East Village Holidays

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    Packages with flights are ATOL protected

Your East Village Holiday

Avoid the hassle of travel planning with an East Village holiday package. With every last detail organised before you go away, all you have to do is enjoy this residential neighbourhood's shopping, history and dining. When it's time to get out and explore, you'll find loads of top attractions nearby including Millennium Park, Willis Tower and Art Institute of Chicago. Tick off one or all during your trip to East Village. Don't just wish for it — make it happen! Reserve your ultimate East Village holiday with Expedia and get to where you're going your way.

The Latest East Village Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 30 - Aug 4

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    8.2/10 - Very good (2,781 reviews)
    "Gray stay, centrally located"
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    £1,793
    £1,204
    per traveller
    found 11 hours ago
    Hotel Felix River North/Magnificent Mile
  • Terrace/patio
    Jul 30 - Aug 4

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,536 reviews)
    "Unfortunately the elevators were out, at no fault of the staff. They were fantastic at trying to give the best service possible. The room was beautiful with a breathtaking view of the lake."
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    Save 100% on your flight
    £2,032
    £1,482
    per traveller
    found 11 hours ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Exterior detail
    Aug 26 - Sep 1

    The Emily Hotel + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,327 reviews)
    "Rooftop Movie theater looked fun during the daytime, but wasn’t committed enough to buy a ticket after sunset. Rooms were fine. Coffee shop was short-staffed the day I was there - to the point I gave up and moved on. The staff I ran into in the hotel from housekeeping to front desk to bell staff were all universally pleasant and helpful. Location was great - convenient to the show I was attending at the Cobra Lounge and to a pretty decent variety of decent looking food options. Don’t miss the..."
    Reviewed June 8, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £1,791
    £1,319
    per traveller
    found 1 day ago
    The Emily Hotel
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 30 - Aug 4

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,731 reviews)
    "Great breakfast"
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,881
    £1,392
    per traveller
    found 11 hours ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Breakfast and dinner served
    Jul 30 - Aug 4

    Omni Chicago Hotel + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,801 reviews)
    "Old hotel and rooms. All the outlets in our room were titled and so hard to plug things in them. The outlets near the nightstands on either sides can’t accommodate a charger because they’re stuck on the side of the nightstand between it and the side of the bed. Hairdryer so old and didn’t work. Check in was exactly at 4, they weren’t lenient when I showed up at 2:40."
    Reviewed June 10, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,847
    £1,404
    per traveller
    found 11 hours ago
    Omni Chicago Hotel

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

Top hotels in East Village

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 £121 per night from 29 Jun to 30 Jun
£121
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,241 reviews)
"Such a beautiful property"

Reviewed on 10 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is £142 per night from 30 Jun to 1 Jul
£142
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,553 reviews)
"It was unfortunate that for entire day I did not have air-conditioning in my room. The staff indicated that there was a problem with the entire hotel and the HVAC system, and that the engineer was working on it. However, the next day I found out when the engineer came to my room that whatever motor ..."

Reviewed on 10 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 28 Jun to 29 Jun
£136
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,646 reviews)
"The shuttle was a plus!"

Reviewed on 10 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,680 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an East Village travel package cost?
Explore the best of East Village from as little as . Choose from a wonderful selection of flights, hotels and rental cars to suit every style and budget. Pick up even more discounts when you add a couple of sightseeing activities to your package.
If I'm not able to travel, can I cancel my East Village travel package?
If your travel plans in East Village have changed, it's good to know that you can cancel your booking. If your booking was made within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. For more details, check our Customer Service Portal.
How do I get a cheap travel package to East Village?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Select the combination that best fits you and watch your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your East Village getaway.
Does Expedia offer Book Now, Pay Later East Village holidays?
We do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this payment plan. Just put down a small deposit on your booking and then get on your way.

Where should I stay in East Village?
Urban explorers come from all over to experience Millennium Park and Wrigley Field in East Village. Stay within a stone's throw of these top attractions to make sightseeing easy.
What are the top hotels in East Village?
If it's your first time in East Village, lock in a room at Hyatt Regency Chicago or The Godfrey Hotel Chicago. Both offer friendly service and are popular options with lots of travellers.
How far in advance should I book my East Village holiday?
While prices change frequently, we generally suggest booking your holiday as early as possible. Many international airfares become available on Expedia up to a year in advance. If you're booking last minute, you might still be lucky. Discount prices to East Village sometimes appear only weeks before departure.
What does an Expedia East Village travel package include?
Flights, rental cars and hotels — we've got them all. With Expedia, you can shape your East Village travel package your way. All you have to do is work out what you need. Once you've made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking an East Village travel package?
Booking all the parts of your trip together is one of the easiest ways to save. Bundle your car rentals, airfares and hotels into a tidy package. But your options don't end at hotels. Expedia offers all kinds of properties, including holiday rentals like mountain cabins and serviced residences. The list goes on!
Can I choose my airline with an East Village Expedia travel package?
Definitely. Expedia has more than 550 airline partners to pick from across the world. With such a big range of choice, finding the ideal carrier to whisk you off to East Village won't be difficult.

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

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

Wrigley Field
Navy Pier

Navy Pier

4/5(127 reviews)

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

Navy Pier
Millennium Park

Millennium Park

4.5/5(147 reviews)

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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. Flight-inclusive packages are ATOL protected.