Little Italy Holidays from £821
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your University Village / Little Italy Holiday
Cafes, markets and bars and pubs are just a few of the things to look forward to when you lock in a holiday package to University Village / Little Italy. Whether you're seeking relaxation, adventure or something else, this food-lovers neighbourhood has it all. Eager to sightsee during your trip to University Village / Little Italy? Don't miss nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Don't just dream it — turn it into a reality! Secure your perfect University Village / Little Italy holiday with Expedia and enjoy travelling your way.
Price found within the past 48 hours. Click for updated prices.
Where to stay in Little Italy
Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Downtown Chicago
4 out of top 10 points of interest in this area
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 hotels in Little Italy
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
£109
2 Nov - 3 Nov
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
£137
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (5,506 reviews)
"The front desk staff was helpful before, during and after my stay!"
Reviewed on 9 Oct 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£129
1 Nov - 2 Nov
includes taxes & fees
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.
Frequently asked questions
How much does an University Village / Little Italy travel package cost?
Customize your University Village / Little Italy travel package from a low £821. Pick from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Don't forget to add on a few experiences or tours!
If I'm not able to travel, can I cancel my University Village / Little Italy travel package?
Yes, you can. We totally understand that life doesn't always go to plan, so we're happy to help if you have to make changes to your University Village / Little Italy travel package. It may be possible to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to University Village / Little Italy?
Just imagine all the thrilling things you could do in University Village / Little Italy with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your airfare and hotel bookings into an University Village / Little Italy travel package. You have loads of choice when you book with Expedia too. In fact, you can select from over 550 airlines and 1,000,000 hotel options globally. Whether you're heading off with the entire family or embarking on a solo adventure, planning a getaway to University Village / Little Italy is better with a package.
Does Expedia offer Book Now, Pay Later University Village / Little Italy holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
- Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in University Village / Little Italy?
Most people who visit University Village / Little Italy include Millennium Park and Wrigley Field on their must-see lists. Why not go for a hotel near these main attractions?
What are the top hotels in University Village / Little Italy?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most well-known hotels in University Village / Little Italy. Why not check out the amenities and facilities at each and then make up your mind?
How far in advance should I book my University Village / Little Italy holiday?
While prices fluctuate, we generally suggest booking your seats as early as possible. Most international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking late, you may still get lucky. Cheap journeys to University Village / Little Italy sometimes appear only weeks before departure.
What does an Expedia University Village / Little Italy travel package include?
Choose from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like tours and experiences. Want to pick your airfare class? That's easily done too. The choice is yours when it comes to putting together your perfect University Village / Little Italy trip.
What should I know before booking an University Village / Little Italy travel package?
Bundling your bookings into an University Village / Little Italy travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with an University Village / Little Italy Expedia travel package?
Yes, and with more than 550 airlines to pick from across the globe, you have plenty of choice. Look through the available options and see which airline suits your budget and needs.
Stay near popular Little Italy attractions
University of Illinois Chicago
8.4/10 (1,058 reviews)
Enjoy the student vibe at University of Illinois Chicago during your visit to Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Credit Union 1 Arena
8.0/10 (5 reviews)
Catch an event at Credit Union 1 Arena during your trip to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Jane Addams' Hull-House Museum
You can spend time studying the exhibits at Jane Addams' Hull-House Museum in Chicago. Discover the entertainment choices and notable monuments in this vibrant area.
Addams/Medill Park
After visiting Addams/Medill Park, make a plan to see the other sights and activities in Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.
St. Basil Greek Orthodox Church
St. Basil Greek Orthodox Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Provision Theater
You can make plans for a show at Provision Theater on your trip to Chicago. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.