East Village Holidays from £1,020

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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.

Price found within the past 48 hours. Click for updated prices.
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 £1,212, price is now £1,020 per person
£1,020
per person
9 Jan - 15 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,727 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £1,883, price is now £1,430 per person
£1,430
per person
9 Jan - 15 Jan
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was £1,788, price is now £1,404 per person
£1,404
per person
28 Nov - 5 Dec
found 23 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,637, price is now £1,328 per person
£1,328
per person
28 Nov - 5 Dec
found 23 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
2 adults staying in a room with double beds. Room wasn't that big. Didn't have a closet, buttons on the safe didn't work properly, there was no fridge in the room and there was no cleaning services provided without paying more. It was fine for us as we were only there to sleep, but would be pretty crammed if in a group of 3-4 people. Location was great. Easily accessible by transit and close to the Bean, Boat tour and Art Institute. Overall, found it was a good value considering price point of other comparable hotels, but don't expect any frills while staying.

Reviewed on 26 Oct 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,430, price is now £1,177 per person
£1,177
per person
28 Nov - 5 Dec
found 23 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Location was great. Front desk staff were friendly and helpful

Reviewed on 26 Oct 2026

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
A busy city street with tall buildings, a bus, and cars.

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.

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 £94 per night from 10 Nov to 11 Nov
£94
10 Nov - 11 Nov
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £108 per night from 22 Nov to 23 Nov
£108
22 Nov - 23 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £103 per night from 23 Nov to 24 Nov
£103
23 Nov - 24 Nov
includes taxes & fees
River Hotel
See all 4,738 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 £1,020. 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
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
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.