Milledgeville Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Milledgeville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,133, price is now CA $740 per person
CA $740
per person
Oct 30 - Nov 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (282 reviews)
The staff were excellent
Reviewed on Aug. 21, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,066, price is now CA $1,229 per person
CA $1,229
per person
Oct 30 - Nov 2
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
5 star hotel that goes above and beyond. My family loved staying at the Trump
Reviewed on Aug. 29, 2025
Pendry Chicago
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025
Milledgeville Hotel Deals
Savanna Inn & Suites
101 Valley View Drive, Savanna, IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Sep 1 to Sep 2
CA $177
CA $197 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (899 reviews)
"The rooms were clean just a little outdated. The toilet handle needed to be held a while to make it flush. Loved that it was pet friendly and that it was right near nice places for hiking. If you’re visiting galena it’s a cheaper place to stay still relatively close by. Breakfast was the same on ..."
Reviewed on Aug. 5, 2025
Quality Inn & Suites Dixon near I-88
136 Plaza Dr, Dixon, IL
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Sep 7 to Sep 8
CA $125
CA $139 total
Sep 7 - Sep 8
includes taxes & fees
Paddle Wheel Inn
1457 IL Rt 2 North, Oregon, IL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Sep 1 to Sep 2
CA $99
CA $108 total
Sep 1 - Sep 2
includes taxes & fees
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.
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.