East Chicago Holidays from £1,014

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Your East Chicago Holiday

There's no better way to head off on a break than with one of our holiday packages to East Chicago. The rich history and diversity are just a couple of the many compelling reasons you'll want to visit this fascinating city. If your trip to East Chicago includes some sightseeing, visit famous attractions like Hard Rock Casino Northern Indiana, Horseshoe Hammond Casino and Purdue University Northwest. Whoever you're taking time off with and whatever your bank balance, your dream East Chicago holiday is just a few clicks away with Expedia.

Top East Chicago Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,554, price is now £1,014 per person
£1,014
per person
27 Oct - 31 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on 25 Aug 2025

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 £2,303, price is now £1,465 per person
£1,465
per person
8 Oct - 15 Oct
found 16 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
Loved the view from the room of Lake Michigan.

Reviewed on 25 Aug 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was £1,683, price is now £1,074 per person
£1,074
per person
8 Oct - 12 Oct
found 1 day ago
Return direct flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
We loved the experience! We shall come back again😊

Reviewed on 24 Aug 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was £2,172, price is now £1,399 per person
£1,399
per person
8 Oct - 15 Oct
found 16 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.

Reviewed on 25 Aug 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £2,020, price is now £1,307 per person
£1,307
per person
8 Oct - 15 Oct
found 16 hours ago
Return direct flight included
London (LGW) to Chicago (ORD)
8.2/10 Very Good! (2,061 reviews)
EXTREMELY SMALL ROOMS. No closets. Literally bumped my knee on the bed frame everytime i went to the bathroom.

Reviewed on 26 Aug 2025

East Chicago Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
28,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Whihala Beach, Mascot Hall Of Fame and Lake Street Beach

Top hotels in East Chicago

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £132 per night from 1 Sept to 2 Sept
£132
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,219 reviews)
"Friendly"

Reviewed on 24 Aug 2025

The Wade
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 £117 per night from 1 Sept to 2 Sept
£117
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (8,995 reviews)
"Transportation by bus or subway is within a 5 minute walk, very easy. Hotel is across from a beautiful park. Lobby is nice but the hallways look very rough. It’s an old hotel with basic upgrades. Rooms were clean but shows it age. Beds were comfy. We checked our luggage upon arrival because our room ..."

Reviewed on 23 Aug 2025

Congress Plaza Hotel
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 £133 per night from 3 Sept to 4 Sept
£133
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,752 reviews)
"Great location. Nice size rooms. Breakfast was really good, only way to busy and crowded during that experience. They should extend the breakfast hours by an hour to reduce the over crowding. Overall good stay. Would return.."

Reviewed on 23 Aug 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 3,189 properties in East Chicago
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

What to do in East Chicago

Chicago Pass: Save up to 50 Percent - Includes 360 Chicago

Chicago Pass: Save up to 50 Percent - Includes 360 Chicago

£103
per adult
78% of travellers recommend
Chicago Pass: Save up to 50 Percent - Includes 360 Chicago
See all activities in East Chicago

Frequently asked questions

Why should I book my East Chicago holiday with Expedia?
With excellent-value airfares, accommodation and car hire choices all in one place, Expedia makes booking your East Chicago holiday a piece of cake. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Choose from awesome properties, add flights and/or a hire car (and maybe also some fun tours and activities!) and get unbeatable prices. Need to change your plans? Expedia offers a flexible cancellation policy for many bookings. To find out more, check out our Customer Service Portal link.
When is the best time of year to holiday in East Chicago?
Into sightseeing but don't like crowds? Organise your East Chicago escape for November, December and January. Typically, it's much quieter than in March, May and July. With average daytime temperatures of -3ºC, January is the coolest month in East Chicago. The warmest time of year is July, when you can experience average temperatures of 23ºC during the day. Whatever the temperature, you'll discover plenty of things to keep you occupied here.
What is the top hotel for my holiday in East Chicago?
Put your feet up and relax in comfort in East Chicago by choosing Hampton Inn Crown Point as your gateway to exploration and adventure.
How do I get a cheap holiday to East Chicago?
Browse and book everything all in one place with our East Chicago holidays. We have deals on flights, hotels and more that'll keep your wallet happy and your adventurous spirit busy. And, with more than 400 partner airlines and 321,000 properties all over the world to pick from, there are endless opportunities to mix and match as you want. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my East Chicago holiday?
Ensure your holiday in East Chicago is a memorable one by stopping by its best attractions. Hard Rock Casino Northern Indiana, Purdue University Northwest, Horseshoe Hammond Casino and Ameristar Casino East Chicago are just some of the things you must see while you're in the city.
What is the best area to stay in when on holiday in East Chicago?
East Chicago has many wonderful places to explore, including Ameristar Casino East Chicago. Book a stay close by and make sightseeing a breeze.
Do I need a visa for my East Chicago holiday?
Visa requirements for East Chicago vary based on your nationality and the reason for your visit. Make sure you check official government websites to determine if you need a visa for your trip. They'll give you the most up-to-date information, including details about application procedures and any supporting documentation you might need. Research your visa requirements in advance to ensure a hassle-free travel experience. Finally, make sure your passport is valid for a further six months from your return date.
What should I wear on my East Chicago holiday?
Do a little research into the types of clothing people in East Chicago wear, and maybe even look up style blogs for some fashion inspiration. You'll want to create a versatile wardrobe filled with pieces that work for your destination and show off your personal style. Take a look at the local weather forecast so you can pack your bags accordingly. The warmest month in East Chicago is July, with average daytime temperatures of 23ºC. If you plan to visit in the coolest month of January, the mercury averages -3ºC during the day.
What does an Expedia East Chicago holiday include?
Flights, car hires and hotels, or any combination of them — it's your pick! Whether you're headed to East Chicago with the family or enjoying a solo break, there's a package to suit every budget and style. Once you've made your booking, why not add on a few activities? Expedia features all types of properties, with the most sought after in East Chicago being private holiday homes and apartments. With Expedia, you'll always enjoy the freedom and flexibility to personalise your holiday any way you like.
Does Expedia offer Book Now, Pay Later East Chicago holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan that suits best during checkout and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • No-deposit holidays: Clicking on the "book now" button is much easier with this payment plan. With no deposit required for your holiday, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with an East Chicago Expedia holiday?
You can, and with more than 400 airlines to pick from across the globe, you're spoiled for choice. Have a look through the available options and find out which airline fits your budget and needs.

* 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.