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, (1001)
"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 €104
includes taxes & fees
9 Feb - 10 Feb
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, (2697)
"Great fun place to stay close to most things in downtown "
United States
Kayla
The price is €69
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, (4890)
"Would stay there again"
United States
Zach
The price is €82
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, (3131)
"Second time to stay here, everything is great!"
United States
Wei
The price is €115
includes taxes & fees
8 Feb - 9 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, (3018)
"Great place to stay"
United States
Elisha
The price is €76
includes taxes & fees
18 Jan - 19 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, (2223)
"Fantastic stay! Looking forward to staying here again!!"
United States
Amber
The price is €86
includes taxes & fees
15 Jan - 16 Jan
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, (1515)
"Very nice and quiet, excellent location"
United States
Anthony
The price is €82
includes taxes & fees
8 Feb - 9 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, (2774)
"Great hotel staff and location. "
United States
Jacqueline
The price is €124
includes taxes & fees
21 Jan - 22 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, (3019)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is €79
includes taxes & fees
23 Jan - 24 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, (9744)
"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, (3676)
"Great stay!!!"
United States
Lorenzo Martrel
The price is €90
includes taxes & fees
18 Jan - 19 Jan
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, (1582)
"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is €102
includes taxes & fees
19 Jan - 20 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, (2051)
"Great stay"
United States
Kramer
The price is €82
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, (3353)
"Nice Hotel, convenient location fot shopping and walking around"
United States
Kerima
The price is €82
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, (4308)
"Amazing staff and perfect location "
United States
Brandi
The price is €78
includes taxes & fees
19 Jan - 20 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, (2311)
"Excellent location, service, view and food!!"
United States
Christine
The price is €131
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, (3420)
"The Hotel was amazing great location "
United States
Donnisha
The price is €179
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, (3863)
"Location, breakfast was good, room was nice. "
United States
Traci
The price is €72
includes taxes & fees
12 Jan - 13 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, (3171)
"Clean, nicely priced, nice staff, and perfectly located to food and nightlife "
United States
Calvin
The price is €87
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, (2349)
"Great hotel!!"
United States
Juancarlos
The price is €121
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

  • 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 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.

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