East Village Holidays from £670

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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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £1,030, price is now £670 per person
£670
per person
5 May - 8 May
found 1 day ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Clean rooms, excellent shower, but most importantly the best, friendly, helpful staff. Really enjoyed our stay.

Reviewed on 26 Feb 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,978, price is now £1,349 per person
£1,349
per person
1 May - 6 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Our room was spotless, beautiful. All staff were gracious and helpful.

Reviewed on 26 Feb 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was £1,431, price is now £989 per person
£989
per person
1 May - 6 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet

Reviewed on 22 Feb 2026

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
Price was £1,345, price is now £1,016 per person
£1,016
per person
1 May - 6 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.4/10 Very Good! (4,159 reviews)
The first day I was there was great. The front desk girl was very pleasant. The room was nice but I wanted a room with a tub. It was my last 4 nights that my issues came up. I had a front desk guy who was unpleasant. He did a few things I did not appreciate. If I dealt with the girl I did on the first night I would have been fine. This hotel charges a $100 a night incidental fee which is ridiculous. I live in New York and we don’t even do that!?!?

Reviewed on 26 Feb 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was £1,283, price is now £1,001 per person
£1,001
per person
1 May - 6 May
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Clean Room. Easy and quick check in. The staff is always super helpful. The amenities are a nice plus. Rooms are quiet (no other room noises) and the beds are super comfy!

Reviewed on 23 Feb 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
Downtown Chicago featuring a city

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 £77 per night from 28 Feb to 1 Mar
£77
28 Feb - 1 Mar
includes taxes & fees
8/10 Very Good! (9,890 reviews)
Staff was great. Clean rooms ,great location

Reviewed on 26 Feb 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 £119 per night from 4 Mar to 5 Mar
£119
4 Mar - 5 Mar
includes taxes & fees
9.4/10 Exceptional! (3,418 reviews)
Clean rooms, excellent shower, but most importantly the best, friendly, helpful staff. Really enjoyed our stay.

Reviewed on 26 Feb 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £93 per night from 5 Mar to 6 Mar
£93
5 Mar - 6 Mar
includes taxes & fees
8.6/10 Excellent! (5,689 reviews)
Room was clean, beds weren't that comfortable. Other, than that I would stay there again.

Reviewed on 27 Feb 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,808 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 £670. 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 featuring a city, a sporting event and city views

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
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home 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
Navy Pier featuring a sunset and rides

Navy Pier

4/5(125 reviews)

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

Navy Pier

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£28
per adult
98% of travellers recommend
Flyover in Chicago
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.