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

The Royal Sonesta Chicago Downtown
Save 100% on your flight
Price was $352, price is now $229 per person
$229
per person
Feb 2 - Feb 5
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.

theWit Chicago, a Hilton Hotel
Save 100% on your flight
Price was $503, price is now $303 per person
$303
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip 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.

Level Chicago – Old Town
Save 100% on your flight
Price was $623, price is now $377 per person
$377
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip 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.

Trump International Hotel & Tower Chicago
Save 100% on your flight
Price was $597, price is now $362 per person
$362
per person
Feb 20 - Feb 22
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.

The Emily Hotel
Save 100% on your flight
Price was $578, price is now $353 per person
$353
per person
Mar 5 - Mar 8
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, 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.

Pendry Chicago
Save 100% on your flight
Price was $622, price is now $381 per person
$381
per person
Mar 5 - Mar 8
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 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 $552, price is now $355 per person
$355
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip 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.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $577, price is now $371 per person
$371
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip 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.
Hillsdale Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Hillsdale 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.

Wed, Dec 24 - Wed, Jan 7
DEN
Denver Intl.
MLI
Quad City Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago

Wed, Dec 24 - Wed, Jan 7
DEN
Denver Intl.
MLI
Quad City Intl.
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago

Wed, Dec 24 - Tue, Jan 6
DEN
Denver Intl.
MLI
Quad City Intl.
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago

Tue, Dec 30 - Thu, Jan 8
ATL
Hartsfield-Jackson Atlanta Intl.
MLI
Quad City Intl.
$419 Roundtrip, found 4 days ago
$419
Roundtrip
found 4 days ago
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