Des Plaines Vacations from ￥289,463
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Des Plaines Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
￥289,463
per person
Sep 17 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,899 reviews)
We visited gor an extended weekend birthday celebration. The hotel was centrally located about 15 minutes walking away from the Magnificent Mile. Restuarants are near by and Walgreens. The staff was very nice and accommodating. A special shout-out to Aldo for his professionalism and helpfulness.
Reviewed on Aug 11, 2026
Find the Best Des Plaines Vacation Packages
Des Plaines Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
￥16,629
￥19,769 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (10,288 reviews)
"Lower price$"
Reviewed on Aug 11, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
￥22,768
￥27,069 total
Aug 30 - Aug 31
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
￥36,655
￥43,033 total
Sep 11 - Sep 12
includes taxes & fees
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.
Stay near popular Des Plaines attractions
Rivers Casino
8.0/10 (559 reviews)
Chicagoland's premier casino offers over 1,000 slots and nearly 50 table games in a vibrant setting. Enjoy upscale dining at Hugo's Frog Bar & Chop House while taking advantage of the free on-site parking.
Lake Park
8.6/10 (80 reviews)
Lake Opeka's sparkling waters anchor this recreational haven with scenic walking paths and wildlife. Visitors can sail, fish, golf the par-3 course, or enjoy lakeside picnics in this family-friendly retreat.
Arndt Park
8.0/10 (44 reviews)
This community park offers sports courts, playgrounds, and a popular winter sled hill illuminated until 10 PM. Reserve picnic pavilions for gatherings or simply enjoy the seasonal recreational spaces year-round.
Harry H. Semrow Driving Range
8.0/10 (1 review)
This spacious facility boasts 73 driving range stalls and a beautifully landscaped 18-hole mini golf course. Perfect for both serious golfers perfecting their swing and families enjoying a recreational outing together.
Apache Park
7.6/10 (40 reviews)
Apache Park features innovative playgrounds, fitness equipment, and community-created Peace Poles in a colorful, accessible design. Explore the walking paths and outdoor exercise stations for an active family outing.
What to do in Des Plaines
Chicago: Navy Pier Centennial Wheel Ticket
￥3,920
per adult
90% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
￥7,518
per adult
88% of travellers recommend
Frequently asked questions
How much does a Des Plaines vacation package cost?
You'll find cheap prices from ￥289,463 on Expedia for your Des Plaines getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Des Plaines costs.
What are the cheapest months to go to Des Plaines?
You can usually find lower rates and better availability in February, September and December. Explore our cheap Des Plaines vacation packages and you could score some excellent off-season deals.
How many days is enough for Des Plaines?
The ideal duration for your Des Plaines vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to visit all the top attractions and explore some hidden spots along the way.
How to find the best Des Plaines package deals?
Finding a cheap Des Plaines package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Des Plaines package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Des Plaines vacation as a package?
You can enjoy significant savings on your next Des Plaines break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Des Plaines?
If you have your Des Plaines vacation dates finalized, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Des Plaines?
- Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to Des Plaines.
- Plan your budget wisely: As well as the price of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Des Plaines.
- Decide how many days away: Start by making a list of all the activities and sights you want to get to in Des Plaines. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Des Plaines vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
