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

MDW Airport Page →
866 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 7 1-stop flights Verified 4d 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 7 hubs
PGD Punta Gorda 6h 48m G4 → G4 Punta Gorda (PGD) to Portsmouth flights
MCO Orlando 7h 13m WN → MX Orlando (MCO) to Portsmouth flights
RDU Raleigh/Durham 8h 52m WN → MX Raleigh/Durham (RDU) to Portsmouth flights
LAX Los Angeles 9h 51m WN → AN Los Angeles (LAX) to Portsmouth flights
PIT Pittsburgh ~4h 10m WN → Pittsburgh (PIT) to Portsmouth flights
PIE Pinellas Park ~6h 40m → G4 Pinellas Park (PIE) to Portsmouth flights
RSW Fort Myers ~7h 27m WN → Fort Myers (RSW) to Portsmouth flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Portsmouth
Flown by charter / private operators — no scheduled airline service.
866 mi 2h 2m nonstop +1h ahead

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

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

Connection Landscape

1-stop and 2-stop options for MDW to PSM.
1-STOP
One-Stop Connections
7
Hubs
~4h
Fastest
~9h
Longest
PIT ~4h 10m PIE ~6h 40m PGD ~6h 48m MCO ~7h 13m RSW ~7h 27m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
98
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 → PSM
100%
Generally reliable. Most flights run on time.
Departing
100%
Return
PSM → MDW
50%
Frequent delays expected. Consider flexible booking.
Arriving
50%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays →
Alternatives

Other ways to reach Portsmouth from Chicago

Nearby airports with service to Portsmouth International Airport at Pease.
Metric MDW→PSM ORD→PSM MKE→PSM
Distance from MDW – 15 mi 81 mi
Nonstop airlines – 1 1
Weekly flights ~1 – 1
Flight time 2h 2m 1h 52m 1h 43m
Departure OTP 100% – –
Chicago (ORD) to Portsmouth flights · Milwaukee (MKE) to Portsmouth flights
Airports within 200 miles of MDW with service to Portsmouth International Airport at Pease.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Chicago, it's 7:00 PM in Portsmouth.
Distance & Flight Time
866 mi / 1,394 km
Nonstop flight time is approximately 2h 2m gate to gate.
Facts

MDW–PSM Quick Facts

Key statistics for the Chicago to Portsmouth route.
Route details
Distance866 mi / 1,394 km
Flight time2h 2m
Time difference+1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: PSM
Full namePortsmouth International Airport at Pease
IATA / ICAOPSM / KPSM
TimezoneAmerica/New_York
Passengers/yr0.2M
Elevation100 ft / 30 m
FAQ

Frequently Asked Questions

Common questions about MDW to PSM flights.
Nonstop flights from Chicago Midway International Airport to Portsmouth International Airport at Pease take about 2h 2m gate to gate. The route covers 866 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Punta Gorda, Orlando and Raleigh-Durham.
Portsmouth is 1 hour ahead of Chicago.
Yes, return flights from PSM 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 PSM

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

MDW to PSM Flight Duration and Schedule

Nonstop flight time from MDW to PSM is about 2 hours 2 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 Punta Gorda, Orlando and Raleigh-Durham. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).