East Village Holidays from AU$3,344

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Your East Village Holiday

From its shopping to its history and dining, there are so many fabulous reasons to book a holiday package to East Village. When you're ready to leave the everyday behind, this residential neighbourhood is waiting to welcome you. Wondering where to go during your trip to East Village? Nearby attractions like University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park are great places to start. Stop dreaming and start doing. When it's time to lock in your next holiday to East Village, Expedia will help you get there.

Top Holiday Package Deals in East Village

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was AU$4,165, price is now AU$3,344 per person
AU$3,344
per person
13 Nov - 19 Nov
found 23 hours ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.

Reviewed on 4 Sep. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,178, price is now AU$4,539 per person
AU$4,539
per person
13 Nov - 19 Nov
found 23 hours ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service

Reviewed on 4 Sep. 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was AU$6,805, price is now AU$5,218 per person
AU$5,218
per person
13 Nov - 19 Nov
found 23 hours ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was AU$4,314, price is now AU$3,582 per person
AU$3,582
per person
13 Nov - 19 Nov
found 23 hours ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (1,014 reviews)
Matthew at the front desk was great & he made our stay better than we could’ve expected. The food from the restaurant was amazing (highly recommend the wings) and the bartenders are wonderful! Our room was a dream! 100/10! ⭐️ We will definitely be returning for our next Chicago stay!

Reviewed on 5 Sep. 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was AU$4,771, price is now AU$3,979 per person
AU$3,979
per person
13 Nov - 19 Nov
found 23 hours ago
Return direct flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (2,129 reviews)
Please share something about the coffee & breakfast cafe with guests checking in. Many of us were checking out before we noticed it was there.

Reviewed on 7 Sep. 2025

Our guide on where to stay in East Village

Find the best East Village areas and neighborhoods for the activities you enjoy most. Learn more about East Village
Downtown Chicago featuring a city

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

Our pick of the best East Village Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$354 per night from 13 Sept to 14 Sept
AU$354
13 Sept - 14 Sept
includes taxes & fees
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$318 per night from 14 Sept to 15 Sept
AU$318
14 Sept - 15 Sept
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 14 Sept to 15 Sept
AU$291
14 Sept - 15 Sept
includes taxes & fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,610 properties in East Village
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an East Village holiday package cost?
Live it up in East Village from as little as AU$3,344. We offer a great selection of hotels, flights and rental cars to suit every budget and style. Pick up even better deals when you add some tours or experiences to your holiday package.
How do I get a cheap travel package to East Village?
Bundle your hotels and flights, throw in extras such as a rental car or activities, and save with an East Village holiday package. You won't just pick up exciting discounts on your escape — you'll have plenty of choice within your reach too. When you book with Expedia, you can choose from more than 550 partner airlines and 1 000 000 properties across the globe. Your next affordable adventure begins right here, right now!
Where should I stay in East Village?
Travellers come from far and wide to experience University of Illinois Chicago and United Centre in East Village. Book a room within walking distance of these wonderful attractions to make sightseeing a breeze.
What are the top hotels in East Village?
Ruby Room is one of East Village's top properties. Lock in a room here and you'll be able to sleep soundly knowing you're in excellent hands.
How far in advance should I book my East Village holiday?
Savvy travellers book early. Airlines usually release flight tickets around a year ahead of departure, and this is an ideal opportunity to score some of the cheapest prices. Just been told you should take some holiday time next month? No need to worry. Expedia are never short on fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia East Village travel package include?
Expedia has all you need to plan your East Village escape, but what your package looks like is entirely up to you. Select from a combination of rental cars, flights and hotels. Chasing some tours or activities to fill in your time? Once you've made your booking, you can add them on too. No matter your budget, there's a holiday package to suit your needs.
What should I know before booking an East Village travel package?
So many places to visit, so many things to experience. With a travel package, you'll be able to cross more of them off your list. Bundle your flights, hotels and rental cars and enjoy big savings.
Can I choose my airline with an East Village Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our holiday packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my East Village holiday package?
It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your East Village holiday package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Check our Customer Service Portal for further details.

Discover the most popular places to visit in East Village

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Activities

River tour boat in Chicago

Architecture River Tour

AU$75
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$69
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.