East Village Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in East Village
Price found within the past 48 hours. Click for updated prices.
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
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
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
East Village Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $252
CA $300 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (5,466 reviews)
"I had a fantastic stay! The location was perfect—right next to the Hello Kitty Café and directly across from the Trump Hotel, which made for a beautiful view from my room. Everything was clean, comfortable, and overall a great experience. The only downside was that only one elevator was operating ..."
Reviewed on Sep 22, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $259
CA $308 total
Sep 27 - Sep 28
includes taxes & fees
8/10 Very good! (10,192 reviews)
"I’ve stayed here for years. Every riot"
Reviewed on Sep 22, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $264
CA $314 total
Sep 30 - Oct 1
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 East Village vacation package cost?
Live it up in East Village from as little as CA $619. 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 vacation 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 vacation 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?
Travelers come from far and wide to experience University of Illinois Chicago and United Center 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 vacation?
Savvy travelers 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 vacation 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 vacation 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 vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation 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 vacation 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 vacation 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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.