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-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
November is typically the cheapest month to fly from Chicago O'Hare International Airport (ORD) to Aspen (ASE), with average return fares around CA$505. November often sees lower prices as it's just before the peak winter ski season, when demand is generally lower. May and October are also good months to find deals on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
You have 2 airlines offering direct flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County):
  • United operates 17 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) every week.
  • American Airlines operates 13 direct flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) every week.
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 traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. United 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) to Aspen, CO (ASE)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
You'll find approximately 4 nonstop flights per day from Chicago O'Hare International (ORD) to Aspen Pitkin County (ASE). For even more choices, look at flights that include layovers, as there are around 40 connecting flights per day. Some common connection points include Denver International (DEN), Dallas-Fort Worth International (DFW), and Los Angeles International (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 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.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
You'll find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County) on Fridays, with around 23 flights available. This gives you a good selection for your travel plans. Major airlines on this route include United, American Airlines, and Delta. Flight options are notably more plentiful on Fridays compared to other days of the week, offering you more choices for your journey.
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 O'Hare International Airport (ORD) to Aspen Pitkin County Airport (ASE) are in the early morning, from 6am to 9am. Many major carriers, including United, American Airlines and Delta, offer flights during this window. Many travellers prefer these times because it allows for an early start to your trip, getting you to Aspen with plenty of time to enjoy your day.
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-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County)?
Yes, you can fly first class from Chicago, IL (ORD-O'Hare Intl.) to Aspen, CO (ASE-Pitkin County).First class cabins are available on United, Delta, and American Airlines.
How do I earn miles on a Chicago, IL (ORD) to Aspen, CO (ASE) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD) to Aspen, CO (ASE) 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) to Aspen, CO (ASE) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD) to Aspen, CO (ASE) 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) to Aspen, CO (ASE) flight and hotel package?
Securing a Chicago, IL (ORD) to Aspen, CO (ASE) 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
Average flight time
2 hours 8 mins

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Chicago to Aspen Flights

The easy way to book your flights from Chicago to Aspen 

With Expedia, it’s simple to find and book flights to Aspen from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from airlines that cover this route. There are nonstop flights to Pitkin County, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Aspen today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Pitkin County, ASE 

Sort your search results by price to find great deals on your flight from Chicago to Aspen—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Aspen from Chicago currently is just rising to .  

Here are more money-saving tips: 

  • Fly in when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Aspen  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Aspen from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Aspen with Expedia today.

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