Book Exclusive Cary Vacation Packages

Choose one or more items to build your trip:

Cary flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 2 - May 6
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 28 - May 4
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 3.5-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Apr. 28 - May 2
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 5-star 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.

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 $1,122. 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