Glenwood Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 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

Find the Best Glenwood Vacation Packages

Glenwood Hotel Deals

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 173 per night from Feb 22 to Feb 23
AED 173
AED 194 total
22 Feb - 23 Feb
includes taxes & fees
7/10 Good! (1,378 reviews)
Nice

Reviewed on 29 January 2026

Motel 6 Bridgeview, IL
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is AED 358 per night from Feb 16 to Feb 17
AED 358
AED 405 total
16 Feb - 17 Feb
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Staff was very courteous and very helpful. Hotel is older and could use an update. As always, the cookies were delicious!!

Reviewed on 2 February 2026

DoubleTree by Hilton Chicago - Alsip
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 404 per night from Feb 15 to Feb 16
AED 404
AED 464 total
15 Feb - 16 Feb
includes taxes & fees
8.2/10 Very Good! (1,200 reviews)
Everything from the moment I was checked in.

Reviewed on 2 February 2026

Hilton Chicago/Oak Lawn
See all 950 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 do I find cheap flights to Glenwood that have flexible change policies?
Search for low-cost flights to Glenwood, then check the "No change fee" box under the "Flexible change policies" filter. It's as simple as that. We appreciate that things can change and flexibility is important, so you can book with confidence with Expedia.
Which airlines fly to Glenwood?
Whether you'd rather sit in first class or reduce costs in economy, these reputable airlines will fly you comfortably to or near Glenwood:

  • United Airlines - 13,009 flights to or near Glenwood each month, including 13,005 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,036 flights to or near Glenwood each month, including 10,036 flights to O'Hare Intl. Airport (ORD) per month.

How can I find cheap tickets to Glenwood?
For an unbeatable deal to Glenwood, book ahead of time. Also make use of Expedia's "flexible dates" link at the top of your search results. This will show you prices for nearby days. In the last seven days, was the best price for a flight to Glenwood.
How much is a flight to Glenwood?
If you were flying one way from (), you could've landed an affordable fare for just in the last seven days. Return flights to Glenwood ranged from to over the same period.
What are the most popular airports to fly into in Glenwood?
Depending on which airline you travel with and place of departure, one of these well-known airports will be your entry point to Glenwood:

  • O'Hare Intl. Airport (ORD) - 26,484 flights per month.
  • Midway Intl. Airport (MDW) - 6,439 flights per month.

When is the cheapest time to fly to Glenwood?
Take off for Glenwood early on in the week and you'll usually be rewarded more economical fares. Tuesday is typically the cheapest day to fly out, followed by Monday. If you'd like to avoid the most expensive flights, stay away from Saturdays.
How much is a plane ticket to Glenwood?
In the last seven days, fares cost between and . Check out our sensational deals to Glenwood, pick your favorite and then get packing!
What months are the cheapest to book a flight to Glenwood?
Grab your ticket in February to unlock inexpensive flights to Glenwood. The month of December is normally the most expensive time to buy an airfare.
How long is a flight to Glenwood?
It could be an hour or two or more — it depends on which part of the States you're coming from. The average flight times for these well-known domestic routes to Glenwood will give you some idea of what you can expect:

  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 2 hours and 37 minutes
  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 2 hours and 34 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to O'Hare Intl. Airport (ORD) - 3 hours and 17 minutes