Des Plaines Holidays from AU$3,630

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Your Des Plaines Holiday

Book a Des Plaines holiday package and prepare to experience all this city has to offer. Consider staying in the neighbourhood of Rogers Park, which is great for cafes, nature and bars and pubs. If your trip to Des Plaines includes some sightseeing, check out renowned attractions like Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago. A few quick clicks is all it takes to build the ideal Des Plaines holiday on Expedia.

The Latest Des Plaines Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
AU$3,630
per person
8 Dec - 11 Dec
found 19 hours ago
Return direct flight included
Perth (PER) to Chicago (ORD)
8.2/10 Very good! (3,105 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
AU$3,789
per person
8 Dec - 11 Dec
found 19 hours ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (2,727 reviews)
Best stay, wonderful property.

Reviewed on 26 Oct 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago
AU$3,894
per person
8 Dec - 11 Dec
found 19 hours ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (3,881 reviews)
Great hotel in a great location. Highly recommended

Reviewed on 25 Oct 2026

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago
AU$3,799
per person
8 Dec - 11 Dec
found 19 hours ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.2/10 Wonderful! (479 reviews)
Arlo Chicago

Arlo Chicago

Downtown Chicago
AU$3,739
per person
8 Dec - 11 Dec
found 19 hours ago
Return direct flight included
Perth (PER) to Chicago (ORD)
9.4/10 Exceptional! (2,388 reviews)
The staff was wonderful from checking in to check out, Very helpful. The room was beautiful and clean. Location of hotel is very convenient, near a lot of shops and food spots. We were able to walk everywhere we wanted to go.

Reviewed on 25 Oct 2026

Des Plaines Holiday

Des Plaines Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
58,700
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Rosemont Theatre, Riviera Theatre and Parkway Bank Park Entertainment District

Our pick of the best Des Plaines Hotel Deals

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3001 South Mannheim Road Des Plaines IL
Fully refundable
AU$193
24 Nov - 25 Nov
includes taxes & fees
8.8/10 Excellent! (2,070 reviews)
"We spent two weeks at the Holiday Inn Express as we flew to Chicago to help my daughter with her newborn. The price was right, and the location convenient to the highway. From check-in to check-out, the staff were warm, welcoming and kind of became family. Some stars are Veronica, Jessica, Ruth (breakfast) ..."

Reviewed on 25 Oct 2026

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
AU$179
22 Nov - 23 Nov
includes taxes & fees
8/10 Very good! (10,109 reviews)
"Great location and staff was helpful. Rooms were shabby and need some work."

Reviewed on 26 Oct 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
AU$205
22 Nov - 23 Nov
includes taxes & fees
8/10 Very good! (2,593 reviews)
"The property was a bit on the older side but overall it was really nice. The staff was good as well"

Reviewed on 26 Oct 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 5,016 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.

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.
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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.
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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.
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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.
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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.
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What to do in Des Plaines

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$58
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

AU$61
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Des Plaines

Frequently asked questions

How much does a Des Plaines holiday package cost?
You'll find cheap prices from AU$3,630 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?
  1. 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.
  2. 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.
  3. 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.
  4. 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.