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

View AU$254 flight on Sun, 28 June 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.

Frequently asked questions

What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
November is typically the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County), with average return fares of approximately 492 AUD. This is about 22% lower than the average price throughout the year. November often sees lower prices as it's before the peak winter holiday season, when demand for ski destinations like Aspen increases. Other cheap months to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) include May and October.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
Enter ORD to ASE and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. UA offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
The best time to fly from Chicago O'Hare International Airport (ORD) to Aspen, CO (ASE-Pitkin County) (ASE) for the best value is typically in November or October. Based on booking data from the past year, you can expect average return flight prices around 492 AUD during these months. While these might not be the peak ski season months, flying then can help you save on airfare, giving you more to spend on your Aspen adventure.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
When flying from Chicago O'Hare International (ORD) to Aspen Pitkin County (ASE), you'll find approximately 4 nonstop flights per day. For even more choice, look at flights that include layovers, as there are around 37 connecting flights daily. Some common connection points include Denver Intl. (DEN), Dallas-Fort Worth Intl. (DFW), and Los Angeles Intl. (LAX).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) typically departs at approximately 5:00 AM local time. This service is operated by American Airlines and is a seasonal offering, active in March and April. An early departure like this can help you make the most of your time in Aspen. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) on a Sunday, with around 29 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include United Airlines, American Airlines, and Delta Air Lines. Sunday offers notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) are in the arvo, from 12pm to 3pm. Around 28 AUD% of passengers reckon this time's best. Heaps of major carriers, including United Airlines and American Airlines, offer flights during this window. This timing works well because it allows you to have a relaxed morning before heading to the airport, and you'll arrive in Aspen with plenty of time to settle in.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
Flying nonstop from ORD to ASE takes around 3 hours 30 minutes, with the route covering approximately 1,011 miles. Flights with a layover typically take 1 hour 30 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
Select the "Business class" and "First class" filters when looking for ORD to ASE flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Aspen from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly directly into Pitkin County (ASE) to reach Aspen. Some flights may connect through major hubs like Lambert-St. Louis Intl. (STL), Eppley Field (OMA), Indianapolis Intl. (IND) before reaching Aspen. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Pitkin County
Distance
1616 km

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