Chicago Hotel Guide. Hotels in Little Italy, Chicago, United States of America

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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, (1,003 reviews)
"Friendly and helpful staff!!"
United States
Son
The price is €160
includes taxes & fees
9 Mar - 10 Mar
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, (2,390 reviews)
"Great stay"
United States
Blake
The price is €161
includes taxes & fees
28 Feb - 1 Mar
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, (3,489 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is €222
includes taxes & fees
27 Mar - 28 Mar
Hyatt Regency Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.7 km from Little Italy
9.0 out of 10, Wonderful, (3,216 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is €151
includes taxes & fees
24 Mar - 25 Mar
Swissotel - Chicago

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, (2,314 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is €171
includes taxes & fees
6 Mar - 7 Mar
Palmer House a Hilton Hotel

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (1,152 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is €214
includes taxes & fees
15 Mar - 16 Mar
Pendry Chicago

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, (3,685 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is €136
includes taxes & fees
10 Mar - 11 Mar
L7 Chicago by LOTTE

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.5 km from Little Italy
8.6 out of 10, Excellent, (2,073 reviews)
"Great place "
United States
Kamilah
The price is €198
includes taxes & fees
28 Feb - 1 Mar
Fairmont Chicago at Millennium 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, (2,334 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is €202
includes taxes & fees
27 Feb - 28 Feb
Sofitel Chicago Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 4.4 km from Little Italy
8.4 out of 10, Very good, (1,696 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is €99
includes taxes & fees
5 Mar - 6 Mar
The Wade

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 3.7 km from Little Italy
9.2 out of 10, Wonderful, (2,833 reviews)
"Amazing place to stay"
United States
victor
The price is €182
includes taxes & fees
28 Feb - 1 Mar
InterContinental Chicago Magnificent Mile by IHG

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, (3,611 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is €195
includes taxes & fees
16 Mar - 17 Mar
LondonHouse Chicago, Curio Collection by Hilton

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, (1,876 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is €191
includes taxes & fees
11 Mar - 12 Mar
Radisson Blu Aqua Hotel Chicago

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, (1,012 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is €146
includes taxes & fees
18 Mar - 19 Mar
Staypineapple, An Iconic Hotel, The Loop

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Theatre District, 3.1 km from Little Italy
9.0 out of 10, Wonderful, (1,011 reviews)
"Great location, clean hotel "
United States
Maricella
The price is €212
includes taxes & fees
6 Mar - 7 Mar
theWit Chicago, a Hilton 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, (3,399 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is €123
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 3.3 km from Little Italy
9.4 out of 10, Exceptional, (3,339 reviews)
"Everything was on point… we love the location"
United States
Beryl Ivonne
The price is €181
includes taxes & fees
21 Mar - 22 Mar
The Royal Sonesta Chicago Downtown

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, (2,833 reviews)
"Great stay "
United States
Rudy
The price is €128
includes taxes & fees
2 Mar - 3 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Little Italy
8.6 out of 10, Excellent, (3,109 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is €86
includes taxes & fees
1 Mar - 2 Mar
Aloft Chicago Mag 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, (1,288 reviews)
"Great hotel with great location. Would definitely stay here again. "
United States
Sheila
The price is €106
includes taxes & fees
25 Feb - 26 Feb
The Chicago Hotel Collection Ambassador Gold Coast
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.

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

Top Little Italy Hotel Reviews

Find out more about Little Italy

Top reasons to visit Little Italy

  • Rich Cultural Heritage: Little Italy showcases a vibrant history, reflected in its historic buildings and local traditions.
  • Authentic Cuisine: The area is renowned for its delicious Italian eateries, offering a true taste of Italy.
  • Scenic Parks: Enjoy leisurely strolls or picnics in picturesque parks that enhance the neighbourhood's charm.
  • Architectural Tours: Engage in fascinating boat tours highlighting the stunning architecture of the city.
  • Family-Friendly Activities: Little Italy offers a variety of engaging experiences suitable for all ages.

Find great hotels near Little Italy

Discover a range of delightful accommodation options in Little Italy, Chicago, where you can enjoy a vibrant atmosphere and excellent services. From modern hotels like the Allegro Royal Sonesta to the trendy Aloft Chicago Mag, there's something for everyone. Whether you're seeking pet-friendly lodgings or a welcoming environment for LGBTQIA travellers, Little Italy offers a perfect blend of comfort and convenience for your holiday.

  • Congress Plaza Hotel: A distinguished 3.5-star hotel, the Congress Plaza Hotel is ideally situated 3.2km from Little Italy, making it perfect for business-minded travellers. Nestled in a vibrant shopping district, this hotel features a range of business amenities, including multiple meeting rooms, an accessible business centre, and expansive conference spaces. The hotel’s atmosphere is tailored for those seeking a productive stay while also enjoying the bustling city life around them. With its commitment to service and convenience, the Congress Plaza Hotel is an excellent choice for both work and leisure.
  • The Whitehall Hotel, BW Premier Collection: This elegant 4-star boutique hotel is located 4.8km away from Little Italy, offering a unique blend of sophistication and inclusivity. The Whitehall Hotel is a proud supporter of LGBTQIA travellers, providing a welcoming environment complemented by artfully designed interiors. Business travellers will appreciate the dedicated business centre and meeting rooms. The hotel’s distinctive decor and artistic touches create a memorable ambiance, making it an ideal choice for those looking to experience Chicago’s vibrant culture while enjoying modern comforts.
  • Best Western Grant Park Hotel: Situated 3.2km from Little Italy, the Best Western Grant Park Hotel is an excellent choice for families seeking a shopping-oriented vacation. This hotel caters to families with children by providing essential amenities such as window guards, a free crib service, and a first-aid kit. The hotel’s prime location in a shopping district allows easy access to a variety of retail options, ensuring that families can enjoy both leisure and convenience during their stay. The welcoming atmosphere and family-friendly services make it a standout option for those travelling with children.

Where to stay near Little Italy

Little Italy, Chicago, offers a delightful blend of family-friendly experiences and urban charm. Wander through its bustling streets, where architectural marvels meet the warmth of friendly locals. Explore nearby neighbourhoods for scenic vistas and vibrant atmospheres, ideal for outdoor adventures. Discover the best spots for authentic cuisine and cultural immersion, ensuring a memorable vacation in this charming enclave of the Windy City.

  • Chicago: As the vibrant heart of Illinois, Chicago is a sprawling metropolis known for its remarkable architecture, rich history, and diverse culture. Little Italy is nestled within this dynamic city, making it an ideal starting point for exploration. Visitors flock to Chicago year-round, drawn by its family-friendly attractions, outdoor spaces, and urban experiences. Major highlights include the iconic Millennium Park, bustling shopping districts, and a vibrant arts scene showcased through numerous theatres and galleries. Sports enthusiasts will also appreciate the city's renowned stadiums and sports facilities.
  • Downtown Chicago: Located a mere 3.2km from Little Italy, Downtown Chicago is a bustling neighbourhood that captures the essence of the city. Known for its skyscrapers and lively atmosphere, it attracts visitors throughout the year, particularly in the summer months. Here, you can enjoy a plethora of shopping, dining, and entertainment options, from high-end boutiques to famous theatres. Notable landmarks such as the Art Institute of Chicago and the historic Chicago Riverwalk add to the allure, making it a must-visit for any traveller.
  • The Loop: Also situated 3.2km from Little Italy, The Loop is Chicago’s central business district and a hub of cultural activity. This neighbourhood is vibrant and ever-changing, with visitor numbers peaking in spring and summer. The Loop offers an array of experiences, including stunning urban parks, exciting theatre productions, and numerous shopping opportunities. Key attractions like the Willis Tower and Grant Park make it an essential stop for those wanting to immerse themselves in Chicago’s unique charm and energy.

Things to do near Little Italy

Little Italy in Chicago offers a delightful blend of family-friendly activities and urban exploration. Visitors can enjoy an array of entertainment options, including a fascinating architectural boat tour, vibrant shopping areas, and scenic bike rides. With its rich cultural heritage and engaging outdoor experiences, Little Italy is perfect for those seeking a memorable city getaway.

Shopping

For shopping in Little Italy, visit the Chicago Place Mall, offering a blend of business and family vibes, located 4.8km away. Alternatively, explore the vibrant Maxwell Street Market, just 1.1km away, where you can find unique gifts amidst the bustling atmosphere.

Recreation

Experience the vibrant atmosphere at Wrigley Field, just 9.7km away, where you can enjoy a lively sports event. For a musical escape, visit the House of Blues Chicago, located 3.2km away, offering fantastic live performances. Lastly, unwind at Northerly Island Natural Area, 4.8km away, for serene nature walks and relaxation.

Adventure

Embark on an invigorating hike along the Salt Creek Trail, located 16.1km from Little Italy, where stunning scenery and outdoor adventures await. For family fun, visit the Rainbow Falls Waterpark, 32.2km away, offering thrilling slides and entertainment perfect for a lively day out.

Nightlife

The nightlife in Little Italy is vibrant and diverse. Enjoy a show at the Chicago Theatre, just 3.2km away, or indulge in fun at Dave & Buster's, located 4.8km from the area. For a cinematic experience, Film Row Cinema, also 3.2km away, offers a romantic atmosphere.

*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 lower. Booking your stay on a Monday can also help you save, as Saturdays are the priciest. Use Expedia to find sustainable hotels by applying the Eco-certified filter and sort by price for the best deals. Look into package options that combine flights, accommodation, and activities for added savings. Additionally, take advantage of free activities in the area and utilise public transport to keep transport costs down.

  • 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: Utilise Expedia’s search tool to customise your preferences, such as your budget, preferred location, and type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To uncover the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You might find it beneficial to save some money by combining your hotel stay in Little Italy with your flights and activities through an Expedia package.

Find the best attractions near Little Italy

Little Italy in Chicago offers a delightful mix of family-friendly activities and urban exploration. Visitors can enjoy scenic parks, admire towering skyscrapers, and explore historic buildings that reflect the area’s rich culture. With attractions catering to those seeking cultural experiences and family outings, Little Italy is a perfect destination for a memorable city break.

  • Michigan Avenue: Experience the vibrant atmosphere of Michigan Avenue, a bustling street that epitomises Chicago's city life. With its impressive architecture, high-end shopping, and lively restaurants, it’s a perfect place to immerse yourself in the urban culture.
  • McCormick Place: As the largest convention centre in North America, McCormick Place is a hub of business activity. Attend conferences or exhibitions here and witness the dynamic environment that fuels innovation and networking in various industries.
  • Millennium Park: This urban oasis is perfect for families and outdoor enthusiasts. Enjoy beautiful gardens, art installations, and free events in a stunning setting that captures the essence of Chicago’s community spirit.

Best time to go to Little Italy

The best time to visit Little Italy is dependant 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

Travelling to Little Italy, Chicago, can be conveniently done via its major airports. Chicago O'Hare International Airport (ORD) is situated 24.1km away, with quality hotels nearby such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both approximately 3.2km from the airport. Alternatively, Midway International Airport (MDW) is only 11.3km away, offering luxurious options like the 5-star Trump International Hotel & Tower Chicago and Nobu Hotel Chicago, located 9 and 12.9km from MDW, respectively. Lastly, Chicago Executive Airport (PWK) is 33.8km away, with the 4.5-star Deer Path Inn and the Hilton Chicago/Northbrook as nearby accommodations.

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 Provision Theater 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 30 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, Provision Theater and Jane Addams' Hull-House Museum 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.

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