Chicago to Pittsfield (MDW–PSF) — Airlines, Schedules & Connections

MDW Airport Page →
742 mi airlines charter/private
On-time Some delays Frequent delays
Connecting Flight Schedule 2 1-stop flights Verified 1mo ago
Charter / private route. No scheduled airline service — operated by charter & private 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 2 hubs
BOS Boston ~4h 23m WN → Boston (BOS) to Pittsfield flights
SJC San Jose ~10h 34m LXJWN → JD San Jose (SJC) to Pittsfield flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Pittsfield
Flown by charter / private operators — no scheduled airline service.
742 mi 1h 32m nonstop +1h ahead

MDW–PSF has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore MDW Routes PSF Routes MDW Live Flights PSF Live Flights MDW Delays
All flights from Pittsfield (PSF) Pittsfield to Chicago flights
Connections

Connection Landscape

1-stop and 2-stop options for MDW to PSF.
1-STOP
One-Stop Connections
2
Hubs
~4h
Fastest
~10h
Longest
BOS ~4h 23m SJC ~10h 34m
Verified with published schedule alignment and minimum connection time.
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 → PSF
93%
Generally reliable. Most flights run on time.
Departing
93%
Return
PSF → MDW
94%
Generally reliable. Most flights run on time.
Arriving
94%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
+1h
Pittsfield is 1 hour ahead of Chicago.
MDW: CDT · PSF: EDT

When it's 6:00 PM in Chicago, it's 7:00 PM in Pittsfield.
Distance & Flight Time
742 mi / 1,194 km
Nonstop flight time is approximately 1h 32m gate to gate.
Facts

MDW–PSF Quick Facts

Key statistics for the Chicago to Pittsfield route.
Route details
Distance742 mi / 1,194 km
Flight time1h 32m
Time difference+1 hour
Airlines (nonstop)Charter / private
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: PSF
Full namePittsfield Municipal Airport
IATA / ICAOPSF / KPSF
TimezoneAmerica/New_York
Elevation1,188 ft / 362 m
FAQ

Frequently Asked Questions

Common questions about MDW to PSF flights.
Nonstop flights from Chicago Midway International Airport to Pittsfield Municipal Airport take about 1h 32m gate to gate. The route covers 742 miles.
Yes, 1-stop connections are available, ranked by layover time.
Pittsfield is 1 hour ahead of Chicago.
Yes, return flights from PSF to MDW are available. Use the direction toggle at the top to view the return schedule.
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 PSF

Chicago Midway International Airport (MDW) and Pittsfield Municipal Airport (PSF) are connected through multiple connecting hub airports.

MDW to PSF Flight Duration and Schedule

Nonstop flight time from MDW to PSF is about 1 hours 32 minutes gate to gate. The route covers a distance of 742 miles (1,194 km).

Connecting Options and Alternatives

1-stop connecting options are also available.