$103 Cheap Delta flights Pensacola (PNS) to Chicago (MDW)

View $103 flight on Fri, Sep 26, 2025Opens in a new window

$103 Cheap Delta flights Pensacola (PNS) to Chicago (MDW)

Prices were available within the past 7 days and start at $103 for one-way flights and $177 for roundtrip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Delta
Tue, Sep 23 - Tue, Sep 30
PNS
Pensacola
MDW
Chicago
$177
Roundtrip
Found 22 hours ago
Select Delta flight, departing Tue, Sep 23 from Pensacola to Chicago, returning Tue, Sep 30, priced at $177 Found 22 hours ago
Delta
Thu, Sep 25 - Tue, Sep 30
PNS
Pensacola
MDW
Chicago
$191
Roundtrip
Found 22 hours ago
Select Delta flight, departing Thu, Sep 25 from Pensacola to Chicago, returning Tue, Sep 30, priced at $191 Found 22 hours ago
Delta
Fri, Sep 26 - Mon, Sep 29
PNS
Pensacola
MDW
Chicago
$205
Roundtrip
Found 22 hours ago
Select Delta flight, departing Fri, Sep 26 from Pensacola to Chicago, returning Mon, Sep 29, priced at $205 Found 22 hours ago
Delta
Sun, Sep 28 - Tue, Sep 30
PNS
Pensacola
MDW
Chicago
$248
Roundtrip
Found 22 hours ago
Select Delta flight, departing Sun, Sep 28 from Pensacola to Chicago, returning Tue, Sep 30, priced at $248 Found 22 hours ago
Delta
Fri, Sep 26 - Mon, Sep 29
PNS
Pensacola
MDW
Chicago
$262
Roundtrip
Found 22 hours ago
Select Delta flight, departing Fri, Sep 26 from Pensacola to Chicago, returning Mon, Sep 29, priced at $262 Found 22 hours ago
Delta
Fri, Sep 26 - Mon, Sep 29
PNS
Pensacola
MDW
Chicago
$275
Roundtrip
Found 22 hours ago
Select Delta flight, departing Fri, Sep 26 from Pensacola to Chicago, returning Mon, Sep 29, priced at $275 Found 22 hours ago
Flights from Pensacola (PNS) to Chicago (MDW)
Origin airport
Pensacola Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Popular airline
Delta
Distance
1251 km
Average flight time
2 hours 15 mins