Flight Routes from Pensacola to Chicago Midway

Compare cheap outbound and return flights from Pensacola (PNS) to Chicago Midway (MDW) and find the best offer from numerous airlines and travel agencies.

Cheapest roundtrip flight: from€1,730
Fastest flight: 4h 25min
non-stop flights: 6x / week
Flight distance: 1,260 km
Time difference: none

Flight schedule from Pensacola (PNS) to Chicago Midway (MDW)

Select a travel date in the flight schedule for the route from Pensacola (PNS) to Chicago Midway (MDW) and compare affordable flight deals.

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Matching outbound flightsPNS–MDW · 0 of 0

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October 4 – 10, 2026
October 11 – 17, 2026
October 18 – 24, 2026

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Important flight information

Discover more flights around Pensacola and Chicago Midway

Departure airport	Airport Pensacola-FL (PNS)
Arrival airport	Airport Chicago Midway International Airport, IL (MDW)
Destination country	Flights to United States
Departure airport - Destination country	Pensacola-FL - United States
Departure airport - City-Code	Pensacola-FL - Chicago

Alternative routes to United States

Flight Pensacola - New York from 506 US$
Flight Pensacola - Las Vegas from 430 US$
Flight Pensacola - Tampa from 218 US$
Flight Pensacola - Orlando from 228 US$
Flight Pensacola - Kansas City from 401 US$
Flight Pensacola - Lubbock from 575 US$
Flight Pensacola - Chicago from 338 US$
Flight Pensacola - Detroit Metropolitan Area from 363 US$
Flight Pensacola - Houston-Hobby from 1.730 US$
Flight Pensacola - Washington-DC from 484 US$

Alternative flights to Chicago Midway

Flight Dallas - Chicago Midway from 246 US$
Flight Denver - Chicago Midway from 236 US$
Flight Kansas City - Chicago Midway from 306 US$
Flight San Francisco - Chicago Midway from 339 US$
Flight Charleston - Chicago Midway from 393 US$
Flight Fresno - Chicago Midway from 1.578 US$
Flight Long Beach - Chicago Midway from 2.383 US$
Flight Wichita - Chicago Midway from 4.009 US$
Flight Asheville - Chicago Midway from 938 US$
Flight Palm Springs - Chicago Midway from 3.060 US$

Flight destinations with a similar price

Flight Chicago Midway - Zacatecas from 557 US$
Flight Chicago Midway - Toronto from 636 US$
Flight Chicago Midway - San Luis Potosi from 519 US$
Flight Chicago Midway - Morelia from 478 US$
Flight Chicago Midway - Leon-Bajio from 542 US$
Flight Chicago Midway - Aguascaliente from 766 US$
Flight Chicago Midway - Toronto - City Centre from 1.568 US$
Flight Chicago Midway - Durango from 632 US$
Flight Chicago Midway - Montego Bay from 3.323 US$
Flight Chicago Midway - Guadalajara from 609 US$

Flight destinations with a similar price

Flight Pensacola - Houston-Hobby from 1.730 US$