$207 Find Cheap Flights from Chicago to Aspen - Compare and Save

These are the earliest and latest flight times available from Chicago to Aspen:

• Earliest: departs at 7:20 am and lands at 10:52 am
• Latest: departs at 7:50 pm and lands at 11:22 pm.

The flight takes about 3h 32m.

Two cabin classes are available on flights from Chicago to Aspen:

• Economy Class
• First Class

A nonstop flight from Chicago to Aspen takes 3h 32m, covering 1,024 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Chicago to Aspen range from $411 to $663, with an average of $512 over the past 12 months. Anything below $411 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 22% above the $512 route average. Book 25 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $454 round-trip via Dallas/Fort Worth (DFW), compared to $515 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Chicago to Aspen flights, with 67% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $413 to $2,232. That means the highest observed fare was about 5x higher than the lowest one.

American Airlines is the only airline on the Chicago to Aspen route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Chicago to Aspen are currently lower than usual. Average one-way flight prices are about $218, which is 29% below the typical average for this route.

Aspen Pitkin County Airport (ASE) hosts 5 major car rental companies, with daily rates starting from around $33 for economy cars. Top options include:

• Hertz
• Budget
• Sixt
• Payless
• Alamo

Flights from Chicago to Aspen may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Aspen Pitkin County (ASE).

One-stop flights from Chicago to Aspen most commonly connect through:

• Denver Intl (DEN) - 85% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 8% of one-stop connections
• Dallas/Fort Worth (DFW) - 4% of one-stop connections
• Chicago O'Hare Intl (ORD) - 4% of one-stop connections

Yes. Flexible dates can save you up to 31% on flights from Chicago to Aspen. Tuesday is the cheapest departure day at $421 round-trip on average, while Wednesday is the most expensive at $609, a difference of $188.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

2 airlines operate flights between Chicago and Aspen. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines

Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 4h 47m, compared with 6h 44m via Chicago O'Hare Intl (ORD) and 7h via Dallas/Fort Worth (DFW).

Aspen is 1 hour behind Chicago (Mountain Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Among airlines operating Chicago to Aspen flights:

• United Airlines: offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• American Airlines: a cabin bag and a checked bag in Economy Class
• United Airlines: a cabin bag and a checked bag in First Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.