Search Deals onGlenwood Vacation Packages
Glenwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Holiday Inn Express & Suites Prospect Heights by IHG
Save 100% on your flight
Price was $353, price is now $201 per person
$201
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rob Roy Golf Course and Northbrook Sports Complex are located nearby.

Hotel Riu Plaza Chicago
Price was $977, price is now $462 per person
$462
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town
Save 100% on your flight
Price was $828, price is now $454 per person
$454
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Art Villa
Save 100% on your flight
Price was $1,110, price is now $612 per person
$612
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

Hilton Chicago O'Hare Airport
Save 100% on your flight
Price was $957, price is now $551 per person
$551
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

The Ritz-Carlton, Chicago
Save 100% on your flight
Price was $1,568, price is now $912 per person
$912
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Royal Sonesta Chicago Downtown
Save 100% on your flight
Price was $352, price is now $205 per person
$205
per person
Dec 8 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Hyatt Centric Chicago Ohare
Save 100% on your flight
Price was $896, price is now $527 per person
$527
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rivers Casino are located nearby.
Glenwood Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Glenwood Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Nov 27 - Wed, Dec 31
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$64 Roundtrip, found 5 days ago
$64
Roundtrip
found 5 days ago

Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MDW
Midway Intl.
$69 Roundtrip, found 4 days ago
$69
Roundtrip
found 4 days ago

Fri, Dec 12 - Sun, Dec 14
IAH
George Bush Intercontinental
MDW
Midway Intl.
$83 Roundtrip, found 3 days ago
$83
Roundtrip
found 3 days ago

Mon, Dec 8 - Mon, Dec 15
MSY
Louis Armstrong New Orleans Intl.
MDW
Midway Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
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