Des Plaines Holidays
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Des Plaines Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
S$841
per person
4 Dec - 8 Dec
found 1 day ago
Return flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
The staff was genuinely helpful and made us feel welcome throughout our stay. The views from our room were beautiful, and it was nice to have a comfortable place to return to after each day. The hotel was immaculate and comfortable.
The location worked really well for our family. Everything we wanted to see was nearby, so we didn't waste time getting around the city. We were able to visit the places we came for without any hassle.
We had a great time and would definitely come back here on our next trip to Chicago. I'd recommend the Swisshotel without hesitation.
Reviewed on 20 Sept, 2026
Top hotels in Des Plaines
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
S$283
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,450 reviews)
"great location, decent amount of space at a reasonable price (for nowadays)"
Reviewed on 20 Sept, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$271
7 Oct - 8 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
S$272
13 Oct - 14 Oct
includes taxes & fees
8/10 Very good! (2,284 reviews)
"The hotel was great. Clean and the breakfast was fabulous. Great location. Walking distance to restaurants and down town. We opted for the PRIVATE GUEST CLUB which was great value for money. Many options within the hotel itself if you prefer to stay in which is another plus after a long day of sight ..."
Reviewed on 20 Sept, 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.
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.
Apache Park
7.6/10 (40 reviews)
Apache Park features innovative playgrounds, fitness equipment, and community-created Peace Poles in a colourful, accessible design. Explore the walking paths and outdoor exercise stations for an active family outing.
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.
Arndt Park
8.0/10 (44 reviews)
This community park offers sports courts, playgrounds, and a popular winter sleigh hill illuminated until 10 PM. Reserve picnic pavilions for gatherings or simply enjoy the seasonal recreational spaces year-round.
What to do in Des Plaines
Frequently asked questions
How much does a Des Plaines holiday package cost?
You'll find cheap prices from S$713 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 holiday 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 holiday 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 holiday 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 holiday as a package?
You can enjoy significant savings on your next Des Plaines break by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Des Plaines?
If you have your Des Plaines holiday 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 accommodation: Once you've settled on your trip dates and duration, book the right Des Plaines holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
