Cary Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Cary Vacation
Entertainment, food, art and more … It's all waiting for you with a Cary vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's hard to forget. There's plenty to include on your must-do list during your trip to Cary, beginning with popular sights such as Brunswick Zone XL and Buffalo Park Forest Preserve. Whatever your travel plans or budget, organizing your ultimate tailored Cary vacation is simple with Expedia.
Top Cary Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,606, price is now CA $1,100 per person
CA $1,100
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,401, price is now CA $983 per person
CA $983
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Cary Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jun 29 to Jun 30
CA $168
CA $189 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"We had reserved 2 rooms. We had room 101 and 104. Room 101, the shower and sink water took forever to warm up. I literally had the water running for over 30 minutes and it only was warm, not hot. I'm a girl and I like my water hot and steamy. So beware you might be unlucky. Unfortunately room 104 ..."
Reviewed on Jun 27, 2026
Sheraton Suites Chicago Elk Grove
121 Northwest Point Boulevard Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Jul 12 to Jul 13
CA $120
CA $136 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,008 reviews)
"We stayed for a week and booked this hotel due to the status and pictures we saw online. It was. Bunch of full advertisement. Remaining stay due to the room set up having children in the pool. We did not get any house cleaning for at least the first three days we stayed. We do not have our bed Linens ..."
Reviewed on Jun 28, 2026
The Westin Chicago Northwest
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jul 5 to Jul 6
CA $212
CA $236 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Nice"
Reviewed on Jun 28, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
