Cheap Flights from Chicago (PWK) to Aspen (ASE)

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Flights from Chicago (PWK) to Aspen (ASE)
Origin airport
Chicago Executive
Destination airport
Pitkin County
Distance
1618 km

Chicago to Aspen Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to Aspen offer the perfect respite. Not only does exploring Aspen provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to Aspen may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Aspen are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Aspen more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Aspen is now!

Frequently asked questions

Is it cheaper to buy a plane ticket from Chicago Executive Airport to ASE last minute?
Being a spontaneous soul is a rewarding way to explore the globe, but it's not always the best way to track down a bargain flight. Think about booking your PWK to Pitkin County Airport (ASE) trip well ahead of time rather than waiting until the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave your spontaneity for when you're exploring Pitkin County Airport (ASE)!
What airports do you fly into for Aspen from Chicago?
From Chicago, you can get to Aspen via Pitkin County Airport (ASE), Eagle County Regional Airport (EGE) and Gunnison-Crested Butte Regional Airport (GUC). Determine which airport is best for you before you make a decision. If you go with Pitkin County Airport (ASE), it's about 5 kilometers northwest of the city center. Use the dough you save when booking your fare with Expedia to visit the city's well-known attractions, such as Aspen Highlands and Aspen Art Museum.
Can I change the date of my flight from Chicago Executive Airport (PWK) to Pitkin County Airport (ASE)?
It's a piece of cake to make amendments to your Chicago Executive Airport (PWK) to Pitkin County Airport (ASE) journey yourself. Access your itinerary via the Expedia Trips portal and hit "change flight." Look around for new flights and book the one that better fits your plans. You'll see an estimate of the extra charges, if applicable. Alternatively, use our Customer Service portal to chat to our Virtual Agent and get answers to your questions.