Book Exclusive Cary Vacation Packages

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Cary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $881, price is now CA $712 per person
CA $712
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,109, price is now CA $837 per person
CA $837
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip 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.
Aloft Bolingbrook

Aloft Bolingbrook

3 out of 5
Price was CA $1,057, price is now CA $868 per person
CA $868
per person
Apr 7 - Apr 14
found 6 hours ago
Roundtrip flight included
Syracuse (SYR) to Chicago (ORD)
Book a stay at this business-friendly hotel in Bolingbrook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Promenade Bolingbrook and Rocket Ice Arena are located nearby.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $1,741, price is now CA $1,433 per person
CA $1,433
per person
Apr 10 - Apr 13
found 1 day ago
Roundtrip 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Garden Inn Merrillville

Hilton Garden Inn Merrillville

3 out of 5
Green Acres
Price was CA $1,648, price is now CA $1,356 per person
CA $1,356
per person
Mar 8 - Mar 15
found 21 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Merrillville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westfield Southlake Mall and Team Combat LIVE are located nearby.

Top Cary hotels deals

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
22 West Algonquin Road Arlington Heights IL
Free cancellation
Reserve now, pay when you stay
The price is CA $67 per night
CA $67
CA $75 total
Feb 2 - Feb 3
includes taxes & fees
Stay at this hotel in Arlington Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
Pet-friendly
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 $162 per night
CA $162
CA $183 total
Feb 14 - Feb 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.
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 $121 per night
CA $121
CA $135 total
Jan 30 - Jan 31
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.
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy Hoffman Estates IL
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $153 total
Jan 28 - Jan 29
includes taxes & fees
Book a stay at this business-friendly hotel in Hoffman Estates. 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 Bridges of Poplar Creek Country Club are located nearby.
Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave Prospect Heights IL
Free cancellation
Reserve now, pay when you stay
The price is CA $52 per night
CA $52
CA $59 total
Feb 16 - Feb 17
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.
Comfort Inn & Suites Arlington Heights - Buffalo Grove

Comfort Inn & Suites Arlington Heights - Buffalo Grove

2.5 out of 5
3700 N Wilke Rd Arlington Heights IL
Free cancellation
Reserve now, pay when you stay
The price is CA $107 per night
CA $107
CA $120 total
Feb 26 - Feb 27
includes taxes & fees
Stay at this 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 Kemper Lakes Golf Club and Deer Park Town Center are located nearby.
Pool
Breakfast included
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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 $712. 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