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Des Plaines Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Top Des Plaines flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 6 Sept - 11 Sept

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (4,805 reviews)
    "Hotel Riu exceeded our expectations. The room was spacious and clean. There were no carpets in the room which was fabulous! The bed was comfortable and the room is equipped with key controlled lights and cooling. The hotel is very quiet and I had no trouble sleeping until the last night. There was a sound that mimicked a bass or subwoofer that kept me up. The staff did all they could to find the source including sending an engineer to my room to make sure it was nothing mechanical or internal...."
    Reviewed July 24, 2026
    Return Tirana (TIA) - Chicago (ORD)
    TIA - ORD1 stop ORD - TIA1 stop
    €1,873
    €1,267
    per traveller
    found 23 hours ago
    Hotel Riu Plaza Chicago
  • 6 Oct - 11 Oct

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,618 reviews)
    Return Tirana (TIA) - Chicago (ORD)
    TIA - ORD1 stop ORD - TIA2 stops
    €2,344
    €1,629
    per traveller
    found 2 days ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • 6 Oct - 11 Oct

    Silversmith Hotel Chicago Downtown + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,311 reviews)
    Return Tirana (TIA) - Chicago (ORD)
    TIA - ORD1 stop ORD - TIA2 stops
    €2,814
    €1,984
    per traveller
    found 1 day ago
    Silversmith Hotel Chicago Downtown
  • 6 Sept - 11 Sept

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (507 reviews)
    "We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."
    Reviewed July 23, 2026
    Return Tirana (TIA) - Chicago (ORD)
    TIA - ORD1 stop ORD - TIA1 stop
    €2,024
    €1,448
    per traveller
    found 21 hours ago
    Level Chicago – Old Town
  • 6 Oct - 11 Oct

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,740 reviews)
    Return Tirana (TIA) - Chicago (ORD)
    TIA - ORD1 stop ORD - TIA2 stops
    €2,239
    €1,616
    per traveller
    found 2 days ago
    Eurostars Magnificent Mile

Where to stay in Des Plaines

Find the best Des Plaines areas for the activities you enjoy most. Learn more about Des Plaines
Learn more about Des Plaines

Oakton

The restaurants and shopping are just a few features travellers like about Oakton. If you want to do some sightseeing nearby, Apache Park and Lake Park are a few top places to visit.

Downtown Des Plaines

While Downtown Des Plaines may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Apache Park and Allstate Arena.

Norma

The restaurants and shopping are just a few features travellers like about Norma. If you want to do some sightseeing nearby, Lake Park and Apache Park are a few top places to visit.

Discover the most popular places to visit in Des Plaines

What to do in Des Plaines

Des Plaines Hotel Deals

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.

Frequently Asked Questions

How much does a Des Plaines holiday package cost?

You'll find cheap prices from €1,267 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.