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Direct flights from Pensacola to Chicago

Did you mean Flights from Chicago to Pensacola?

Flightmap/Flights from PNS/PNS to MDW

Pensacola

United States

PNS

Pensacola Regional Airport

Chicago

United States

MDW

Chicago Midway International Airport

Route
Nonstop service available
Distance
782 miles
Marketing airlines
1 airline
Aircraft
3 aircraft types
Dates
Mar 11 – Aug 2, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from PNS
  • Flights to MDW
  • Award flights to Chicago

Pensacola to Chicago route overview

Pensacola Regional Airport (PNS) serves Pensacola; Chicago Midway International Airport (MDW) serves Chicago.

The airports are 782 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from PNS to MDW.

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Mar 11 – Aug 2, 2027.

Marketing airlines on the Pensacola to Chicago route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Aircraft flying from PNS to MDW

Frequently asked questions

Which airports serve the Pensacola to Chicago route?

Pensacola Regional Airport (PNS) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.

How far is Chicago from Pensacola?

PNS and MDW are approximately 782 miles apart by great-circle distance.

Are there direct flights from PNS to MDW?

Yes. Roame's current schedule feed shows nonstop service from PNS to MDW.

Which airlines market flights from PNS to MDW?

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from PNS to MDW?

Aircraft listed in the current schedule include Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8) and 7S7.

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