$127 Cheap Flights from Chicago (ORD) to Aspen (ASE)

View $127 flight on Tue, Jan 27, 2026Opens in a new window

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

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Cheap Flights from Chicago to Aspen (ORD-ASE)

Prices were available within the past 7 days and start at $127 for one-way flights and $191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue, Jan 27 - Tue, Feb 3
ORD
Chicago
ASE
Aspen
$191 Roundtrip, just found
$191
Roundtrip
just found
Select American Airlines flight, departing Tue, Jan 27 from Chicago to Aspen, returning Tue, Feb 3, priced at $191 just found
American Airlines
Tue, Jan 27 - Tue, Feb 3
ORD
Chicago
ASE
Aspen
$201 Roundtrip, just found
$201
Roundtrip
just found
Select American Airlines flight, departing Tue, Jan 27 from Chicago to Aspen, returning Tue, Feb 3, priced at $201 just found
American Airlines
Tue, Jan 27 - Tue, Feb 3
ORD
Chicago
ASE
Aspen
$211 Roundtrip, just found
$211
Roundtrip
just found
Select American Airlines flight, departing Tue, Jan 27 from Chicago to Aspen, returning Tue, Feb 3, priced at $211 just found
United
Tue, Jan 27 - Tue, Feb 3
ORD
Chicago
ASE
Aspen
$249 Roundtrip, just found
$249
Roundtrip
just found
Select United flight, departing Tue, Jan 27 from Chicago to Aspen, returning Tue, Feb 3, priced at $249 just found
American Airlines
Mon, Jan 5 - Fri, Jan 9
ORD
Chicago
ASE
Aspen
$251 Roundtrip, just found
$251
Roundtrip
just found
Select American Airlines flight, departing Mon, Jan 5 from Chicago to Aspen, returning Fri, Jan 9, priced at $251 just found
United
Tue, Jan 27 - Tue, Feb 3
ORD
Chicago
ASE
Aspen
$259 Roundtrip, just found
$259
Roundtrip
just found
Select United flight, departing Tue, Jan 27 from Chicago to Aspen, returning Tue, Feb 3, priced at $259 just found
American Airlines
Mon, Jan 5 - Fri, Jan 9
ORD
Chicago
ASE
Aspen
$261 Roundtrip, just found
$261
Roundtrip
just found
Select American Airlines flight, departing Mon, Jan 5 from Chicago to Aspen, returning Fri, Jan 9, priced at $261 just found
United
Thu, Dec 18 - Mon, Dec 22
ORD
Chicago
ASE
Aspen
$264 Roundtrip, found 1 hour ago
$264
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Dec 18 from Chicago to Aspen, returning Mon, Dec 22, priced at $264 found 1 hour ago
Delta
Sat, Oct 11 - Sat, Oct 25
ORD
Chicago
ASE
Aspen
$269 Roundtrip, found 2 hours ago
$269
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Oct 11 from Chicago to Aspen, returning Sat, Oct 25, priced at $269 found 2 hours ago
American Airlines
Mon, Jan 5 - Fri, Jan 9
ORD
Chicago
ASE
Aspen
$271 Roundtrip, just found
$271
Roundtrip
just found
Select American Airlines flight, departing Mon, Jan 5 from Chicago to Aspen, returning Fri, Jan 9, priced at $271 just found

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

September is typically the cheapest month to fly

From $191 - $671 per traveler.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) cost?
Snag a cheap one-way flight from $127 or cheap return flight from $191 from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
Traveling in January is a great way to save, as it's the cheapest month for flights between ORD and ASE. You'll typically find the lowest prices during the off-season.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
Hop on a direct flight with United Airlines and head straight from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE).
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
American Airlines and United Airlines are well-known airlines offering competitive fares. Remember that flight prices from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) can vary depending on demand, seasonality and time of booking. With Expedia's filter tool, you can easily find a ORD to ASE flight that suits your plans and budget.
How many flights per day from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
Each day, an average of 4 direct flights take off from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE). Select the departure date that best suits your travel plans.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
Flights between ORD and ASE tend to be busiest at 8 AM. If you want a more relaxed experience and possibly cheaper tickets, look for a time outside the usual busy windows.
What day of the week has the most flights from ORD to ASE?
Travel on a Sunday if you're after the largest selection of flights from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
Take the earliest flight at around 8:45AM UTC-6, leaving from O'Hare Intl. Airport (ORD). You'll be in the air for approximately 3h 24m, arriving at Pitkin County Airport (ASE) at approximately 11:09AM UTC-7.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
It takes roughly 3 hours and 21 minutes to cover the 1,000 mi from ORD to ASE.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
To arrive at Pitkin County Airport (ASE) without delays, select a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Aspen from O'Hare Intl. Airport (ORD)?
Catch a direct flight from O'Hare Intl. Airport (ORD) to Aspen and arrive at Pitkin County Airport (ASE). Another convenient gateway to this destination is Eagle County Regional Airport (EGE).
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) last-minute?
Last-minute fares from ORD to ASE are usually more expensive. For the lowest prices, start searching for flights ahead of time. That said, if you can play around with your travel dates, you may score a cheap ticket right before you leave.
Is it cheaper to book an ORD to ASE flight and hotel package?
You'll typically save money by booking an ORD to ASE flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. Once you've chosen your preferred accommodations and flights, consider adding extras such as car rentals, tours and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE)?
You can usually reschedule or cancel your ORD to ASE flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pitkin County
Airlines serving
American Airlines, Delta, United
Roundtrip price
$191
Distance
1010 mi
Average flight time
2 hours 8 mins

Book with confidence

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Chicago to Aspen Flights

The cheapest times to fly from Chicago to Aspen

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Aspen are during the month of January. You can find some of the cheapest flights from Chicago to Aspen with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Aspen

Sunday is one of the best days to book for cheap flights from Chicago to Aspen: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Aspen

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Aspen in 2025. You can also book with separate airlines for your outbound and return journeys, from $127 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Aspen flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Aspen airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Aspen Flights

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