Book Exclusive Cary Vacation Packages

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Cary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/ Schaumburg

Hyatt Place Chicago/ Schaumburg

3 out of 5
Price was CA $673, price is now CA $496 per person
CA $496
per person
Feb 13 - Feb 16
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and Jump Zone are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,334, price is now CA $920 per person
CA $920
per person
Feb 26 - Mar 1
found 2 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,348, price is now CA $975 per person
CA $975
per person
Feb 25 - Mar 1
found 2 hours ago
Roundtrip non-stop flight included
St. John's (YYT) 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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,177, price is now CA $861 per person
CA $861
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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.
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,465, price is now CA $1,105 per person
CA $1,105
per person
Feb 25 - Mar 1
found 2 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Top Cary hotels deals

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
1200 N Mittel Blvd Wood Dale IL
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $137 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this business-friendly hotel in Wood Dale. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
Pool
Pet-friendly
Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave Prospect Heights IL
Free cancellation
The price is CA $59 per night
CA $59
CA $66 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this motel in Prospect Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Trail Nature Center and Camp Pine Woods are located nearby.
Pet-friendly
Parking included
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
2112 S Arlington Heights Rd Arlington Heights IL
The price is CA $103 per night
CA $103
CA $115 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
Breakfast included
Parking included
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $171 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in Deerfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sportsman's Country Club and Northbrook Sports Complex are located nearby.
Pool
Parking included
Country Inn & Suites by Radisson, Schaumburg, IL

Country Inn & Suites by Radisson, Schaumburg, IL

3 out of 5
1401 North Roselle Road Schaumburg IL
Free cancellation
The price is CA $135 per night
CA $135
CA $156 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and Schaumburg Medieval Times are located nearby.
Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL

2 out of 5
1000 W Devon Ave Elk Grove Village IL
Free cancellation
The price is CA $62 per night
CA $62
CA $70 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and Pirates Cove Childrens Theme Park are located nearby.
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See all available properties in Cary
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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.

Cary Vacations

Make new memories, have epic adventures and pursue the path less traveled — anything is possible in Cary. But first, let us tell you the basics about your next vacation destination!

A neighborhood in the fine city of Chicago, Cary is 40 miles (64 kilometers) to the northwest of the downtown action.

Visitors to Chicago will be rubbing shoulders with approximately 2,700,000 people.

Places to visit in Cary

Few things rival being in nature, and the wider region offers some terrific outdoor pursuits to try. So, are you up for some mountain biking? Rock climbing is a second activity to include on your itinerary.

Where do you fly into for Cary?

Are you landing at O'Hare International Airport (ORD)? Cary is 25 miles (40 kilometers) from here. Grab some snacks, secure a ride and you'll be there in no time!

Frequently asked questions

How much are vacation packages to Cary?
Epic adventures await in Cary, with Travelocity vacation packages starting from as low as CA $496. Providing both flights and hotels, these amazing deals make it really easy to experience every corner of the world.
Where can I get the best vacation package deals for Cary?
Book your dream vacation with Travelocity. With access to 400 airline partners and an incredible 1,000,000 properties across the globe, finding the best Cary package deal couldn't be easier.
Why should I purchase my Cary vacation bundle with Travelocity?
Because you'll never wander on your own if you lock in your vacation with us, and we offer 24/7 support and excellent service to boot. Add to that our Price Match Guarantee and a massive range of destinations and experiences to choose from. We're here to help you have the trip of a lifetime.
Can I save money on my Cary car rental if I bundle it with my hotel or flight?
Bundling your hotel, car and flight into a Cary vacation package is the easiest way to land the best prices. Plus, having your own wheels gives you the freedom to make your way to all the landmarks you can't wait to see. Located 56 kilometers from Cary, Wrigley Field is one attraction that should be on your agenda. Fasten your seat belt and make a day trip of it.
Which airport is best for Cary?
O'Hare Intl. Airport (ORD) is one of the biggest airports in Cary. It's about 40 kilometers southeast of the city center. Other choices include Midway Intl. Airport (MDW) (64 kilometers away from central Cary) and General Mitchell Intl. Airport (MKE) (88 kilometers away from central Cary).
Where should I stay when visiting Cary?
If you're searching for somewhere to lay your head, take a look at the 2 BR remodeled home near Cary/Crystal Lake/McHenry. It's the top choice for many visitors.

Photos of local treasures

Browse Cary vacation photos for more inspiration