Portsmouth to Chicago (PSM–MDW) — Airlines, Schedules & Connections

PSM Airport Page →
866 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 6 1-stop flights Verified 2d 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 6 hubs
MCO Orlando 15h 5m MX → WN Orlando (MCO) to Chicago flights
RDU Raleigh/Durham 15h 48m MX → LXJWN Raleigh/Durham (RDU) to Chicago flights
CVG Cincinnati / Covington ~4h 51m → WN Cincinnati / Covington (CVG) to Chicago flights
PGD Punta Gorda ~7h 43m G4 → G4 Punta Gorda (PGD) to Chicago flights
RSW Fort Myers ~8h 20m → WN Fort Myers (RSW) to Chicago flights
SLC Salt Lake City ~9h 11m → WN Salt Lake City (SLC) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Portsmouth to Chicago
Flown by charter / private operators — no scheduled airline service.
866 mi 1h 59m nonstop -1h behind

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

Also explore PSM Routes MDW Routes PSM Live Flights MDW Live Flights MDW Delays
All flights from Chicago (MDW) Chicago to Portsmouth flights
Connections

Connection Landscape

1-stop and 2-stop options for PSM to MDW.
1-STOP
One-Stop Connections
6
Hubs
~4h
Fastest
~15h
Longest
CVG ~4h 51m PGD ~7h 43m RSW ~8h 20m SLC ~9h 11m MCO ~15h 5m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
112
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
PSM → MDW
77%
Generally reliable. Most flights run on time.
Arriving
77%
Return
MDW → PSM
36%
Frequent delays expected. Consider flexible booking.
Departing
36%
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 Portsmouth

Nearby airports with service to Chicago Midway International Airport.
Metric PSM→MDW MHT→MDW PWM→MDW
Distance from PSM – 33 mi 47 mi
Nonstop airlines – 1 2
Weekly flights ~1 16 7
Flight time 1h 59m 2h 25m 2h 35m
Manchester (MHT) to Chicago flights · Portland (PWM) to Chicago flights · Bedford (BED) to Chicago flights
Airports within 200 miles of PSM 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 behind Portsmouth.
PSM: EDT · MDW: CDT

When it's 6:00 PM in Portsmouth, it's 5:00 PM in Chicago.
Distance & Flight Time
866 mi / 1,394 km
Nonstop flight time is approximately 1h 59m gate to gate.
Facts

PSM–MDW Quick Facts

Key statistics for the Portsmouth to Chicago route.
Route details
Distance866 mi / 1,394 km
Flight time1h 59m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
1-stop connectionsAvailable
Origin: PSM
Full namePortsmouth International Airport at Pease
IATA / ICAOPSM / KPSM
TimezoneAmerica/New_York
Passengers/yr0.2M
Elevation100 ft / 30 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 PSM to MDW flights.
Nonstop flights from Portsmouth International Airport at Pease to Chicago Midway International Airport take about 1h 59m gate to gate. The route covers 866 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Orlando and Raleigh-Durham.
Chicago is 1 hour behind Portsmouth.
Yes, return flights from MDW to PSM are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include MHT, PWM and BED. 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 PSM to MDW

Portsmouth International Airport at Pease (PSM) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

PSM to MDW Flight Duration and Schedule

Nonstop flight time from PSM to MDW is about 1 hours 59 minutes gate to gate. The route covers a distance of 866 miles (1,394 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Orlando and Raleigh-Durham. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Manchester (MHT), Portland (PWM) and Bedford (BED).