Diamond Vacations from ¥238,766

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
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    Better together
    Save up to ¥9,995 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

The Latest Diamond Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Chicago O'Hare Airport Rosemont
Hilton Chicago O'Hare Airport
The Westin Chicago Northwest
Hyatt Rosemont
Best Western At O'Hare

Diamond Hotel Deals

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 ¥9,266 per night from Jul 1 to Jul 2
¥9,266
per night
Jul 1 - Jul 2
6.4/10 (1,000 reviews)
"This is an older and worn property but the staff clearly wanted to make it the best it could be for its age."

Reviewed on Jun 9, 2024

Red Roof Inn Chicago - Joliet
aruba- la cabana beach resort and casino
aruba- la cabana beach resort and casino
Diamond
aruba- la cabana beach resort and casino
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 ¥12,722 per night from Jun 16 to Jun 17
¥12,722
per night
Jun 16 - Jun 17
8/10 Very Good! (264 reviews)
"Excellent customer service. I loved the fact that management keeps rooms very clean. No doubt this place would be my 1st option if I ever visit Joliet, IL."

Reviewed on Jun 7, 2024

Super 8 by Wyndham Joliet
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.

Frequently asked questions

How much does a Diamond vacation package cost?
We make it simple to travel the world, with Diamond vacation packages starting from as low as ¥238,766. You’ll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and activities to your travel itinerary?
How do I get a cheap travel package to Diamond?
Bundling your flight and hotel with Expedia won’t just save you time — it’ll save you money too. A Diamond vacation package makes it easy to arrange the ideal trip. With more than 550 airlines across the world to pick from, finding flights that suit your busy schedule won’t be a challenge. In addition to that, we have over 1,000,000 properties globally to pick from. Talk about choice! Whatever your budget, Expedia puts the world within your reach.
How far in advance should I book my Diamond vacation?
Smart travelers will likely want to reserve their seats early. You can generally look up international airfares on Expedia up to 12 months before your intended flight. If you’re booking at the last minute, fear not. Low prices occasionally become available in the last weeks before departure dates.
What does an Expedia Diamond travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply mix and match your favorite bundle and get access to great discounts. Once you’ve made your booking, add on some experiences and tours and watch your savings grow. When it comes to creating your Diamond break, you’re the one in control!
What should I know before booking a Diamond travel package?
Booking all the parts of your trip together is a smart way to save. Combine your flights, car rentals and hotels into a convenient package. But you’re not limited to hotels. Expedia has all kinds of properties, including vacation rentals such as oceanfront condos and serviced residences. Your choices are almost endless!
Can I choose my airline with a Diamond Expedia vacation package?
With a vacation package, you’re always in charge. Whether you’re hoping to fly to Diamond in economy or first class, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Diamond vacation package?
Don’t worry if you’re rethinking your Diamond vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’re ready to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.