Pensacola to Chicago (PNS–MDW) — Airlines, Schedules & Connections

PNS Airport Page →
782 mi airlines charter/private 7/wk
On-time Some delays Frequent delays
Flight Schedule 9 flights Verified 2m 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
WN2866
WN Southwest
737
10:40 AM
CDT
12:55 PM
CDT
2h 15m
M T W T F S S
Prices
WN2701
WN Southwest
B38M
3:45 PM
CDT
6:00 PM
CDT
2h 15m
M T W T F S S
Prices
WN1147
WN Southwest
737
3:50 PM
CDT
6:05 PM
CDT
2h 15m
M T W T F S S
Prices
WN2474
WN Southwest
737
5:35 PM
CDT
7:50 PM
CDT
2h 15m
M T W T F S S
Prices
WN189
WN Southwest
7S7
7:45 AM
CDT
10:00 AM
CDT
2h 15m
46%
M T W T F S S
Prices
WN4103
WN Southwest
7S7
7:45 AM
CDT
10:00 AM
CDT
2h 15m
46%
M T W T F S S
Prices
WN2732
WN Southwest
B38M
8:45 AM
CDT
10:55 AM
CDT
2h 10m
46%
M T W T F S S
Prices
WN2199
WN Southwest
73H
9:00 AM
CDT
11:10 AM
CDT
2h 10m
46%
M T W T F S S
Prices
WN1796
WN Southwest
73H
12:55 PM
CDT
3:05 PM
CDT
2h 10m
46%
M T W T F S S
Prices

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 10 hubs
ATL Atlanta 4h 2m AFAMDL AFAMDL Atlanta (ATL) to Chicago flights
BNA Nashville 4h 10m WN LXJWN Nashville (BNA) to Chicago flights
STL St Louis 4h 20m WN LXJWN St Louis (STL) to Chicago flights
MCI Kansas City 4h 50m WN WN Kansas City (MCI) to Chicago flights
HOU Houston 4h 55m UDWN WN Houston (HOU) to Chicago flights
DAL Dallas 5h 5m WN JTLWN Dallas (DAL) to Chicago flights
MCO Orlando 5h 10m F9MXNK WNWWI Orlando (MCO) to Chicago flights
DCA Washington 5h 19m AAAS WN Washington (DCA) to Chicago flights
CLT Charlotte 5h 23m AA WN Charlotte (CLT) to Chicago flights
PHL Philadelphia 5h 32m AAAS EJAWN Philadelphia (PHL) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
Pensacola to Chicago
1 carrier, 7 flights/week nonstop.
1 Airlines 782 mi 2h 15m nonstop

PNS–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 782 miles in approximately 2h 15m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop PNS–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 7 737, B38M 2h15 82%
Aircraft on this route
737 Boeing 737-700 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (7 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, PNS to MDW direction.
Mon
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
1
flight
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
4
Nonstop flights
7
Outbound / wk
9
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for PNS to MDW.
1-STOP
One-Stop Connections
32
Hubs
~4h
Fastest
~18h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,514
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.

On-Time Performance

What to expect at each end of your journey.
Outbound
PNS → MDW
82%
Generally reliable. Most flights run on time.
Departing
82%
Arriving
76%
Return
MDW → PNS
58%
Frequent delays expected. Consider flexible booking.
Departing
58%
Arriving
90%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. PNS delays → MDW delays →

Other ways to reach Chicago from Pensacola

Nearby airports with service to Chicago Midway International Airport.
Metric PNS→MDW VPS→MDW DSI→MDW
Distance from PNS 40 mi 43 mi
Nonstop airlines 1 1 1
Weekly flights 7 3
Flight time 2h 15m 2h 20m 1h 59m
Departure OTP 82%
Airports within 200 miles of PNS with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as Pensacola.
PNS: CDT · MDW: CDT

When it's 6:00 PM in Pensacola, it's 6:00 PM in Chicago.
Distance & Flight Time
782 mi / 1,259 km
Nonstop flight time is approximately 2h 15m gate to gate.

PNS–MDW Quick Facts

Key statistics for the Pensacola to Chicago route.
Route details
Distance782 mi / 1,259 km
Flight time2h 15m
Time difference0 hours
Airlines (nonstop)1
Weekly flights7 out / 9 return
1-stop connectionsAvailable
Origin: PNS
IATA / ICAOPNS / KPNS
TimezoneAmerica/Chicago
Passengers/yr3.1M
Elevation121 ft / 37 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about PNS to MDW flights.
Nonstop flights from Pensacola International Airport to Chicago Midway International Airport take about 2h 15m gate to gate. The route covers 782 miles.
1 airline operates flights from PNS to MDW: Southwest Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Hartsfield Jackson Atlanta, Nashville and St. Louis Lambert.
Yes, return flights from MDW to PNS are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include VPS, DSI and MOB. 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 PNS to MDW

Pensacola International Airport (PNS) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 7 weekly departures, this is a regularly served route.

PNS to MDW Flight Duration and Schedule

Nonstop flight time from PNS to MDW is about 2 hours 15 minutes gate to gate. The route covers a distance of 782 miles (1,259 km). There are approximately 7 weekly flights outbound and 9 return, totaling 16 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Hartsfield Jackson Atlanta, Nashville and St. Louis Lambert. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Valparaiso (VPS), Destin (DSI) and Mobile (MOB).