Des Plaines Vacations from $412

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Your Des Plaines Vacation

The easiest way to experience this interesting city is with a customized Des Plaines vacation package. Base yourself in the neighborhood of Rogers Park, which is good for cafes, nature and culture or go someplace else — our packages are all about you. Fill your spare time with visits to Rosemont Theatre, Allstate Arena and Rivers Casino, some of the things you shouldn't miss during a trip to Des Plaines. No matter your travel plans or budget, organizing a tailored Des Plaines vacation is simple with Expedia.

The Latest Des Plaines Vacation Packages

Prices and availability subject to change. Additional terms may apply.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 15 - Jun 18
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on Jan 10, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.4/10 Exceptional! (650 reviews)
Great customer service

Reviewed on Apr 21, 2024

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 15 - Jun 18
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (1,186 reviews)
This is a great boutique kind of hotel. Staff are fabulous. Rooms are very nice but since the hotel is in the middle of the city, it can get loud at night.

Reviewed on Apr 24, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul 4 - Jul 7
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
The staff are thoughtful and provide the best service. While I was there, I was already planning to come back and stay there again!

Reviewed on Apr 24, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 14 - Jun 17
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on Apr 20, 2024

Des Plaines Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
58,700
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Rosemont Theatre, Parkway Bank Park Entertainment District and Riviera Theatre

Des Plaines Hotel Deals

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 $127 per night from Apr 29 to Apr 30
$127
$149 total
includes taxes & fees
Apr 29 - Apr 30
7.6/10 Good! (6,404 reviews)
"A great older hotel. Very happy with my stay here."

Reviewed on Apr 23, 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $139 per night from Apr 28 to Apr 29
$139
$163 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (2,686 reviews)
"Wonderful stay in the best part of town"

Reviewed on Apr 24, 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is $170 per night from Apr 28 to Apr 29
$170
$200 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (1,859 reviews)
"A beautiful hotel n vibe I had a wonderful stay! We loved the peek a boo showers!"

Reviewed on Apr 25, 2024

Eurostars Magnificent Mile
See all 4,627 properties in Des Plaines
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Des Plaines vacation package cost?
Starting from as little as $412, you can customize your Des Plaines package. Simply bundle hotels, flights and car rentals and we’ll reward you with discounts.
How do I get a cheap travel package to Des Plaines?
One word: bundle. Flights, hotels and rental cars — combine whatever you need into a Des Plaines vacation package to save loads of cash. Score even more deals when you add extras such as activities or tours to your booking. But that’s not the only good part. You have the flexibility to customize your trip your own way. We offer more than 550 air carriers and 1,000,000 hotels all over the world, so that everyone has an opportunity to travel and live out those vacation fantasies.
Where should I stay in Des Plaines?
A vacation in Des Plaines isn’t complete without seeing Allstate Arena, Rivers Casino and Advocate Lutheran General Hospital. Spend your nights close to these top attractions and make sightseeing simple.
What are the top hotels in Des Plaines?
Get your escape off to a fantastic start by staying at Des Plaines Motel. It’s one of most sought-after hotels in Des Plaines. Another comfortable option is Holiday Inn Express & Suites Chicago OHare Airport, an IHG Hotel.
How far in advance should I book my Des Plaines vacation?
Travelers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking late? With a bit of luck, it’s still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia Des Plaines travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply select your favorite bundle and gain access to great discounts. Once you’ve made your booking, add on some activities and tours and watch your savings stack up. When it comes to crafting your Des Plaines escape, the choice is all yours!
What should I know before booking a Des Plaines travel package?
A package can be easier on the wallet than separately booking all you need for your adventure. For example, bundle your hotels, flights and rental cars and score big savings. Whatever sort of vacation you’re planning, there’s bound to be a package within your budget.
Can I choose my airline with a Des Plaines Expedia vacation package?
Yes, you sure can. Expedia has access to more than 550 airline partners around the world, so go with the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Des Plaines vacation package?
If your vacation plans in Des Plaines have changed, it’s good to know that it’s possible to amend or cancel your booking. If you made your booking within the last 24 hours, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To find out more, check our Customer Service Portal.

Discover the most popular places to visit in Des Plaines

Image for Wrigley Field

Wrigley Field

4.5/5(2,128 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(1,805 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier

What to do in Des Plaines

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

$54
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

$75
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Des Plaines

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.