Des Plaines Vacations from $261
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Your Des Plaines Vacation
Reserve a Des Plaines vacation package that includes everything you need and nothing you don't. Good for cafes, nature and bars and pubs, think about basing yourself in the neighborhood of Rogers Park. If your trip to Des Plaines includes a little sightseeing, don't miss major attractions such as Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago. Stop dreaming and start adventuring. Explore the many options on Expedia today and finally put your Des Plaines vacation plans into motion!
The Latest Des Plaines vacation packages
Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk
Downtown Chicago
$649
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)
Very nice property. However there were loud drunk college age kids who woke us up repeatedly throughout the night at 4 to 5 am by yelling in the hallway and banging on doors over and over. They also left bags of trash in the hallway near our room. Please up your security
Reviewed on Oct 26, 2026
Level Chicago – Old Town
Downtown Chicago
$316
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
We liked the location and the hotel itself. The front desk staff were great. It was nice not to be cooped up in a hotel room for a lengthy stay. We really enjoyed it!
Reviewed on Oct 24, 2026
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See all available trips from Columbus to Des Plaines
View all tripsStay 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.
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.
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.
What to do in Des Plaines
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
Des Plaines Hotel Deals
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3001 South Mannheim Road Des Plaines IL
Fully refundable
$119 nightly
$140 total
Nov 24 - Nov 25
Total with taxes and fees
8.8/10 Excellent! (2,071 reviews)
"If going to Allstate for any reason best affordable stay"
Reviewed on Oct 26, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$104 nightly
$124 total
Nov 22 - Nov 23
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$122 nightly
$145 total
Nov 22 - Nov 23
Total with taxes and fees
8/10 Very Good! (2,596 reviews)
"Mattress was a bit too soft."
Reviewed on Oct 26, 2026
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.
Find the Best Des Plaines Vacation Packages
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 |
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Frequently asked questions
How much does a Des Plaines vacation package cost?
You'll find cheap prices from $261 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?
If you'd like to score a cheap Des Plaines vacation package, consider visiting in November, December and January. You'll usually find better rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Des Plaines?
The ideal length of your Des Plaines vacation depends on what you'd like to do and see. Usually, a few days to a week will give you enough time to tick off all the leading attractions and explore some hidden treasures 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 go: Check your calendar and pack your bags. Your preferred season and the available activities will also help you decide when to visit Des Plaines.
- Set your budget: Consider costs such as transportation, flights and meals when calculating how much to set aside for your trip to Des Plaines. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a more luxurious getaway.
- Explore Des Plaines using our trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Des Plaines. You can also save your must-visit places, collaborate with family and friends and organize your plans in one place.
- Decide how long to go for: Now that you're more familiar with Des Plaines, you can figure out the perfect length of your break. Put together a rough plan and allocate enough time to cover everything you want to see.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Des Plaines vacation package that brings all your bookings together.
- Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Browse some of the best things to do in Des Plaines and reserve your tickets in advance to save time (and maybe some spending money too!).
Does Expedia offer Book Now, Pay Later Des Plaines vacation packages?
Your Des Plaines trip is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
