Diamond Holidays from £881

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Diamond Flight + Hotel Deals

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
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (2,065 reviews)
Really enjoyed our stay at this hotel. Conveniently located, spacious rooms and great buffet style breakfast.

Reviewed on 4 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
Amazing hotel with large rooms right off Michigan avenue. Staff is amazing, they are always friendly and helpful.

Reviewed on 27 Jun 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
Staff was very friendly and helpful. We had a great stay in every way possible!

Reviewed on 30 Jun 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
Comfortable, stylish, friendly hotel in a fabulous location near Millennium Park, Art Institute, and Riverwalk. Friendly staff throughout but the cherry on top was Antoine who checked our bags and arranged out transportation to the airport when we checked out

Reviewed on 29 Jun 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
4 Aug - 11 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The staff hospitality was incredible 💖

Reviewed on 2 Jul 2025

Diamond Essential Information

Language
English
Currency
U.S dollars
Population
2,500
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Heidecke Lake State Fish and Wildlife Area, Gebhard Woods State Park and William G. Stratton State Park

Top hotels in Diamond

aruba- la cabana beach resort and casino
aruba- la cabana beach resort and casino
Diamond, IL
Get rates
aruba- la cabana beach resort and casino
Red Roof Inn Chicago - Joliet
Red Roof Inn Chicago - Joliet
2 out of 5
1750 Mcdonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is £43 per night from 8 Jul to 9 Jul
£43
8 Jul - 9 Jul
includes taxes & fees
6.6/10 (1,003 reviews)
"You get what you pay for, can’t complain too much for the price. Great deal if you need to crash somewhere for the night"

Reviewed on 2 Jul 2025

Red Roof Inn Chicago - Joliet
Super 8 by Wyndham Joliet
Super 8 by Wyndham Joliet
2 out of 5
1806 McDonough St, Joliet, IL
Fully refundableReserve now, pay when you stay
The price is £55 per night from 21 Jul to 22 Jul
£55
21 Jul - 22 Jul
includes taxes & fees
8/10 Very Good! (581 reviews)
"Clean"

Reviewed on 3 Jul 2025

Super 8 by Wyndham Joliet
See all 68 properties in Diamond
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 a Diamond travel package cost?
From just £881. Yes, you read that correctly. Our Diamond travel packages are a simple way to make your budget stretch further. Combine your hotels, flights and car rentals and get out and explore this popular destination.
If I'm not able to travel, can I cancel my Diamond travel package?
If your travel plans in Diamond have changed, it's good to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.
How do I get a cheap travel package to Diamond?
Our Diamond holiday packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your flights, hotels and extras (including activities) into a budget-friendly package. But cheap prices are only the start of your next big adventure. When you book with Expedia, you'll have more than 550 air carriers and 1,000,000 properties all over the world to pick from. No matter your budget or style, there's a holiday package here just for you.
Does Expedia offer Book Now, Pay Later Diamond holidays?
We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

What are the top hotels in Diamond?
Hampton Inn & Suites Minooka and Comfort Inn Morris I-80 are among the most well-known properties in Diamond. Why not take a look at the facilities and amenities at each and then make up your mind?
How far in advance should I book my Diamond holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most air carriers display prices up to 12 months prior to departure dates. This is usually the cheapest time to book. If circumstances have left you booking late, discount flights to Diamond sometimes become available just a few weeks before departure.
What does an Expedia Diamond travel package include?
That depends entirely on you. You can select from a range of Diamond bundles, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your Diamond break looks like, you're sure to save!
What should I know before booking a Diamond travel package?
Whether it's adventure or relaxation you're craving, a Diamond travel package lets you plan your escape your way. Plus, you'll get access to great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Diamond Expedia travel package?
Yes, and with over 550 airlines to choose from globally, you've got lots of choice. Look through the available options and find out which airline fits your needs and budget.

* 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.