Des Plaines Holidays from AU$1,994

Book a Hotel + Flight or Car together to unlock savings

Photo by W. Ross Wells

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
Downtown Chicago
Price was AU$4,010, price is now AU$1,994 per person
AU$1,994
per person
22 Oct - 25 Oct
found 7 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.8/10 Excellent! (1,782 reviews)
Great location but 1 elevator was out leaving only one elevator for the upper floors. This led to occasional long wait times although the staff were clearly working hard minimize delays

Reviewed on 20 Aug. 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$4,094, price is now AU$2,004 per person
AU$2,004
per person
22 Oct - 25 Oct
found 7 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.2/10 Very Good! (2,727 reviews)
It was within walking distance of many of our destinations.

Reviewed on 19 Aug. 2025

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was AU$4,335, price is now AU$2,142 per person
AU$2,142
per person
22 Oct - 25 Oct
found 7 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9.2/10 Wonderful! (1,517 reviews)
Beautiful experience and great hotel. Incredible staff

Reviewed on 19 Aug. 2025

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
Downtown Chicago
Price was AU$4,009, price is now AU$2,004 per person
AU$2,004
per person
22 Oct - 25 Oct
found 7 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
9/10 Wonderful! (1,974 reviews)
Location and clean rooms

Reviewed on 19 Aug. 2025

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3 out of 5
Downtown Chicago
Price was AU$4,164, price is now AU$2,115 per person
AU$2,115
per person
22 Oct - 25 Oct
found 7 hours ago
Return flight included
Adelaide (ADL) to Chicago (ORD)
8.6/10 Excellent! (2,774 reviews)
This is a nice place. Love the room and how it feels safe to walk around 😊

Reviewed on 19 Aug. 2025

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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is AU$340 per night from 14 Sept to 15 Sept
AU$340
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,944 reviews)
"It takes around 20min for the hot shower to come out."

Reviewed on 17 Aug. 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 1 Sept to 2 Sept
AU$275
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,205 reviews)
"Love it"

Reviewed on 19 Aug. 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is AU$290 per night from 4 Sept to 5 Sept
AU$290
4 Sept - 5 Sept
includes taxes & fees
8.4/10 Very Good! (4,723 reviews)
"Kids really enjoyed the pool. Breakfast was good as well"

Reviewed on 17 Aug. 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,938 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Des Plaines

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

What to do in Des Plaines

River tour boat in Chicago

Architecture River Tour

AU$63
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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$1,994 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.