Hotels in Little Italy

Discover the Heartbeat of Culture and Nature in Little Italy

Nestled just southwest of downtown Chicago, Little Italy is a vibrant tapestry of Italian heritage and culture. Stroll along the charming streets lined with family-owned trattorias, traditional bakeries, and quaint shops, all infused with the aroma of rich pasta and fresh cannoli. Key attractions include the historic University of Illinois at Chicago and the bustling Taylor Street, known as the heart of Little Italy. Embrace the warmth of community events and festivals that celebrate Italian traditions, making it a perfect destination for food lovers and culture seekers alike. Experience the essence of Italy right in the heart of Chicago.

Discover great hotels in Little Italy

Little Italy offers a charming selection of hotels, ranging from cosy boutique options to comfortable mid-range establishments. With its vibrant atmosphere and proximity to cultural attractions, staying in this neighbourhood provides a delightful blend of convenience and local charm for any traveller. Here are some of our travelers' favorite hotels in Little Italy:

1. Courtyard by Marriott Chicago at Medical District/UICOpens in a new window: Set in the vibrant shopping district, Courtyard by Marriott Chicago at Medical District/UIC is a chic 3.5-star hotel that caters to the discerning leisure traveller. This property boasts stylish accommodations, a welcoming atmosphere for LGBTQIA guests, and proximity to a variety of shopping options. Guests appreciate the contemporary design and the unique experiences offered, making it an ideal choice for those seeking both relaxation and exploration. The hotel features amenities that enhance comfort, such as express check-in and curated experiences that ensure a smooth journey throughout your stay.
2. Chicago Parthenon HostelOpens in a new window: Located in the heart of the city centre, Chicago Parthenon Hostel is a trendy 2.0-star hostel that attracts the adventurous traveller. This property is renowned for its vibrant community atmosphere and city-themed décor, appealing to those who enjoy immersing themselves in local culture. With its welcoming stance towards LGBTQIA visitors, Chicago Parthenon Hostel provides a unique experience that blends comfort and social interaction. The lively environment and engaging activities create an inviting space for guests seeking memorable moments during their stay.
3. Hotel Chicago West LoopOpens in a new window: Nestled in the bustling city centre, Hotel Chicago West Loop is a charming 2.5-star hotel that caters primarily to the business traveller. This hotel offers a blend of functionality and comfort, allowing for a seamless travel experience. With key amenities designed for convenience, such as express check-in, this property ensures that guests can maximise their time in the city. The inviting atmosphere and thoughtful services contribute to a satisfying stay, making it an attractive option for those prioritising efficiency and comfort during their travels.

Top locations to stay in Little Italy

Some of the best areas to stay near are Michigan Avenue, McCormick Place, and Grant Park. Michigan Avenue offers vibrant nightlife and premier shopping, while McCormick Place is a hub for events and conventions. Grant Park boasts beautiful green spaces and cultural attractions. For first-time visitors, staying near Michigan Avenue is ideal for its accessibility to major attractions.

1. Near Michigan AvenueOpens in a new window: Staying near Michigan Avenue places you at the heart of Chicago's vibrant shopping scene, with options like the 900 North Michigan Shops and the Shops at North Bridge just a stone's throw away. You can also indulge in cultural experiences at venues like the Chicago Theatre and Cadillac Palace Theatre, while enjoying scenic strolls along the Chicago Riverwalk, creating a perfect blend of leisure and excitement.
2. Near Grant ParkOpens in a new window: This area is a haven for outdoor lovers, offering access to expansive green spaces and iconic landmarks like Millennium Park. You can take in stunning art installations and enjoy free concerts during the summer months. Plus, you're just moments away from cultural attractions such as the Auditorium Building and Theatre, making it a vibrant place to soak in the city's artistic scene.
3. Near McCormick PlaceOpens in a new window: Located near the city's premier convention centre, McCormick Place is ideal for those attending events or looking to explore the surrounding parks. With proximity to Soldier Field and the picturesque waterfront at Navy Pier, you’ll find plenty of options to enjoy both sporting events and leisurely days by the lake. It's a great spot to experience the city's dynamic atmosphere.

Things to do near Little Italy

Little Italy invites travellers to meander through its charming streets, where the aroma of authentic cuisine fills the air. Enjoy leisurely strolls in urban parks or engage in lively sports events nearby. With vibrant shopping areas and cultural experiences around every corner, it’s a delightful destination for those seeking both relaxation and excitement.

• Michigan AvenueOpens in a new window – Stroll down this iconic street, known for its vibrant energy and stunning architecture. Enjoy window shopping at high-end boutiques, or grab a bite at one of the many delightful restaurants lining the avenue.
• Navy PierOpens in a new window – Visit this bustling jetty, where fun is around every corner. Experience thrilling rides, indulge in delicious dining options, or take a leisurely stroll along the waterfront, soaking in the views of Lake Michigan.
• Grant ParkOpens in a new window – Take a break in this sprawling urban park, often referred to as Chicago's Front Lawn. Enjoy a leisurely walk through beautifully landscaped gardens, or catch a live concert at the iconic Jay Pritzker Pavilion.
• Chicago RiverwalkOpens in a new window – Discover the charm of the Chicago Riverwalk, a scenic promenade lined with dining spots and public art. It's a perfect place to relax, people-watch, and enjoy the bustling atmosphere of the city.
• Art Institute of ChicagoOpens in a new window – Explore this world-renowned art museum, home to an impressive collection of masterpieces. Wander through its galleries, admire works by famous artists, and don't miss the iconic Chicago stock exchange trading room.

4 tips for savvy savings when booking a hotel in Little Italy

1. Book for the cheapest times: The most budget-friendly time to visit Little Italy is during January, February, and December, when hotel rates tend to be lower. A stay of at least 2 to 3 days is recommended to fully appreciate the area's significant landmarks, cultural sites, and historical attractions. Visitors can explore a variety of points of interest including historic buildings, museums, a vibrant library, and picturesque parks. Additionally, there are recreational options such as a local sports stadium, a charming old town, and an arts centre, making it a great value for money destination for those looking to immerse themselves in the rich culture and history of Little Italy.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Little Italy, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. It’s advisable to enable email alerts or push notifications from Hotels.com to keep informed about flash sales and exclusive promotions, helping you seize any potential savings. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, ensuring you are among the first to know if rooms become available or prices drop for your preferred accommodations.
3. Be flexible with dates: Prices can fluctuate based on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in a hotel in Little Italy. For those seeking distinctive accommodations, boutique hotels can provide a more personalised experience and potentially better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll recommend alternative dates that could be more affordable, helping you secure the best deal.
4. Consider your location: Opting for accommodation closer to key attractions or city centres can be convenient, but it often tends to be more expensive. For more affordable options, consider hotels in less central areas or neighbourhoods, striking a balance between price and accessibility to the sites you wish to visit. You might also look into independent hotels situated further out, as they are more likely to offer a more authentic and budget-friendly experience.

Best time to go to Little Italy

Little Italy has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. The peak travel months to visit Little Italy are June to August, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and April are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.