
Exclusive Kathy Osterman Beach Vacation Deals

Kathy Osterman Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago/Oak Brook Suites
Yorkfield
Price was $546, price is now $389 per person
$389
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $995, price is now $583 per person
$583
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $677, price is now $463 per person
$463
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,283, price is now $888 per person
$888
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.

Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $768, price is now $533 per person
$533
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa and a gym are featured at this boutique hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a sauna on site, and a 24-hour front desk and express check-out are also provided.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
Price was $904, price is now $644 per person
$644
per person
May 23 - May 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
Frequently asked questions
Top Kathy Osterman Beach hotel deals

House 5863 - Chicago Bed and Breakfast
5863 North Glenwood Avenue Chicago IL
$181 nightly
The price is $213 total per night
$213 total
Mar 30 - Mar 31
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the express check-out and free internet in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Breakfast included
Free WiFi

Cozy studio in Andersonville Chicago
Chicago IL
$120 nightly
The price is $148 total per night
$148 total
Mar 31 - Apr 1
Total with taxes and fees
This apartment features laundry facilities.
Washer
Dryer

Heart O' Chicago
5990 North Ridge Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $117 total per night
$117 total
Mar 24 - Mar 25
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
Parking included
Free WiFi
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View all propertiesLowest 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.