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

Hilton Chicago O'Hare Airport
Save 100% on your flight
Price was $575, price is now $351 per person
$351
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Dome at the Parkway Bank Sports Complex are located nearby.

The Westin Michigan Avenue Chicago
Price was $1,560, price is now $624 per person
$624
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
Save 100% on your flight
Price was $685, price is now $373 per person
$373
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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
Price was $1,011, price is now $558 per person
$558
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star 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.

Hilton Grand Vacations Club Chicago Magnificent Mile
Save 100% on your flight
Price was $894, price is now $539 per person
$539
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 3.5-star 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.

Dorothy's
Save 100% on your flight
Price was $1,840, price is now $1,110 per person
$1,110
per person
Dec 12 - Dec 15
found 2 hours ago
Roundtrip flight included
Charlotte (CLT) to Chicago (ORD)
Stay at this 3-star B&B in Chicago. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located nearby.

Park Hyatt Chicago
Save 100% on your flight
Price was $1,081, price is now $659 per person
$659
per person
Dec 19 - Dec 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Emily Hotel
Save 100% on your flight
Price was $996, price is now $610 per person
$610
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
Stay at this 4-star 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.
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 17 - Sat, Jan 3
AUS
Austin-Bergstrom Intl.
MLI
Quad City Intl.
$237 Roundtrip, found 22 hours ago
$237
Roundtrip
found 22 hours ago

Tue, Oct 14 - Tue, Oct 21
SAN
San Diego Intl.
MLI
Quad City Intl.
$308 Roundtrip, just found
$308
Roundtrip
just found

Tue, Oct 14 - Sat, Oct 18
DEN
Denver Intl.
MLI
Quad City Intl.
$389 Roundtrip, found 4 days ago
$389
Roundtrip
found 4 days ago

Tue, Oct 14 - Tue, Oct 21
CLD
McClellan-Palomar
MLI
Quad City Intl.
$394 Roundtrip, found 4 days ago
$394
Roundtrip
found 4 days ago
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