$248+ Cheap flights to Aspen, CO

When you plan flights to Aspen, expect nothing less than glitz, glam, and gliding down mountains. This incredibly posh, ultra wealthy ski resort has been attracting the rich and the famous (as well as the paparazzi) since its conception. 

The historic town, donned always in red bricks, cobblestones, and a lush alpine environment is filled to the brim with much to do, see, and fall in love with. Lacking nothing in luster, the scenery that surrounds the gorgeous environment has been luring media hype since the wake of WWII. Hollywood stars and first-time skiers alike are all welcome here to experience the beauty of nature, the thrill of the hills, and the finery of relaxation. Come in the winter to ski and board, or come in the summer, when it’s much easier to find cheap flights to Aspen. 

Originally intended to be an artist’s village of sorts, Aspen still attracts the folksy thinkers, philosophers, and intellectuals that long to be at one with nature – it just also happens to attract Heidi Klum, Kate Moss, and Goldie Hawn.

Best Time to Fly to Aspen, CO

Admittedly, Aspen is best known for its winter glamour. Downward slopes, scintillating heights, and thrilling descents make this ski paradise a winter wonderland. The months of December, January, and February are the resort’s most popular season, but since its attractions never run dry, the hot, dry summer is another opportunity for outdoor enjoyment. If you’re looking to hike, trek, or bike, then book cheap flights to Aspen in the summer, when skiing subsides, and the mountain’s off season prevails.

Aspen, CO Travel Information

The Mountains: Your cheap flight to Aspen isn’t the only deal you’re getting, because when you plan a trip to this wintery haven you’re getting four mountains for the price of one. Snowmass, Aspen Mountain, Aspen Highlands, and Buttermilk offer challenging routes for veterans and welcoming trails for first-timers. Snowmass is known for its awesome variety of cruisers, steeps, glades, off-piste, terrain parks, and the longest lift-served vertical rise in the US. Aspen Mountain gets props for its views, double-back, and tree runs, and remains a favorite of snowboarders. Aspen Highlands is the one with more extreme terrain, but has incredible views of the Maroon Bells, while Buttermilk is more of a family learning mountain. Whichever you choose, you’re bound to be satisfied.

Theater, Film, and Arts: When you book cheap flights to Aspen, you’re getting more that just mountains. While it’s true that you might spend most of your time outside hitting the slopes, there’s nothing wrong with spending a little time inside absorbing the culture. If you’re interested in experiencing art, consider checking out the Anderson Ranch Arts Center or the Aspen Arts Museum, where temporary and permanent exhibits draw fans year-round. If you’re booking Aspen flights in the fall, you’ll be able to see the Aspen FilmFest, and in the summer, enjoy Aspen Theater in the Park.

Summer in Aspen: If you’re not traveling in the winter, don’t let the lack of snow get you down – it’s easier to find cheap flights to Aspen in the summer, anyway. In May, be sure to pack your wheels or rent some to take part in the many bike races that cross the city’s terrain. June brings a plethora of outdoor jazz and bluegrass concerts, and the Fourth of July is the most happening party of the summer here. August marks the season’s end with volleyball, golf and triathlons to choose from.