & fees
Apr 6 - Apr 7
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, (2,719 reviews)
"We love staying here "
United States
Carrie
The price is P11,987
P15,839 total
includes taxes & fees
Apr 10 - Apr 11
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 P9,162
P12,522 total
includes taxes & fees
Apr 12 - Apr 13
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, (2,130 reviews)
"Nice place to stay. "
United States
Akanksha
The price is P6,216
P8,711 total
includes taxes & fees
Apr 26 - Apr 27
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 P11,059
P14,679 total
includes taxes & fees
Apr 12 - Apr 13
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, (2,143 reviews)
"Great room, lovely staff and fantastic location "
United Kingdom
Jessica
The price is P6,566
P7,708 total
includes taxes & fees
Apr 5 - Apr 6
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 P5,096
P5,982 total
includes taxes & fees
Apr 5 - Apr 6
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, (1,941 reviews)
"Hotel was really nice"
United States
LaCarr
The price is P7,606
P8,929 total
includes taxes & fees
Apr 29 - Apr 30
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 P5,581
P6,551 total
includes taxes & fees
Apr 8 - Apr 9
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 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

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

Consider a visit to Fashion Outlets of Chicago and take some time to enjoy the abundant dining options during your time in O'Hare. If you want to see more of the city, jump on the metro at Cumberland Station or Remote Parking Station.

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

  • Delicious Culinary Scene: Little Italy is renowned for its authentic Italian restaurants and charming cafés, offering a delightful range of local and traditional dishes.
  • Cultural Richness: The neighbourhood boasts a vibrant history, with cultural landmarks and events that reflect its Italian heritage.
  • Family-Friendly Atmosphere: Little Italy is ideal for family outings, featuring parks and activities suitable for all ages.
  • Urban Exploration: Visitors can enjoy the lively urban environment, complete with unique shops and local entertainment.
  • Varied Accommodation Options: The area offers a mix of charming hotels and apartments catering to various budgets and preferences.

Find great hotels near Little Italy

Explore an array of hotel options in Little Italy, Chicago, where you'll find a mix of charming hotels and apartments to suit your needs. Whether you're seeking pet-friendly accommodations, a welcoming environment for LGBTQIA travellers, or facilities tailored for business trips, Little Italy offers a variety of choices. Discover budget-friendly options and read reviews to ensure a delightful stay in this vibrant neighbourhood.

  • Congress Plaza Hotel: This 3.5-star hotel exudes a classic charm, making it a perfect choice for travellers seeking a combination of shopping and business amenities. Located in the bustling shopping district, the Congress Plaza Hotel boasts spacious accommodations equipped with modern conveniences. Guests appreciate its historical significance, with comfortable rooms that reflect the rich heritage of Chicago. With easy access to local shops and business centres, it provides a practical yet elegant base for your city exploration.
  • Hyatt Regency Chicago: A sophisticated 4-star hotel, Hyatt Regency Chicago stands out for its contemporary design and prime city centre location. Ideal for those looking for a shopping spree or a vibrant urban experience, this hotel offers a range of facilities including a fitness centre and dining options that cater to varied tastes. Guests enjoy its spacious rooms with stunning city views, making it an excellent choice for both business and leisure travellers who appreciate a stylish atmosphere while being close to Little Italy.
  • Best Western Grant Park Hotel: This family-friendly hotel provides a warm and welcoming environment, catering specifically to those travelling with children. Located in the shopping district, the Best Western Grant Park Hotel offers essential amenities like complimentary cribs and safety features such as window guards, ensuring a secure stay for families. Guests enjoy the comfortable accommodations and the convenience of nearby attractions, making it a delightful choice for family vacations in the heart of Chicago.

Where to stay near Little Italy

Discover the charm of Little Italy in Chicago, a vibrant neighbourhood perfect for family-friendly outings and weekend getaways. Immerse yourself in the urban atmosphere, where friendly locals and stunning scenery await. Explore the heart of Little Italy with its rich culture and delectable cuisine, while enjoying low crowds that allow for a relaxing experience. Nearby areas also offer a delightful blend of urban exploration and family-centric activities, ensuring a memorable visit for all.

  • Chicago: As a vibrant metropolis, Chicago is the heart of Little Italy and offers a diverse urban experience that will captivate any visitor. Renowned for its rich cultural heritage, the city boasts a blend of family-friendly attractions, outdoor spaces, and iconic city-themed experiences. During your stay, indulge in the bustling shopping areas, enjoy thrilling performances at local theatres, or cheer on your favourite sports teams at impressive stadiums. With urban parks for leisurely strolls and a variety of eateries serving delectable local and international cuisine, Chicago promises an unforgettable travel experience.
  • Downtown Chicago: Located a mere two miles from Little Italy, Downtown Chicago is a dynamic neighbourhood that pulses with energy. This area attracts visitors year-round, particularly during the summer months when families flock to enjoy outdoor festivals and events. Explore the extensive shopping districts, visit vibrant arenas, and take in a show at one of the many theatres. Downtown is also home to several urban parks and landmarks, making it a perfect spot for both relaxation and exploration. The lively atmosphere here ensures that you will always find something exciting to do.
  • The Loop: Just two miles from Little Italy, The Loop is Chicago's bustling downtown area and a hub of activity. Known for its iconic architecture and cultural attractions, visitors are drawn to this neighbourhood for its family-oriented activities and city-themed experiences. The Loop features a variety of shopping opportunities, world-class theatres, and sports facilities that cater to every interest. With its proximity to urban parks and tourist precincts, this area is ideal for those who wish to immerse themselves in Chicago's vibrant life while enjoying the beautiful scenery.

Things to do near Little Italy

Little Italy in Chicago is perfect for family outings and outdoor adventures, offering a vibrant city atmosphere. Explore the area’s educational sites, indulge in shopping, and enjoy arena entertainment. Key attractions include a delightful culinary scene and lively nightlife experiences, making it an ideal destination for a memorable trip. Discover the charm of this culturally rich neighbourhood, where every corner tells a story.

Shopping

Discover the vibrant shopping scene in Little Italy, starting with City Market, a bustling public market just 3.2km away, perfect for local goods. Don't miss the Harry Potter Shop Chicago, 4.8km away, offering magical souvenirs, and the family-friendly Chicago Place Mall, also 4.8km away, featuring diverse shops.

Recreation

Wrigley Field, a historic stadium, offers an electrifying atmosphere for sports enthusiasts, while Soldier Field presents an iconic venue for thrilling events nearby. For a change of pace, catch a performance at Pegasus Players, where vibrant entertainment awaits just a short distance from Little Italy.

Adventure

Embark on a scenic hike at Salt Creek Trail, located 16.1km from Little Italy, where you can immerse yourself in the great outdoors and enjoy stunning vistas. Alternatively, head to Rainbow Falls Waterpark, 32.2km away, for a thrilling day of family fun and adventure in the water.

Nightlife

The nightlife in Little Italy is vibrant and inviting. Enjoy a romantic evening at the Huntington Bank Pavilion for live performances, or unwind at Dave & Buster's for drinks and games. For a family-friendly option, catch a film at Film Row Cinema, just a short distance away.

*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 prices are lower. Booking your stay on a Monday can also help you avoid the weekend surge. Use Expedia's search tool to filter for budget-friendly accommodation and explore package deals that combine flights and activities for additional savings. Public transport is an economical option for getting around, and don't forget to look for free activities and events happening in the area to enhance your experience without breaking the bank.

  • 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 specify your budget, preferred location, and additional criteria. You can organise your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Additionally, you have the option to narrow down your selections by hotel type; for instance, by selecting the Eco-certified filter, you'll be presented with sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your hotel stay in Little Italy with your flights and activities through an Expedia package deal.

Find the best attractions near Little Italy

Little Italy in Chicago is perfect for family outings and city-themed holidays, offering an array of attractions such as urban parks, historic buildings, and impressive skyscrapers. Visitors can immerse themselves in the local culture while enjoying delightful dining experiences. Nearby points of interest provide additional opportunities for exploration, making it an ideal destination for those seeking a rich cultural experience in a vibrant urban setting.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue boasts a vibrant city atmosphere, featuring high-end shops, exquisite dining options, and striking architecture. Stroll along this iconic street to experience the hustle and bustle of Chicago life, all just 3.2km from Little Italy.
  • McCormick Place: As the largest convention centre in North America, McCormick Place hosts a range of events and conferences, creating a distinct business vibe. It's an ideal spot to witness the dynamic nature of Chicago’s professional landscape, located a mere 3.2km from Little Italy.
  • Millennium Park: This urban park is a family-friendly oasis, offering lush gardens, public art installations, and open spaces. Enjoy outdoor concerts, events, and the iconic Cloud Gate sculpture, all contributing to its vibrant city atmosphere, just 3.2km away from Little Italy.

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 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

Visiting Little Italy in Chicago is convenient with access to its major airports. Chicago O'Hare International Airport (ORD) is situated 24.1km away, with excellent 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. Midway International Airport (MDW) is closer at 11.3km, featuring luxurious accommodations such as The Langham, Chicago and Nobu Hotel Chicago, both 12.9km away. For those considering Chicago Executive Airport (PWK), located 33.8km from Little Italy, nearby options include the 4-star Hilton Chicago/Northbrook, a mile from the airport. Each hotel provides convenient access 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 28 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.
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, 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.