Title: Little Italy Holidays 2026 from £1,223 | Expedia.co.uk

[Hotels in Little Italy](https://expedia.co.uk/Little-Italy-Chicago-Hotels.0-n553248635976007736-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.co.uk/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.co.uk/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Little Italy Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Little-Italy.d553248635976007736.Car-Hire-Guide)

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# Little Italy Holidays from £1,223

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to £335 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Packages 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](https://www.expedia.co.uk/Millennium-Park-Downtown-Chicago.d6069201.Attraction), [Willis Tower](https://www.expedia.co.uk/Willis-Tower-Downtown-Chicago.d6064069.Attraction) and [Art Institute of Chicago](https://www.expedia.co.uk/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Attraction). 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.

![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Felix River North/Magnificent Mile

Downtown Chicago

£1,223

per person

13 May - 20 May

found 7 hours ago

Return direct flight included

Glasgow (GLA) to Chicago (ORD)

8.2/10 Very Good! (2,365 reviews)

Clean, wonderful employees they were very kind and accommodating

Reviewed on 23 Feb 2026

![Sentral Michigan Avenue](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/a9b3121a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sentral Michigan Avenue

Downtown Chicago

£1,928

per person

30 Mar - 3 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.2/10 Wonderful! (983 reviews)

Room was okay, but first room was dirty with stained bed sheets and peeling wrap on the cupboards. It was nice, may choose to stay again

Reviewed on 24 Feb 2026

![Home2 Suites by Hilton Chicago River North](https://images.trvl-media.com/lodging/33000000/32750000/32749300/32749215/7948ccb3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Home2 Suites by Hilton Chicago River North

Downtown Chicago

£1,891

per person

30 Mar - 3 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

8.4/10 Very Good! (2,048 reviews)

Amazing hotel (clean and aesthetically pleasing), central to local hotspots and friendly staff! Would definitely recommend again.

Reviewed on 21 Feb 2026

![Kasa Magnificent Mile Chicago](https://images.trvl-media.com/lodging/47000000/46240000/46231100/46231022/5915e3d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kasa Magnificent Mile Chicago

Downtown Chicago

£1,902

per person

30 Mar - 3 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.2/10 Wonderful! (619 reviews)

The facility is all around good—upkeep, accommodations, robust heating during an extreme cold spell, plus responsive staff throughout, from entry desk to engineers to Greystar management office.

Reviewed on 6 Feb 2026

![Kasa River North Chicago](https://images.trvl-media.com/lodging/67000000/66430000/66425400/66425311/825d44e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kasa River North Chicago

Downtown Chicago

£1,925

per person

30 Mar - 3 Apr

found 1 day ago

Return flight included

London (LON) to Chicago (ORD)

9.4/10 Exceptional! (177 reviews)

Better furniture. Everything was very cheap quality

Reviewed on 22 Feb 2026

## 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](https://expedia.co.uk/Chicago-University-Village-Little-Italy.dx553248635976007736)

![Downtown Chicago featuring a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Chicago

5 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. 

[Find hotels in Downtown Chicago](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods&regionId=6350699)

![Magnificent Mile - River North](https://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Magnificent Mile

 Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes. 

[Find hotels in Magnificent Mile](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods&regionId=800025)

![The Loop - Downtown featuring a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### The Loop

4.5/5(187 area reviews)

 Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean. 

[Find hotels in The Loop](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods&regionId=800024)

![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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. 

[Find hotels in River North](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods&regionId=6350695)

![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### O'Hare

3.5/5(10 area reviews)

 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. 

[Find hotels in O'Hare](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods&regionId=553248635074842747)

## Top hotels in Little Italy

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

£78

25 Feb - 26 Feb

includes taxes & fees

8/10 Very Good! (9,929 reviews)

Staff- location!

Reviewed on 23 Feb 2026

[](https://expedia.co.uk/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true&regionId=553248635976007736)

![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Fully refundableReserve now, pay when you stay

£107

4 Mar - 5 Mar

includes taxes & fees

9.4/10 Exceptional! (3,399 reviews)

Nice and good variety breakfast. Room was nice and clean. Good shower with nice pressure. Complimentary bag storage after checking out.

Reviewed on 24 Feb 2026

[](https://expedia.co.uk/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true&regionId=553248635976007736)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Fully refundableReserve now, pay when you stay

£89

4 Mar - 5 Mar

includes taxes & fees

8.6/10 Excellent! (5,698 reviews)

Amazing view

Reviewed on 23 Feb 2026

[](https://expedia.co.uk/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true&regionId=553248635976007736)

[See all 4,808 properties in Little Italy](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&regionId=553248635976007736)

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.

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Family Friendly Holidays

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Golf Holidays

[](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click)

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Luxury Holidays

[](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click)

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LGBTQ+ Holidays

[](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click)

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Romantic Holidays

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Ski Holidays

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![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

## Frequently asked questions

### How much does an University Village / Little Italy travel package cost?

### If I'm not able to travel, can I cancel my University Village / Little Italy travel package?

### How do I get a cheap travel package to University Village / Little Italy?

### Does Expedia offer Book Now, Pay Later University Village / Little Italy holidays?

> - 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?

### What are the top hotels in University Village / Little Italy?

### How far in advance should I book my University Village / Little Italy holiday?

### What does an Expedia University Village / Little Italy travel package include?

### What should I know before booking an University Village / Little Italy travel package?

### Can I choose my airline with an University Village / Little Italy Expedia travel package?

### Things to do

![Skydeck - Willis Tower Admission ](https://mediaim.expedia.com/localexpert/1342523/52299998-0f25-4483-b147-6aa89e72ca8e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Skydeck - Willis Tower Admission

£32

per adult

**98%** of travellers recommend

[](https://expedia.co.uk/things-to-do/skydeck-willis-tower-admission.a1342523.activity-details)

![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Flyover in Chicago

£28

per adult

**98%** of travellers recommend

[](https://expedia.co.uk/things-to-do/flyover-in-chicago.a50023979.activity-details)

![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wendella's 90-min Chicago River Architecture Tour

£30

per adult

**94%** of travellers recommend

[](https://expedia.co.uk/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details)

[See all activities in Chicago](https://expedia.co.uk/things-to-do/search?rid=553248635976007736)

\* 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.