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

theWit Chicago, a Hilton Hotel
Save 100% on your flight
Price was $412, price is now $257 per person
$257
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

The Emily Hotel
Save 100% on your flight
Price was $662, price is now $378 per person
$378
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.

Level Chicago – Old Town
Save 100% on your flight
Price was $567, price is now $334 per person
$334
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this 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.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $445, price is now $269 per person
$269
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $1,211, price is now $732 per person
$732
per person
Mar 17 - Mar 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pendry Chicago
Save 100% on your flight
Price was $470, price is now $291 per person
$291
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
Price was $480, price is now $306 per person
$306
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

DoubleTree by Hilton Lisle Naperville
Save 100% on your flight
Price was $585, price is now $377 per person
$377
per person
Feb 14 - Feb 22
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Naperville Yard Indoor Sports Complex and Arrowhead Golf Club 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, Jan 8 - Mon, Jan 19
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$84 Roundtrip, found 3 days ago
$84
Roundtrip
found 3 days ago

Thu, Jan 1 - Sat, Jan 10
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$113 Roundtrip, found 2 days ago
$113
Roundtrip
found 2 days ago

Fri, Jan 16 - Mon, Jan 19
DEN
Denver Intl.
MDW
Midway Intl.
$120 Roundtrip, found 15 hours ago
$120
Roundtrip
found 15 hours ago

Wed, Dec 31 - Mon, Jan 5
IAH
George Bush Intercontinental
MDW
Midway Intl.
$136 Roundtrip, found 3 days ago
$136
Roundtrip
found 3 days ago
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