Flights from Chicago to Cantonment

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jun 2 - Fri, Jun 6

ORD

O'Hare Intl.

PNS

Pensacola Intl.

$309 Roundtrip, found 1 day ago

$309

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jun 2 from O'Hare Intl. to Pensacola Intl., returning Fri, Jun 6, priced at $309 found 1 day ago

Fri, Jun 27 - Tue, Jul 1

MDW

Midway Intl.

PNS

Pensacola Intl.

$318 Roundtrip, found 1 day ago

$318

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Pensacola Intl., returning Tue, Jul 1, priced at $318 found 1 day ago

Thu, Jun 26 - Sat, Jun 28

MDW

Midway Intl.

PNS

Pensacola Intl.

$330 Roundtrip, found 1 day ago

$330

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jun 26 from Midway Intl. to Pensacola Intl., returning Sat, Jun 28, priced at $330 found 1 day ago

Tue, Jun 24 - Thu, Jun 26

MDW

Midway Intl.

PNS

Pensacola Intl.

$339 Roundtrip, found 1 day ago

$339

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Pensacola Intl., returning Thu, Jun 26, priced at $339 found 1 day ago

Thu, Jun 5 - Thu, Jun 12

MDW

Midway Intl.

PNS

Pensacola Intl.

$348 Roundtrip, found 1 day ago

$348

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jun 5 from Midway Intl. to Pensacola Intl., returning Thu, Jun 12, priced at $348 found 1 day ago

Fri, Jun 27 - Mon, Jun 30

MDW

Midway Intl.

PNS

Pensacola Intl.

$352 Roundtrip, found 1 day ago

$352

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Pensacola Intl., returning Mon, Jun 30, priced at $352 found 1 day ago

Fri, Jun 27 - Wed, Jul 2

MDW

Midway Intl.

PNS

Pensacola Intl.

$357 Roundtrip, found 1 day ago

$357

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Pensacola Intl., returning Wed, Jul 2, priced at $357 found 1 day ago

Mon, Jun 2 - Thu, Jun 5

ORD

O'Hare Intl.

PNS

Pensacola Intl.

$364 Roundtrip, found 1 day ago

$364

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jun 2 from O'Hare Intl. to Pensacola Intl., returning Thu, Jun 5, priced at $364 found 1 day ago

Fri, Jun 27 - Sat, Jun 28

MDW

Midway Intl.

PNS

Pensacola Intl.

$369 Roundtrip, found 1 day ago

$369

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jun 27 from Midway Intl. to Pensacola Intl., returning Sat, Jun 28, priced at $369 found 1 day ago

Tue, Jun 24 - Mon, Jun 30

MDW

Midway Intl.

PNS

Pensacola Intl.

$373 Roundtrip, found 1 day ago

$373

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Pensacola Intl., returning Mon, Jun 30, priced at $373 found 1 day ago

Tue, Jun 24 - Wed, Jul 2

MDW

Midway Intl.

PNS

Pensacola Intl.

$378 Roundtrip, found 1 day ago

$378

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Pensacola Intl., returning Wed, Jul 2, priced at $378 found 1 day ago

Tue, Jun 24 - Sat, Jun 28

MDW

Midway Intl.

PNS

Pensacola Intl.

$390 Roundtrip, found 1 day ago

$390

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 24 from Midway Intl. to Pensacola Intl., returning Sat, Jun 28, priced at $390 found 1 day ago

Sat, Jun 28 - Mon, Jun 30

MDW

Midway Intl.

PNS

Pensacola Intl.

$424 Roundtrip, found 1 day ago

$424

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jun 28 from Midway Intl. to Pensacola Intl., returning Mon, Jun 30, priced at $424 found 1 day ago

Sat, Jun 28 - Wed, Jul 2

MDW

Midway Intl.

PNS

Pensacola Intl.

$429 Roundtrip, found 1 day ago

$429

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jun 28 from Midway Intl. to Pensacola Intl., returning Wed, Jul 2, priced at $429 found 1 day ago

Thu, Jun 5 - Fri, Jun 6

MDW

Midway Intl.

PNS

Pensacola Intl.

$453 Roundtrip, found 1 day ago

$453

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jun 5 from Midway Intl. to Pensacola Intl., returning Fri, Jun 6, priced at $453 found 1 day ago

Thu, Jun 5 - Thu, Jun 5

ORD

O'Hare Intl.

PNS

Pensacola Intl.

$457 Roundtrip, found 1 day ago

$457

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jun 5 from O'Hare Intl. to Pensacola Intl., returning Thu, Jun 5, priced at $457 found 1 day ago

Mon, Jun 23 - Thu, Jun 26

MDW

Midway Intl.

PNS

Pensacola Intl.

$474 Roundtrip, found 1 day ago

$474

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 23 from Midway Intl. to Pensacola Intl., returning Thu, Jun 26, priced at $474 found 1 day ago

Sun, Jun 22 - Sat, Jun 28

MDW

Midway Intl.

PNS

Pensacola Intl.

$480 Roundtrip, found 1 day ago

$480

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jun 22 from Midway Intl. to Pensacola Intl., returning Sat, Jun 28, priced at $480 found 1 day ago

Tue, Jun 3 - Tue, Jun 3

ORD

O'Hare Intl.

PNS

Pensacola Intl.

$497 Roundtrip, found 1 day ago

$497

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 3 from O'Hare Intl. to Pensacola Intl., returning Tue, Jun 3, priced at $497 found 1 day ago

Mon, Jun 23 - Sat, Jun 28

MDW

Midway Intl.

PNS

Pensacola Intl.

$509 Roundtrip, found 1 day ago

$509

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Jun 23 from Midway Intl. to Pensacola Intl., returning Sat, Jun 28, priced at $509 found 1 day ago