$141 Cheap Delta flights Chicago (ORD) to Aspen (ASE)

Set the “Price (lowest to highest)” filter on Expedia to find cheap Delta Air Lines return flights from $224 from ORD to ASE. Affordable one-way tickets from $141 are also on offer.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

May is one of the least expensive months to jet off to Aspen with Delta Air Lines. You could also find fantastic deals on one-way and return fares in April.

Search for cheap Delta Air Lines flights from O’Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) one to three months ahead of your departure date. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare type and journey, the best day of the week to book a domestic flight is generally Sunday and the most expensive day is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Use the “Nonstop” filter when browsing for direct Delta Air Lines flights from ORD to ASE. It’s also an easy way to compare other carriers servicing the same nonstop trip.

To find the earliest departure from ORD to ASE with Delta Air Lines, filter your search by “Early Morning” and “Morning.” Choosing an early flight usually means you’re less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Pitkin County Airport (ASE) is the primary Aspen hub for Delta Air Lines flights from O’Hare Intl. Airport (ORD).

With an excellent in-flight experience and a rewarding loyalty program, Delta Air Lines is a favorite for many passengers flying from ORD to ASE. Also, if you’re a Delta SkyMiles and One Key™ member booking with Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which you can put toward future getaways.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Depending on the type of ticket you purchased, a fee typically applies if you change or cancel your booking more than 24 hours after it’s been confirmed. To secure tickets with more flexibility, select our “Changes included” and “No cancel fee” boxes when searching for flights. For additional information on modifying or canceling your reservation, go to “Trips,” select your flight and click on “Manage Booking.”