Aspen to Chicago (ASE-ORD): nonstop upgrade & award space

United Airlines and American Airlines fly nonstop between Aspen (ASE) and Chicago (ORD), roughly 21 times a week. With United Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. 2LNR tracks confirmed upgrade and award space on American Airlines, on every ASE to ORD departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

See ASE to ORD on the interactive map Get started free
21
Nonstop flights a week
1,010 mi
Nonstop distance
Free
To get started

Aspen to Chicago flight schedule

Scheduled nonstop departures for ASE to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Aspen (ASE) to Chicago (ORD)
Date Flight Airline Departs ASE Arrives ORD Duration Aircraft
AA 6225American Airlines07:0011:063h 6mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 4914American Airlines13:5418:073h 13mCR7
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W
AA 6386American Airlines07:0011:053h 5mCR7
UA 5347United Airlines08:2112:293h 8mE7W
UA 5956United Airlines12:2016:243h 4mE7W

Showing all 22 scheduled ASE to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every ASE to ORD date on the interactive map

Confirmed upgrade & award space on ASE to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Aspen to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each ASE to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See ASE to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Aspen to Chicago nonstop

Carriers operating ASE to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See ASE to ORD on the interactive map →

Frequently asked questions about ASE to ORD

How far is Chicago from Aspen?
ASE to ORD covers about 1,010 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from ASE to ORD?
United Airlines and American Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from ASE to ORD?
About 21 nonstop flights a week run between Aspen and Chicago in the current schedule, operated by United Airlines and American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from ASE to ORD depart?
Scheduled ASE to ORD nonstops in the next 7 days with service leave between 07:00 and 13:54, local time at Aspen. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on ASE to ORD?
Open the ASE to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss ASE to ORD upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

Get started free