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Little Italy hotels in 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, (1,001 reviews)
"Staff was exceptionally helpful and nice. Close to everything we needed and the shuttle was great."
United States
LeAnne
The price is HK$1,615
HK$1,920 total
includes taxes & fees
2 Jul - 3 Jul
Courtyard by Marriott Chicago at Medical District/UIC

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, (2,493 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is HK$1,755
HK$2,320 total
includes taxes & fees
30 Jun - 1 Jul
Palmer House a Hilton Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 3.9 km from Little Italy
9.2 out of 10, Wonderful, (1,821 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is HK$1,003
HK$1,454 total
includes taxes & fees
8 Jul - 9 Jul
Omni Chicago Hotel

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, (1,108 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is HK$1,244
HK$1,711 total
includes taxes & fees
1 Jul - 2 Jul
Staypineapple, An Iconic Hotel, The Loop

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, (3,752 reviews)
"Great location!"
United States
William
The price is HK$1,800
HK$2,370 total
includes taxes & fees
30 Jun - 1 Jul
LondonHouse 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, (3,448 reviews)
"Staff was great."
United States
Marianne
The price is HK$1,592
HK$2,173 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt Regency Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 3.2 km from Little Italy
9.0 out of 10, Wonderful, (1,414 reviews)
"The location is great and the rooms are comfortable and spacious. The free yoga classes were a nice bonus. It is clear that the hotel is going through a transition."
Canada
Caroline
The price is HK$1,545
HK$2,060 total
includes taxes & fees
30 Jun - 1 Jul
Sports Illustrated Resorts 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, (2,277 reviews)
"Would definitely stay there again"
United States
Benjy
The price is HK$1,023
HK$1,392 total
includes taxes & fees
1 Jul - 2 Jul
The Godfrey Hotel Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,411 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is HK$1,122
HK$1,610 total
includes taxes & fees
1 Jul - 2 Jul
Swissotel - 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, (10,153 reviews)
"Great stay!"
United States
Daniel
The price is HK$1,069
HK$1,271 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza 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, (2,262 reviews)
"Wonderful stay"
United States
Taylor
The price is HK$959
HK$1,379 total
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 2.6 km from Little Italy
8.6 out of 10, Excellent, (2,886 reviews)
"Great stay"
United States
Jose saul
The price is HK$1,873
HK$2,457 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago

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)
"Great stay"
United States
Matt
The price is HK$1,105
HK$1,547 total
includes taxes & fees
2 Jul - 3 Jul
Hotel 55 Chicago Downtown

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 4.1 km from Little Italy
8.6 out of 10, Excellent, (3,024 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is HK$1,017
HK$1,439 total
includes taxes & fees
6 Jul - 7 Jul
Warwick Allerton - 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, (3,668 reviews)
"Had an amazing stay here!"
United States
Audrey
The price is HK$1,254
HK$1,491 total
includes taxes & fees
30 Jun - 1 Jul
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 4.2 km from Little Italy
7.8 out of 10, Good, (1,605 reviews)
"Enjoyed our stay"
United States
keary
The price is HK$1,012
HK$1,203 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection - Magnificent Mile

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.4 km from Little Italy
8.6 out of 10, Excellent, (2,185 reviews)
"Great hotel with awesome location"
United States
Daniel
The price is HK$1,036
HK$1,231 total
includes taxes & fees
1 Jul - 2 Jul
Central Loop Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.6 km from Little Italy
8.0 out of 10, Very good, (3,111 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is HK$895
HK$1,437 total
includes taxes & fees
5 Jul - 6 Jul
Freehand Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 3.8 km from Little Italy
8.6 out of 10, Excellent, (1,683 reviews)
"Location was great"
United States
Pamela
The price is HK$1,716
HK$2,320 total
includes taxes & fees
2 Jul - 3 Jul
Sheraton Grand Chicago Riverwalk

River Hotel

River Hotel
4.0 star property
The Loop, 3.3 km from Little Italy
8.8 out of 10, Excellent, (5,249 reviews)
"Excellent place to stay, as we found it central & walkable to most parks & attractions. The place was spotless & the staff were fantastic."
Canada
Jody
The price is HK$932
HK$1,109 total
includes taxes & fees
5 Jul - 6 Jul
River 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

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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Delicious Italian Cuisine: Experience authentic Italian dishes at renowned eateries, making it a haven for food lovers.
  • Rich Cultural Heritage: Immerse yourself in the vibrant history and traditions of the Italian immigrant community.
  • Charming Neighbourhood: Stroll through picturesque streets, showcasing historic buildings and a lively atmosphere.
  • Family-Friendly Activities: Enjoy a variety of activities suitable for all ages, from parks to entertainment options.
  • Welcoming Accommodations: Stay in charming hotels and apartments that reflect the neighbourhood's unique spirit.

Find great hotels near Little Italy

Discover a delightful stay in Little Italy, Chicago, where a selection of charming hotels and apartments cater to every traveller. Whether you're seeking pet-friendly accommodations, a welcoming atmosphere for LGBTQIA guests, or a convenient base for business travel, you'll find it all here. Experience the vibrant neighbourhood while enjoying modern comforts in newly established hotels that reflect the spirit of this unique area.

  • Congress Plaza Hotel: This 3.5-star hotel exudes a blend of historic elegance and modern convenience, making it an excellent choice for business travellers and shopping enthusiasts. Located 3km from Little Italy, the Congress Plaza Hotel features spacious rooms equipped with essential amenities to ensure a comfortable stay. Guests can enjoy easy access to the vibrant shopping district, alongside on-site dining options that cater to diverse tastes. The hotel’s central location provides a strategic base for exploring Chicago’s attractions.
  • Best Western Grant Park Hotel: A budget-friendly option, the Best Western Grant Park Hotel is ideal for families seeking a welcoming atmosphere and value for money. With a guest rating of 8.2 out of 10, this hotel is located 3km from Little Italy and offers child-friendly amenities such as free cribs and window guards for children, making it a practical choice for those travelling with little ones. Guests can also take advantage of its proximity to the shopping district, ensuring a convenient and enjoyable stay.
  • LondonHouse Chicago, Curio Collection by Hilton: For a touch of luxury, the LondonHouse Chicago is a 4.5-star hotel that caters to those seeking an upscale experience. Located 3km from Little Italy, this sophisticated property boasts a full-service spa, offering various treatments including deep tissue massages and prenatal massages. With a stunning rooftop bar and proximity to high-end shopping, this hotel is perfect for those looking to indulge in both relaxation and the vibrant city life.

Where to stay near Little Italy

Little Italy in Chicago offers a delightful blend of urban charm and family-friendly atmosphere, making it a perfect destination for tourists. Visitors can explore the rich Italian heritage, savour delicious cuisine, and enjoy vibrant street life. Nearby attractions include the picturesque University Village and the scenic surroundings of Taylor Street. The friendly locals and lively environment create an inviting experience that showcases the unique spirit of this beloved Chicago neighbourhood.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Midwest and the location of Little Italy. The city enjoys a steady influx of visitors year-round, with peak seasons from June to August. Travellers are drawn to Chicago for its family-friendly attractions and outdoor experiences. Highlights include a plethora of shopping areas, arena entertainment, and a thriving theatre scene. Notable landmarks nearby encompass impressive sports stadiums, bustling tourist precincts, and beautiful urban parks, making it a dynamic destination for exploration.
  • Downtown Chicago: Located a mere 3km from Little Italy, Downtown Chicago is an energetic neighbourhood renowned for its iconic skyline and cultural offerings. Like the rest of the city, it sees a steady stream of visitors, peaking in the warmer months. Here, families and outdoor enthusiasts can enjoy vibrant shopping districts, arena events, and captivating plays. Local attractions include bustling tourist precincts, major sports stadiums, and picturesque urban parks, providing a perfect blend of entertainment and relaxation.
  • The Loop: Also situated 3km from Little Italy, The Loop is Chicago's central business district and offers an exciting urban experience. Visitor numbers peak from March to April and again in July, reflecting the area's appeal for families and city explorers alike. The Loop is home to a diverse range of shopping venues, arena entertainment, and theatres. Key highlights include popular tourist precincts, scenic urban parks, and renowned sports facilities, ensuring there's always something to see and do.

Things to do in Little Italy

Shopping

In Little Italy, visit the charming shops along Taylor Street for unique gifts and souvenirs. Don't miss the vibrant Italian Market, where you can find artisanal food products and local crafts. For a broader selection, head to the nearby Damen Mall, featuring various boutiques and specialty stores.

Recreation

In Little Italy, the serene Oasis Wellness Centre offers rejuvenating spa treatments and yoga classes amidst calming decor. For outdoor enthusiasts, the nearby Garfield Park Conservatory provides a tranquil setting with lush greenery, showcasing exotic plants and inviting spaces for peaceful contemplation.

Adventure

Explore the vibrant streets of Little Italy, where you can enjoy a walking tour of historical sites and indulge in delicious Italian cuisine at local eateries. Discover unique shops and lively markets, and immerse yourself in the culture while taking in the charming neighbourhood atmosphere.

Nightlife

The nightlife in Little Italy is vibrant, with lively bars and eateries. Start your evening at the charming Artango Bar & Grill for tapas and cocktails, then enjoy live music at the historic Italian Village. For a relaxed vibe, consider the outdoor seating at Piccolo Sogno.

*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 trip to Little Italy, consider visiting between December and February for lower accommodation prices. Mondays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia’s search tool to filter hotels by budget and preferences, including eco-friendly options. Additionally, look for package deals that combine flights, hotels, and activities for further savings. Finally, utilise public transport or explore the area on foot to minimise travel costs while enjoying free local attractions.

  • 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, ideal location, and various other preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can 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 and city-themed holidays, offering a rich blend of culture and history. Visitors can explore urban parks, historic buildings, and the towering skyline. This vibrant area showcases its immigrant community and shares connections with other Little Italys, such as those in New York City and Boston, making it an ideal destination for those seeking a family-friendly experience infused with cultural heritage.

  • Michigan Avenue: Known for its vibrant atmosphere, Michigan Avenue is a bustling hub of shopping, dining, and culture. Stroll along the Magnificent Mile, where you can explore an array of boutiques, luxury stores, and impressive architecture that reflects the city's rich history.
  • Millennium Park: This urban park offers a blend of art and nature, featuring stunning installations like the Cloud Gate sculpture. It’s an ideal space for families to enjoy outdoor activities, concerts, and seasonal events, all amid beautifully landscaped gardens.
  • Chicago Riverwalk: A picturesque waterfront promenade, the Chicago Riverwalk allows visitors to unwind while taking in scenic views of the city skyline. Ideal for leisurely walks, dining al fresco, or enjoying water activities, it’s a lovely escape from the urban hustle.

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.

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

Accessing Little Italy in Chicago is convenient via its major airports. Chicago O'Hare International Airport (ORD) is situated 24km away, with nearby accommodations such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both only 3km from the airport. Alternatively, Midway International Airport (MDW) is located 11km from Little Italy, with luxurious options like the 5-star Trump International Hotel & Tower and Nobu Hotel, both within 14km. For a more distant option, Greater Rockford Airport (RFD) is 124km away, offering hotels like the 3.5-star Embassy Suites by Hilton Rockford Riverfront, just 8km from 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 23 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, 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.

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