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

Popular airlines from Chicago Midway Airport (MDW) to Aspen/Pitkin County Airport (ASE)

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Flights from Chicago (MDW) to Aspen (ASE)
Origin airport
Midway Intl.
Destination airport
Pitkin County
Distance
1628 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 Midway Intl. Airport (MDW) to Aspen/Pitkin County Airport last minute?
Booking your flight from Midway Intl. Airport (MDW) to Aspen/Pitkin County Airport at the last minute could help you save if you luck out and find a real steal. However, airfares usually don't drop in price as the departure date nears. If you wait, flights could also be booked up or the best seats gone (because no one wants the middle seat). If you'd rather not hedge your bets, book well in advance of the date you want to leave. In fact, you can find some of the biggest deals up to 12 months in advance. If your favorite airline hasn't released its airfares yet, check back regularly as deals are updated on Expedia all the time.
What airports do you fly into for Aspen from Chicago?
With Pitkin County Airport (ASE), Eagle County Regional Airport (EGE) and Gunnison-Crested Butte Regional Airport (GUC) to pick from, connecting from Chicago to Aspen is easy. The city's main terminal, Pitkin County Airport (ASE), is about 5 kilometers northwest of the downtown area. As well as the price of fares, consider factors like the ease of getting from the airport and the distance to your hotel before making your decision. Get your Aspen adventure off to a fun start by visiting Aspen Highlands and Aspen Art Museum.
Can I change the date of my flight from Midway Intl. Airport (MDW) to Aspen/Pitkin County Airport?
It's a piece of cake to make amendments to your Midway Intl. Airport (MDW) to Aspen/Pitkin County Airport journey yourself. Access your itinerary via the Expedia Trips portal and click on "change flight." Look around for new flights and book the one that works with your new plans. You'll get an estimate of any flight change fees. You can also find your way to our Customer Service portal to connect with our Virtual Agent and get answers to all your questions.

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