East Village Vacations from ￥215,590

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    Save up to ￥45,448 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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The Latest East Village Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥245,678, price is now ￥215,590 per person
￥215,590
per person
Feb 16 - Feb 20
found 14 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Perfect location, clean, unbelievable free breakfast

Reviewed on Dec 24, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥363,108, price is now ￥293,254 per person
￥293,254
per person
Feb 16 - Feb 20
found 9 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Loved it here and would stay again! Everything was perfect!

Reviewed on Dec 21, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was ￥401,594, price is now ￥362,008 per person
￥362,008
per person
Feb 16 - Feb 20
found 9 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Service and clean room - paying attention to the details

Reviewed on Dec 22, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was ￥253,144, price is now ￥230,752 per person
￥230,752
per person
Feb 16 - Feb 20
found 14 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
While the front desk staff could be more welcoming, the bell desk staff was very nice and offered water to those waiting

Reviewed on Dec 24, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was ￥243,890, price is now ￥223,124 per person
￥223,124
per person
Feb 16 - Feb 20
found 14 hours ago
Roundtrip flight included
Fukuoka (FUK) to Chicago (ORD)
9.4/10 Exceptional! (3,392 reviews)
Clean and great location

Reviewed on Dec 24, 2025

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 showing 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

East Village Hotel Deals

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥13,954 per night from Jan 5 to Jan 6
￥13,954
￥16,382 total
Jan 5 - Jan 6, 2026
includes taxes & fees
8.8/10 Excellent! (3,549 reviews)
Room was warm Recommend softer toilet paper please

Reviewed on Dec 23, 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥20,483 per night from Jan 1 to Jan 2
￥20,483
￥27,947 total
Jan 1 - Jan 2, 2026
includes taxes & fees
8.4/10 Very Good! (2,170 reviews)
Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!

Reviewed on Dec 24, 2025

Palmer House a Hilton Hotel
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (2,152 reviews)
Very friendly and helpful staff

Reviewed on Dec 23, 2025

Get rates
Silversmith Hotel Chicago Downtown
See all 4,772 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.

Frequently asked questions

How much does an East Village vacation package cost?
Live it up in East Village from as little as ￥215,590. 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.

Discover the most popular places to visit in East Village

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

￥6,839
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

￥6,310
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

￥3,827
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.