Glenwood Vacations

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    Save up to AED 148 when you book a flight and hotel together*
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Find the Best Glenwood Vacation Packages

Glenwood Hotel Deals

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is AED 467 per night from Sep 1 to Sep 2
AED 467
AED 537 total
1 Sep - 2 Sep
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Nothing at this time"

Reviewed on 21 August 2025

Hilton Chicago/Oak Lawn
Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AED 494 per night from Sep 3 to Sep 4
AED 494
AED 580 total
3 Sep - 4 Sep
includes taxes & fees
8.4/10 Very Good! (1,163 reviews)
"Airport shuttle was very convenient with friendly operators. Very comfortable bed and pillows. Friendly staff. The Hampton Inn was great option for our weekend trip."

Reviewed on 22 August 2025

Hampton Inn by Hilton Chicago-Midway Airport
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
The price is AED 182 per night from Sep 22 to Sep 23
AED 182
AED 204 total
22 Sep - 23 Sep
includes taxes & fees
6.8/10 (1,206 reviews)
"The employees"

Reviewed on 21 August 2025

Motel 6 Bridgeview, IL
See all 899 properties in Glenwood
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 Glenwood vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Glenwood costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Glenwood?
January, February and November are great times to look for cheap Glenwood vacation packages. Choosing to travel in quieter months means you can typically find reduced prices on hotels and flights.
How to find the best Glenwood package deals?
Use Expedia's filters to help you find some of the best Glenwood package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Glenwood package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Glenwood vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Glenwood vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Glenwood?
If you've got your Glenwood vacation dates finalized, book early to snap up some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Glenwood?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Glenwood.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to Glenwood. Then, choose a hotel that fits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Glenwood. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Glenwood vacation package that brings all your bookings together.