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

PNS Airport Page →
782 mi airlines 10/wk
On-time Some delays Frequent delays
Flight Schedule 11 flights Verified 13m ago
Nonstop 1-Stop 2-Stop Hide separate tickets Hide overnight
  Flight Airline AC Dep Arr Dur OTP Sched  
WN4580
WN Southwest
7M8
10:20 AM
EDT
12:35 PM
CDT
2h 15m
M T W T F S S
Prices
WN3850
WN Southwest
7M8
2:50 PM
EDT
5:10 PM
CDT
2h 20m
M T W T F S S
Prices
WN745
WN Southwest
737
4:15 PM
EDT
6:35 PM
CDT
2h 20m
M T W T F S S
Prices
WN1083
WN Southwest
73H
4:50 PM
EDT
7:05 PM
CDT
2h 15m
M T W T F S S
Prices
WN1929
WN Southwest
B38M
5:25 PM
EDT
7:40 PM
CDT
2h 15m
M T W T F S S
Prices
WN4089
WN Southwest
7M8
6:53 PM
EDT
9:16 PM
CDT
3h 23m
M T W T F S S
Prices
WN30
WN Southwest
7S7
8:10 AM
CDT
10:25 AM
EDT
2h 15m
M T W T F S S
Prices
WN1292
WN Southwest
7S7
8:25 AM
CDT
10:40 AM
EDT
2h 15m
M T W T F S S
Prices
WN2457
WN Southwest
7S7
9:00 AM
CDT
11:15 AM
EDT
2h 15m
M T W T F S S
Prices
WN2115
WN Southwest
738
12:15 PM
CDT
2:25 PM
EDT
2h 10m
M T W T F S S
Prices
WN152
WN Southwest
7M8
4:55 PM
CDT
7:10 PM
EDT
2h 15m
M T W T F S S
Prices

No flights match your filters.

No nonstop flights on this route. connecting options below.

1-STOP
2-STOP Loading...
Pensacola to Chicago
1 carrier, 10 flights/week nonstop.
1 Airlines 10 Flights/wk 782 mi 2h 15m nonstop -1h behind 35 1-stop hubs

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, 35 hubs offer 1-stop connections.

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 10 737, 73H, 7M8, B38M 2h15-3h23 100%
Aircraft on this route
737 Boeing 737-700 – WN
73H Boeing 737-800 – WN
7M8 Boeing 737 MAX 8 – WN
B38MWN
Alliance coverage
Unaffiliated: WN (10 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
3
flights
Sun
2
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
6
Nonstop flights
10
Outbound / wk
10
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for PNS to MDW.
1-STOP
One-Stop Connections
35
Hubs
~4h
Fastest
~24h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
1,345
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
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
100%
Return
MDW → PNS
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
50%
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 MOB→MDW
Distance from PNS 40 mi 65 mi
Nonstop airlines 1 1 1
Weekly flights 10 2 1
Flight time 2h 15m 2h 16m 2h 58m
Departure OTP 100%
Airports within 200 miles of PNS with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Pensacola.
PNS: EDT · MDW: CDT

When it's 6:00 PM in Pensacola, it's 5:00 PM in Chicago.
Distance & Flight Time
782 mi / 1,259 km
Nonstop flight time is approximately 2h 15m to 3h 23m.

PNS–MDW Quick Facts

Key statistics for the Pensacola to Chicago route.
Route details
Distance782 mi / 1,259 km
Flight time2h 15m to 3h 23m
Time difference-1 hour
Airlines (nonstop)1
Weekly flights10 out / 10 return
1-stop connections35 hubs
Origin: PNS
IATA / ICAOPNS / KPNS
TimezoneAmerica/Kentucky/Monticello
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 approximately 2h 15m to 3h 23m. The route covers 782 miles.
1 airline operates nonstop service: Southwest Airlines.
There are approximately 10 nonstop flights per week from PNS to MDW. The return direction has about 10 weekly flights.
Yes, 1-stop connections are available through BHM, TYS, XNA, SGR, YIP, MKE, MSY, CMH, SRQ, FOK, IAD, EWR, IAH, MEM, LAS, SFO, ATL, PHL, DAL, HOU, RDU, CLT, BNA, STL, DFW, MIA, DCA, TPA, LGA, MCI, DEN, MCO, AUS, ORD and FLL. These options provide additional schedule flexibility.
Chicago is 1 hour behind Pensacola.
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, MOB and ECP. 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 10 weekly departures, this is a regularly served route.

PNS to MDW Flight Duration and Schedule

Nonstop flight time from PNS to MDW ranges from 2 hours 15 minutes to 3 hours 23 minutes. The route covers a distance of 782 miles (1,259 km). There are approximately 10 weekly flights outbound and 10 return, totaling 20 flights per week in both directions.

Connecting Options and Alternatives

35 one-stop connections are available, with the fastest taking approximately 4 hours via BHM. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Valparaiso (VPS), Mobile (MOB) and Panama City Beach (ECP).