Chicago to Aspen (MDW–ASE) — Airlines, Schedules & Connections

MDW Airport Page →
1,018 mi airlines charter/private 1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 5 1-stop flights Verified 10h ago
Also flown by charter / private operators: NetJets Aviation.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 5 hubs
DEN Denver 4h 23m WN → CMUA Denver (DEN) to Aspen flights
DFW Dallas-Fort Worth 6h 10m F9Y4 → AAG3IB Dallas-Fort Worth (DFW) to Aspen flights
ATL Atlanta 6h 11m AFAMDL → AMDL Atlanta (ATL) to Aspen flights
LAX Los Angeles 7h 31m WN → CMDLUA Los Angeles (LAX) to Aspen flights
SFO San Francisco 10h 3m WN → UA San Francisco (SFO) to Aspen flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Aspen
Connecting service available through multiple hubs.
2 Airlines 1,018 mi 2h 17m nonstop -1h behind

MDW–ASE had nonstop service from Jet Aviation Flight Services, last on the schedule in September 2026. There's no nonstop on it right now, so today you'd fly it with one stop. The connecting options below are sorted by layover. Nonstop, it's about 1,018 miles in 2h 17m.

Also explore Browse available seat maps MDW Routes ASE Routes MDW Live Flights ASE Live Flights MDW Delays
All flights from Aspen (ASE) Aspen to Chicago flights
Carriers on this route

Airline Landscape

Carriers that operated nonstop MDW–ASE service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
JD Jet Aviation Flight Services 0 – – 100% – –
TWY TWY 0 – – 100% – –
Alliance coverage
Unaffiliated: JD + TWY (0 flights/wk, 0%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Connections

Connection Landscape

1-stop and 2-stop options for MDW to ASE.
1-STOP
One-Stop Connections
5
Hubs
~4h
Fastest
~10h
Longest
DEN ~4h 23m DFW ~6h 10m ATL ~6h 11m LAX ~7h 31m SFO ~10h 3m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
495
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
MDW → ASE
100%
Generally reliable. Most flights run on time.
Departing
100%
Return
ASE → MDW
100%
Generally reliable. Most flights run on time.
Arriving
100%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Aspen from Chicago

Nearby airports with service to Aspen-Pitkin County Airport (Sardy Field).
Metric MDW→ASE ORD→ASE MKE→ASE
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 9 1
Weekly flights – 29 1
Flight time 2h 17m 2h 22m 2h 46m
Departure OTP 100% – –
Chicago (ORD) to Aspen flights · Milwaukee (MKE) to Aspen flights
Airports within 200 miles of MDW with service to Aspen-Pitkin County Airport (Sardy Field).
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Aspen is 1 hour behind Chicago.
MDW: CDT · ASE: MDT

When it's 6:00 PM in Chicago, it's 5:00 PM in Aspen.
Distance & Flight Time
1,018 mi / 1,638 km
Nonstop flight time is approximately 2h 17m gate to gate.
Facts

MDW–ASE Quick Facts

Key statistics for the Chicago to Aspen route.
Route details
Distance1,018 mi / 1,638 km
Flight time2h 17m
Time difference-1 hour
Airlines (nonstop)2
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: ASE
Full nameAspen-Pitkin County Airport (Sardy Field)
IATA / ICAOASE / KASE
TimezoneAmerica/Denver
Passengers/yr0.7M
Elevation7,820 ft / 2,384 m
FAQ

Frequently Asked Questions

Common questions about MDW to ASE flights.
Nonstop flights from Chicago Midway International Airport to Aspen-Pitkin County Airport (Sardy Field) take about 2h 17m gate to gate. The route covers 1,018 miles.
2 airlines operated the nonstop from MDW to ASE: Jet Aviation Flight Services, and others. The last scheduled nonstop was in September 2026. There's no nonstop right now, so today you'd fly it with one stop. See the connection options above, ranked by layover.
Not right now. The last scheduled nonstop was in September 2026. You can still fly it with one stop, and the connecting options above are sorted by layover. Nonstop, the hop took about 2h 17m.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Dallas Fort Worth and Hartsfield Jackson Atlanta.
On a single ticket, yes. Your bags are checked through to ASE and move between planes without you. On two separate tickets you collect your bags at the connecting airport and recheck them, so build in extra layover time.
Aspen is 1 hour behind Chicago.
Yes, return flights from ASE to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD and MKE. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MDW to ASE

Chicago Midway International Airport (MDW) and Aspen-Pitkin County Airport (Sardy Field) (ASE) had nonstop service from Jet Aviation Flight Services, last on the schedule in September 2026. The nonstop is dormant right now, so the way to fly it today is one connection, and the options above are sorted by layover.

MDW to ASE Flight Duration and Schedule

Nonstop flight time from MDW to ASE is about 2 hours 17 minutes gate to gate. The route covers a distance of 1,018 miles (1,638 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Denver, Dallas Fort Worth and Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).