A mountain road flanked by dense forests and snow-capped peaks under a clear sky.

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

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

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Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) cost?
You can find one-way and return flights from ORD to ASE with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to ASE ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD) to Aspen, CO (ASE)?
The cheapest months to fly from Chicago, IL (ORD) to Aspen, CO (ASE) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Chicago, IL (ORD) to Aspen, CO (ASE)?
Enter ORD to ASE and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
American Airlines is one of the cheapest airlines offering nonstop return flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County), with tickets starting from around £178 for flights that can be booked for departure within the next year. American Airlines also offers one of the cheapest connecting return flights on this route, with a layover in Eastern Iowa (CID), starting from around £215. These prices are per adult, for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Chicago, IL (ORD) to Aspen, CO (ASE)?
To find a cheap flight from Chicago, IL (ORD) to Aspen, CO (ASE), 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 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 (ASE) is typically November or October. These months offer a great balance, with prices around £272 for a return flight. While these might be the cheapest months, you'll still find plenty of flight options to suit your schedule. November and October are ideal for visiting Aspen as the ski season begins, offering a chance to enjoy the early snow without the peak season crowds and prices. If you're flexible, these months give you both affordable fares and excellent flight schedules to work with.
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 around 5:00 AM. This service is operated by American Airlines. Please note that this is a seasonal service, active in March and April. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
When flying from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County), you have a few options. A nonstop flight typically takes around 3 hours 18 minutes, covering a distance of approximately 1,627 kilometers. If you opt for a one-stop flight, your journey will usually be longer, taking about 5 hours. Flights with two or more stops will extend your travel time even further, typically to around 15 hours. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some flexibility in your travel plans.
Can you fly business or first class from Chicago, IL (ORD) to Aspen, CO (ASE)?
Select the "Business class" and "First class" filters when looking for Chicago, IL (ORD) to Aspen, CO (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, CO (ASE) from Chicago, IL (ORD)?
If you're planning to travel to Aspen from O'Hare Intl. (ORD), you can fly directly into Pitkin County (ASE). Some flights may connect through major hubs like Lambert-St. Louis Intl. (STL), Eppley Field (OMA), or 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) to Aspen, CO (ASE)?
If you booked your Chicago, IL (ORD) to Aspen, CO (ASE) 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
Average flight time
2 hours 9 mins

Book with confidence

Compare flights from Chicago to Aspen easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Aspen. Operating between them flights per day, airlines cover the route. And fly direct, getting you to Pitkin County in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Pitkin County.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Pitkin County (ASE)

The easiest way to view the best deals on flights from Chicago to Aspen today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Pitkin County start at just and range up to .  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Aspen
  • booking your flight during , the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Aspen flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Pitkin County for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Chicago to Aspen easily and book with confidence

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