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Cheap flights from Pensacola (PNS) to Chicago (CHI)

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
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How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)

How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
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How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
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How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
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Cheap flights from Pensacola to Chicago in August , September 2026

27 Aug - 09 Sep $ 414.00
PNS
Pensacola
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PNS
Pensacola
Pick dates
26 Aug - 02 Sep $ 420.00
PNS
Pensacola
Contour Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Contour Airlines
1 STOPS
PNS
Pensacola
Pick dates
19 Aug - 19 Sep $ 621.00
PNS
Pensacola
United Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
United Airlines
1 STOPS
PNS
Pensacola
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Last minute flights from Pensacola to Chicago

29 Aug - 31 Aug $ 509.00
PNS
Pensacola
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PNS
Pensacola
Pick dates
28 Aug - 31 Aug $ 514.00
PNS
Pensacola
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
1 STOPS
PNS
Pensacola
Pick dates
28 Aug - 31 Aug $ 549.00
PNS
Pensacola
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
PNS
Pensacola
Pick dates

One-way flights to Chicago from Pensacola

11:10 AM - 1:30 PM
Contour Airlines
1 Stops
4h 10m
PNS - CHI
$ 213
Kiwi
Pick dates
11:10 AM - 9:50 AM
Contour Airlines
1 Stops
24h 35m
PNS - CHI
$ 219
Kiwi
Pick dates
2:20 PM - 2:20 PM
United Airlines
0 Stops
2h 40m
PNS - CHI
$ 348
Kiwi
Pick dates

How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)

Related info for your journey
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How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.