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The Best Time to Book a Flight to These 10 Wallet-Friendly Cities

Nov. 14, 2018
Travel, Vacations & Trip Planning
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Don’t forget to give yourself a little something this holiday season.

And if your kind of “little something” happens to be a memorable getaway to a fun city on the cheap, then travel site Kayak has you covered.

Holiday Travel Hacker Guide

In its 2018 Holiday Travel Hacker Guide, which is based on holiday booking data, Kayak released 10 top North American destinations for budget-conscious travelers, the average flight price to each city and the best time to book.

» Learn more: The best travel credit cards

1. Toronto

Toronto took the No. 1 spot on this year’s wallet-friendly cities list. Besides the famous CN Tower, Toronto’s Christmas Market is considered one the best in the world.

Average airfare: $260
Best time to book: Two months before departure

2. Boston

Despite the cold weather, Boston comes alive during the holiday season. The city is famous for its Freedom Trail, a 2.5-mile route of historic sites that tells the story of the nation’s founding.

Average airfare: $242
Best time to book: Two weeks before departure

3. Orlando, Florida

Sunny and 70s! If you miss the snow, have a snow cone under a palm tree. Did you know Orlando breaks out the snow machines each year so Floridians can get their flurry fix?

Average airfare: $214
Best time to book: Two weeks before departure

4. Las Vegas

With vibrant nightlife, lavish restaurants and high-tech light shows, Las Vegas always feels like a holiday party.

Average airfare: $191
Best time to book: One month before departure

5. New York

Among the season’s main attractions are the Rockefeller Center Christmas tree and the Times Square New Year’s Eve ball drop.

Average airfare: $252
Best time to book: One month before departure

6. Atlanta

Relive your childhood memories at Atlanta’s Center for Puppetry with a show featuring your favorite holiday characters.

Average airfare: $223
Best time to book: One month before departure

7. Charleston, South Carolina

You will love the seasonal shopping and winter festivals in this city.

Average airfare: $322
Best time to book: One month before departure

8. Vancouver, Canada

The Capilano Suspension Bridge is transformed into a world of festive lights for the holidays. It’s a must-see.

Average airfare: $288
Best time to book: Three months before departure

9. Chicago

Shopping on Michigan Avenue during the holidays is an experience you won’t soon forget.

Average airfare: $286
Best time to book: Three months before departure

10. Nashville, Tennessee

Music City has music … well, everywhere. Barhop on Broadway, see country music headliners at the Ryman Center or watch the free tuba concert at Nashville’s First Baptist Church.

Average airfare: $296
Best time to book: One month before departure

How to maximize your rewards

You want a travel credit card that prioritizes what’s important to you. Here are our picks for the best travel credit cards of 2019, including those best for:

Planning a trip? Check out these articles for more inspiration and advice:
Cheap things to do in any city
How to find the best travel credit card for your needs.
Landing the best airfare is a matter of timing

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