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

ASE Airport Page →
1,018 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 11 1-stop flights Verified 1mo ago
Also flown by charter / private operators.
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.

Last scheduled nonstop: Apr 2026.

✦ 1-Stop connections via 10 hubs
DEN Denver 4h 18m CMUA → WN Denver (DEN) to Chicago flights
ATL Atlanta 6h 19m AMDLLA → AFAMDL Atlanta (ATL) to Chicago flights
IAH Houston 6h 33m NZUA → UA Houston (IAH) to Chicago flights
DFW Dallas-Fort Worth 6h 38m AALXJQF → F9Y4 Dallas-Fort Worth (DFW) to Chicago flights
SFO San Francisco 9h 7m LXJUA → EJAWN San Francisco (SFO) to Chicago flights
LAX Los Angeles 9h 31m AACMDL → WN Los Angeles (LAX) to Chicago flights
AUS Austin 11h AAEJA → EJALXJWN Austin (AUS) to Chicago flights
ICT Wichita ~5h 10m DL → WN Wichita (ICT) to Chicago flights
MKE Milwaukee ~5h 26m → WN Milwaukee (MKE) to Chicago flights
PHX Phoenix ~6h 52m → WN Phoenix (PHX) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Aspen to Chicago
Connecting service available through multiple hubs.
1,018 mi 2h 5m nonstop +1h ahead

While no nonstop service exists between ASE and MDW, 1-stop connecting options are available.

Also explore ASE Routes MDW Routes ASE Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Aspen flights
Connections

Connection Landscape

1-stop and 2-stop options for ASE to MDW.
1-STOP
One-Stop Connections
11
Hubs
~4h
Fastest
~11h
Longest
DEN ~4h 18m ICT ~5h 10m MKE ~5h 26m ATL ~6h 19m IAH ~6h 33m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
587
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
ASE → MDW
74%
Moderate delays possible. Allow buffer time.
Arriving
74%
Return
MDW → ASE
83%
Generally reliable. Most flights run on time.
Departing
83%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Chicago from Aspen

Nearby airports with service to Chicago Midway International Airport.
Metric ASE→MDW EGE→MDW MTJ→MDW
Distance from ASE – 29 mi 74 mi
Nonstop airlines – 4 1
Weekly flights – 1 –
Flight time 2h 5m 2h 5m 2h 9m
Eagle (EGE) to Chicago flights · Montrose (MTJ) to Chicago flights · Hayden (HDN) to Chicago flights
Airports within 200 miles of ASE with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Aspen, it's 7:00 PM in Chicago.
Distance & Flight Time
1,018 mi / 1,638 km
Nonstop flight time is approximately 2h 5m gate to gate.
Facts

ASE–MDW Quick Facts

Key statistics for the Aspen to Chicago route.
Route details
Distance1,018 mi / 1,638 km
Flight time2h 5m
Time difference+1 hour
Airlines (nonstop)0
1-stop connectionsAvailable
Origin: ASE
Full nameAspen-Pitkin County Airport (Sardy Field)
IATA / ICAOASE / KASE
TimezoneAmerica/Denver
Passengers/yr0.7M
Elevation7,820 ft / 2,384 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about ASE to MDW flights.
Nonstop flights from Aspen-Pitkin County Airport (Sardy Field) to Chicago Midway International Airport take about 2h 5m gate to gate. The route covers 1,018 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Denver, Hartsfield Jackson Atlanta and George Bush Intercontinental.
Chicago is 1 hour ahead of Aspen.
Yes, return flights from MDW to ASE are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include EGE, MTJ and HDN. 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 ASE to MDW

Aspen-Pitkin County Airport (Sardy Field) (ASE) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

ASE to MDW Flight Duration and Schedule

Nonstop flight time from ASE to MDW is about 2 hours 5 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, Hartsfield Jackson Atlanta and George Bush Intercontinental. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Eagle (EGE), Montrose (MTJ) and Hayden (HDN).