$187 Find Cheap Flights from Chicago to Aspen - Compare and Save

Among airlines operating Chicago to Aspen flights:

• United Airlines: offers extra legroom; 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.

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

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).

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

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

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

Only Economy Class is available on flights from Chicago to Aspen.

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 $483 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.

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

• Denver Intl (DEN) - 83% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 9% of one-stop connections
• Dallas/Fort Worth (DFW) - 4% of one-stop connections
• Chicago O'Hare Intl (ORD) - 4% of one-stop connections

Denver Intl (DEN) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 40% on the Chicago to Aspen route. Tuesday is the cheapest departure day at $356 round-trip on average, while Wednesday is the most expensive at $586, a difference of $230. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Chicago to Aspen flights, with 50% of flights leaving in that window. Night departures account for 50%, afternoon flights for 0%, and evening flights for 0%.

A nonstop flight from Chicago to Aspen takes 3h 12m, covering 1,024 miles.

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

• Earliest: departs at 8:47 am and lands at 11:59 am
• Latest: departs at 7:50 pm and lands at 11:02 pm.

The flight takes about 3h 12m.

Last-minute fares on this route - booked within 2 weeks of departure - run 27% above the route average of $478. Book 25 weeks before departure for the lowest fares.

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $373 to $3,556. That means the highest observed fare was about 10x higher than the lowest one.

One-way fares from Chicago to Aspen are currently lower than usual. Average one-way flight prices are about $191, which is 41% below the typical average for this route.

Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 4h 53m, compared with 6h 44m via Chicago O'Hare Intl (ORD) and 7h 00m 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.

Aspen Pitkin County Airport (ASE) hosts 5 major car rental companies, with daily rates starting from around $35 for economy cars. Top options include:
· Hertz
· Budget
· Sixt
· Payless
· Alamo

Round-trip flights from Chicago to Aspen range from $382 to $648, with an average of $478 over the past 12 months. Anything below $382 counts as a good deal.

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