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

MDW Airport Page →
782 mi airlines charter/private 9/wk
On-time Some delays Frequent delays
Flight Schedule 9 flights Verified 28m ago
Also flown by charter / private operators: Aerolink Uganda.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
✓
→
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
✓
←
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

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
STL St Louis 3h 45m JREWN → WN St Louis (STL) to Pensacola flights
ATL Atlanta 4h AFAMDL → AFAMDL Atlanta (ATL) to Pensacola flights
BNA Nashville 4h 18m WN → WN Nashville (BNA) to Pensacola flights
MCI Kansas City 4h 30m WN → WN Kansas City (MCI) to Pensacola flights
DAL Dallas 4h 45m EJAKOWWN → WN Dallas (DAL) to Pensacola flights
MCO Orlando 4h 54m WN → F9MXNK Orlando (MCO) to Pensacola flights
HOU Houston 4h 55m SBEVJAWN → WN Houston (HOU) to Pensacola flights
CLT Charlotte 5h 4m WN → AA Charlotte (CLT) to Pensacola flights
AUS Austin 5h 20m EJALXJWN → WN Austin (AUS) to Pensacola flights
DCA Washington 5h 36m WN → AAAS Washington (DCA) to Pensacola flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Chicago to Pensacola
1 carrier, 9 flights/week nonstop.
1 Airlines 782 mi 2h 10m nonstop

MDW–PNS is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 782 miles in approximately 2h 10m. Beyond nonstop, 1-stop connecting options are also available.

Also explore MDW Routes PNS Routes MDW Live Flights PNS Live Flights MDW Delays PNS Delays
All flights from Pensacola (PNS) Pensacola to Chicago flights
Carriers on this route

Airline Landscape

All carriers operating nonstop MDW–PNS service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 8 73H, 7S7, B38M 2h10-2h15 87% – –
Aircraft on this route
73H Boeing 737-800 (Winglets) – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (8 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.
Schedule

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MDW to PNS direction.
Mon
1
flight
Tue
1
flight
Wed
1
flight
Thu
1
flight
Fri
1
flight
Sat
2
flights
Sun
1
flight
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
5
Nonstop flights
9
Outbound / wk
7
Return / wk
Connections

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MDW to PNS.
1-STOP
One-Stop Connections
27
Hubs
~3h
Fastest
~17h
Longest
STL ~3h 45m ATL ~4h 0m BHM ~4h 2m BNA ~4h 18m MCI ~4h 30m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,449
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 → PNS
87%
Generally reliable. Most flights run on time.
Departing
87%
Arriving
89%
Return
PNS → MDW
80%
Generally reliable. Most flights run on time.
Departing
80%
Arriving
80%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MDW delays → PNS delays →
Alternatives

Other ways to reach Pensacola from Chicago

Nearby airports with service to Pensacola International Airport.
Metric MDW→PNS ORD→PNS
Distance from MDW – 15 mi
Nonstop airlines 1 3
Weekly flights 9 35
Flight time 2h 10m 2h 5m
Departure OTP 87% –
Chicago (ORD) to Pensacola flights
Airports within 200 miles of MDW with service to Pensacola International Airport.
Know before you go

Travel Essentials

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

When it's 6:00 PM in Chicago, it's 6:00 PM in Pensacola.
Distance & Flight Time
782 mi / 1,259 km
Nonstop flight time is approximately 2h 10m gate to gate.
Facts

MDW–PNS Quick Facts

Key statistics for the Chicago to Pensacola route.
Route details
Distance782 mi / 1,259 km
Flight time2h 10m
Time difference0 hours
Airlines (nonstop)1
Weekly flights9 out / 7 return
1-stop connectionsAvailable
Origin: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
Destination: PNS
Full namePensacola International Airport
IATA / ICAOPNS / KPNS
TimezoneAmerica/Chicago
Passengers/yr3.1M
Elevation121 ft / 37 m
FAQ

Frequently Asked Questions

Common questions about MDW to PNS flights.
Nonstop flights from Chicago Midway International Airport to Pensacola International Airport take about 2h 10m gate to gate. The route covers 782 miles.
1 airline operates flights from MDW to PNS: 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 St. Louis Lambert, Hartsfield Jackson Atlanta and Nashville.
Yes, return flights from PNS to MDW are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include ORD. 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 PNS

Chicago Midway International Airport (MDW) and Pensacola International Airport (PNS) are connected by nonstop service from Southwest Airlines. With 9 weekly departures, this is a regularly served route.

MDW to PNS Flight Duration and Schedule

Nonstop flight time from MDW to PNS is about 2 hours 10 minutes gate to gate. The route covers a distance of 782 miles (1,259 km). There are approximately 9 weekly flights outbound and 7 return, totaling 16 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via St. Louis Lambert, Hartsfield Jackson Atlanta and Nashville. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD).