Book Exclusive Cary Vacation Packages

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Cary flight + hotel packages

Prices and availability subject to change. Additional terms may apply.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 12 - Jun. 16
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 12 - Jun. 16
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 15 - Jul. 19
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Chicago Marriott Downtown Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 15 - Jun. 22
Roundtrip non-stop flight included
Halifax (YHZ) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby. Discover genuine guest reviews for Pendry Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
Jul. 5 - Jul. 8
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.

Top Cary hotels deals

Best Western O'Hare/Elk Grove Hotel

Best Western O'Hare/Elk Grove Hotel

3 out of 5
100 Busse Rd, Elk Grove Village, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $114 per night
CA $114
per night
May 25 - May 26
Stay at this hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and LEGOLAND® Discovery Center are located nearby. Discover genuine guest reviews for Best Western O'Hare/Elk Grove Hotel along with the latest prices and availability – book now.
Breakfast included
Parking available
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Free cancellation
The price is CA $119 per night
CA $119
per night
May 12 - May 13
Stay at this 3-star business-friendly hotel in Hoffman Estates. 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 LEGOLAND® Discovery Center are located nearby. Discover genuine guest reviews for Hyatt Place Chicago/Hoffman Estates along with the latest prices and availability – book now.
Pet-friendly
Pool
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

2.5 out of 5
5688 Northridge Rd, Gurnee, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $90 per night
CA $90
per night
May 6 - May 7
Stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Six Flags Great America and Gurnee Mills are located nearby. Discover genuine guest reviews for La Quinta Inn & Suites by Wyndham Chicago Gurnee along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd, Schaumburg, IL
Free cancellation
The price is CA $136 per night
CA $136
per night
May 11 - May 12
Stay at this business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodfield Mall and LEGOLAND® Discovery Center are located nearby. Discover genuine guest reviews for Hyatt Regency Schaumburg Chicago along with the latest prices and availability – book now.
Pool
Breakfast available
Baymont by Wyndham Glenview

Baymont by Wyndham Glenview

3 out of 5
1625 Milwaukee Ave, Glenview, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $115 per night
CA $115
per night
May 1 - May 2
Stay at this 3-star business-friendly hotel in Glenview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and The Glen Club are located nearby. Discover genuine guest reviews for Baymont by Wyndham Glenview along with the latest prices and availability – book now.
Breakfast included
Parking included
Holiday Inn Chicago - Elk Grove, an IHG Hotel

Holiday Inn Chicago - Elk Grove, an IHG Hotel

3.5 out of 5
1000 Busse Rd, Elk Grove Village, IL
Free cancellation
The price is CA $123 per night
CA $123
per night
May 14 - May 15
Stay at this business-friendly hotel in Elk Grove Village. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and LEGOLAND® Discovery Center are located nearby. Discover genuine guest reviews for Holiday Inn Chicago - Elk Grove, an IHG Hotel along with the latest prices and availability – book now.
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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?
Your vacation daydreams can become reality in Cary from just CA $1,064. Our affordable package deals include flights and hotels, and they’ll make booking your trip easy as pie. The only thing you’ll need to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Cary?
Look no further than Travelocity. With access to 400 air carriers and an incredible 665,000 hotels around the world, creating the ultimate Cary package deal couldn’t be simpler.
Why should I book my Cary vacation bundle with Travelocity?
Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you’re getting the best deal available.
Can I save on my Cary car rental if I bundle it with hotels and flights?
You most certainly can — and booking one of our Cary vacation packages is the easiest way to do this. Bundle any combination of a hotel, car, flight and experience and score great discounts. The more you book, the more you save. There are loads of big-name sights in Cary to add to your itinerary, including Wrigley Field (55 kilometersfrom Cary). Nothing beats discovering thrilling places like this with the freedom of your own car rental.
What is the best time of year to go to Cary?
are the most popular months to visit, while are usually quieter. If you have a limited budget, think about visiting around . is regarded as the costliest time to stop by.
Where should I stay when visiting Cary?
After a wonderful day of sightseeing around Cary, hit the hay at the Quiet In-law-suite With Gorgeous Wildlife. This excellent option will make your stay comfortable.
Can I go on vacation to Cary at this time?
Learn all the info you need to know about quarantine policies and travel restrictions before you head for Cary. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and hassle-free.