East Village Vacations

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    Save up to ￥109,000 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Front of property
    Jun 22 - Jun 26

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (4,214 reviews)
    "One of the best hotels I’ve stayed in!"
    Reviewed May 23, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥429,674
    ￥340,329
    per traveler
    found 6 hours ago
    Hotel Riu Plaza Chicago
  • Terrace/patio
    Jul 29 - Aug 4

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,876 reviews)
    "Excellent"
    Reviewed May 21, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥691,365
    ￥511,920
    per traveler
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • Studio, 2 Double Beds | Bathroom | Shower, free toiletries, hair dryer, towels
    Jul 29 - Aug 4

    Sports Illustrated Resorts Chicago + Flight

    Downtown Chicago
    6 nights
    3.5 star property
    9.2/10 - Wonderful (1,393 reviews)
    "We paid for a studio city view and when we got to the hotel the placed on the 5th floor. No city view from the window. TV / remote did not work. Had to cast from my phone. When I tried showering there was only ice cold water. I called the front desk to ask if I’m doing something wrong they said they are trying to fix it. I booked this place for the convinces of getting ready for my graduation which backfired completely when we found out in the morning still no hot water. They said they would..."
    Reviewed May 21, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥535,934
    ￥416,978
    per traveler
    found 1 day ago
    Sports Illustrated Resorts Chicago
  • Meeting facility
    Jul 29 - Aug 4

    Thompson Chicago, by Hyatt + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.2/10 - Wonderful (1,366 reviews)
    "Great location"
    Reviewed May 19, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥525,925
    ￥416,506
    per traveler
    found 1 day ago
    Thompson Chicago, by Hyatt
  • Exterior
    Jul 29 - Aug 4

    Hyatt Centric Chicago Magnificent Mile + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,094 reviews)
    "Very very nice"
    Reviewed May 21, 2026
    Roundtrip • Tokyo (NRT) - Chicago (ORD)
    NRT - ORD • 1 stop ORD - NRT • 1 stop
    ￥541,601
    ￥434,019
    per traveler
    found 1 day ago
    Hyatt Centric Chicago Magnificent Mile

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

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

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 ￥21,236 per night from May 27 to May 28
￥21,236
￥25,247 total
May 27 - May 28
includes taxes & fees
8/10 Very Good! (10,131 reviews)
"Did not have hot water when we returned to room after concert. Next morning called and maintenance came to fix. Good location to walk to South Shore train station and Grant Park"

Reviewed on May 23, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥25,310 per night from May 27 to May 28
￥25,310
￥34,628 total
May 27 - May 28
includes taxes & fees
9.4/10 Exceptional! (4,214 reviews)
"One of the best hotels I’ve stayed in!"

Reviewed on May 23, 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is ￥19,306 per night from May 25 to May 26
￥19,306
￥22,954 total
May 25 - May 26
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
See all 4,720 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 . 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

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

￥4,236
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

￥6,904
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

￥6,276
per adult
92% of travellers recommend
Art Institute of Chicago
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.