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

View AU$329 flight on Wed, 15 Jul. 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Aspen/Pitkin County Airport (ASE)

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from Chicago (ORD) to Aspen (ASE)

September is typically the cheapest month to fly

From AU$311 - AU$1,033 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Aspen route information
Origin airport
O'Hare Intl.
Destination airport
Pitkin County
Distance
1616 km
Average flight time
2 hours 7 mins

Your quick guide to flights from Chicago to Aspen

Pick up great flights from Chicago to Aspen

With Expedia, you have your pick of 4 flights a day with 20 airlines covering flights from Chicago to Aspen. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Chicago to Aspen that take around 3 hours.

Find cheap flights from Chicago to Aspen

From the great flight deals with prices currently ranging from to , you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Chicago to Aspen around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Aspen is normally in .

Reasons to book your flight from Chicago to Aspen with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Chicago to Aspen across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Aspen right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Frequently asked questions

How much is a flight from ORD to ASE?
Round-trip tickets from O'Hare Airport to ASE start from . This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Intl. Airport (ORD) to Aspen/Pitkin County Airport?
Each air carrier has its own set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from O'Hare Airport to ASE that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for ORD to Aspen/Pitkin County Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Airport to Aspen/Pitkin County Airport?
It's around 1 650 kilometres from O'Hare Airport to Pitkin County Airport (ASE), so you'll be strapped into your seat for a while. Keep yourself occupied by packing things like playing cards (if you're travelling with friends) or the latest bestseller.
Which airlines fly direct from ORD to Aspen/Pitkin County Airport?
Right now, no airlines offer flights directly from O'Hare Airport to Aspen/Pitkin County Airport. You'll have to book a flight with one or more stops. To score the best connections and price, lock in your fare well in advance.
Are O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes find a bargain, with some of the cheapest airfares from O'Hare Airport to ASE showing up a few weeks before the date of departure. If you'd rather plan ahead of time, Expedia compares and updates the best flight deals regularly — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines issue prices that far in advance.

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