Glenwood Vacations

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Top Hotel Deals

Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
4.67 km from city center
Book a stay at this luxury resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Ravisloe Country Club and Oak Hill ...
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave Bridgeview IL
25.82 km from city center
Stay at this motel in Bridgeview. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
26.71 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
17.87 km from city center
Book a stay at this business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
28.04 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
12801 South Cicero Alsip IL
17.15 km from city center
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
6500 S Cicero Ave Chicago IL
28.3 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
29.32 km from city center
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
Courtyard by Marriott Chicago Midway Airport

Courtyard by Marriott Chicago Midway Airport

3 out of 5
6610 S Cicero Ave Chicago IL
28.16 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
19.1 km from city center
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Martin Luther King Drive and Marquette Park are located ...
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
18.34 km from city center
Book a stay at this beach hotel in East Chicago. Enjoy free parking, 5 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms in ...
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave Chicago IL
30.69 km from city center
Book a stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport

3 out of 5
6550 S Cicero Ave Chicago IL
28.17 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Fairfield Inn and Suites by Marriott Chicago Midway Airport

Fairfield Inn and Suites by Marriott Chicago Midway Airport

3 out of 5
6630 S Cicero Ave Chicago IL
28.14 km from city center
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
Super 8 by Wyndham Bridgeview/Chicago Area

Super 8 by Wyndham Bridgeview/Chicago Area

2 out of 5
7887 W 79th St Bridgeview IL
28.94 km from city center
Book a stay at this business-friendly hotel in Bridgeview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Dec 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$117 Roundtrip, found 12 hours ago
$117
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Dec 16 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Dec 30, priced at $117 found 12 hours ago
Frontier Airlines
Sat, Jan 16 - Tue, Feb 2
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jan 16 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Tue, Feb 2, priced at $152 found 2 days ago
Southwest Airlines
Wed, Dec 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$153 Roundtrip, found 12 hours ago
$153
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Wed, Dec 16 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Dec 30, priced at $153 found 12 hours ago
Delta
Wed, Dec 16 - Wed, Dec 30
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$183 Roundtrip, found 12 hours ago
$183
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Dec 16 from Minneapolis - St. Paul Intl. to Midway Intl., returning Wed, Dec 30, priced at $183 found 12 hours ago