Exclusive The Old Post Office Vacation Deals
The Old Post Office vacation package deals
Price found within the past 48 hours. Click for updated prices.
Ameristar Casino Hotel East Chicago
Save 100% on your flight
Price was $520, price is now $322 per person
$322
per person
Dec 24 - Dec 28
found 10 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
This Art Deco hotel features a casino, a marina, and 5 restaurants. Enjoy the 24-hour gym and perks like free self parking. A bar/lounge, a 24-hour front desk, and a snack bar/deli are also provided.
Art Villa
West Town
Save 100% on your flight
Price was $1,110, price is now $664 per person
$664
per person
Dec 31 - Jan 3
found 10 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $745, price is now $453 per person
$453
per person
Dec 31 - Jan 3
found 10 hours ago
Roundtrip flight included
Dallas (DAL) 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
Downtown Chicago
Save 100% on your flight
Price was $875, price is now $544 per person
$544
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,052, price is now $654 per person
$654
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 indoor pool, bar/lounge, and laundry facilities.
Waldorf Astoria Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,698, price is now $1,055 per person
$1,055
per person
Dec 24 - Dec 28
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.
Top The Old Post Office hotel deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $136 total per night
$136 total
Nov 24 - Nov 25
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $181 total per night
$181 total
Nov 24 - Nov 25
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and WiFi in public areas. Self parking, a lobby fireplace, and luggage storage are also offered.
Pet friendly
Air conditioning
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Free Cancellation
$106 nightly
The price is $124 total per night
$124 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pet friendly
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.