Deals on vacations and trips to Glenwood

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Glenwood flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $424, price is now $242 per person
$242
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $1,560, price is now $638 per person
$638
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $536, price is now $284 per person
$284
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,135, price is now $670 per person
$670
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.
Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was $424, price is now $258 per person
$258
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free full breakfast each morning.

Top Glenwood hotels deals

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
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $176 total per night
$176 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a 24-hour gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Breakfast included
Free airport shuttle
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $142 total per night
$142 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Pool
Free WiFi
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Free Cancellation
Reserve now, pay when you stay
$52 nightly
The price is $58 total per night
$58 total
Nov 3 - Nov 4
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport

3 out of 5
6550 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $150 total per night
$150 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Free airport shuttle
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $88 total per night
$88 total
Oct 8 - Oct 9
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Laundry facilities are provided for your convenience.
Pet friendly
Parking included
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $124 total per night
$124 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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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 are vacation packages to Glenwood?
Travelocity has great package deals to Glenwood, as well as flights and hotels, from an impressive $242. With the money you save, you could throw in some cool tours or possibly even tack on some extra nights to your vacation.
Where can I get the best vacation package deals for Glenwood?
Find your dream escape at Travelocity. With access to 400 air carriers and at least 1,000,000 properties across the globe, selecting the ultimate Glenwood package deal couldn't be simpler.
Why should I book my Glenwood vacation bundle with Travelocity?
You'll not only enjoy huge savings, but you'll also have access to our round-the-clock support, quality service and a Price Match Guarantee. Wander across the globe, discover lesser-known sights and make unforgettable memories — we'll take care of the little details.
Can I save money on my Glenwood car rental if I bundle it with a hotel or flight?
Most definitely — and booking one of our Glenwood vacation packages is the simplest way to do this. Bundle any combination of a hotel, flight, car and tour and score awesome discounts. The more you bundle, the more you'll save. There are so many big-name sights around Glenwood to put on your bucket list, including Six Flags Great America (60 mi from Glenwood). Nothing beats exploring places like this with the freedom of your own wheels.

Photos of local treasures

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