Flights from Chicago to Pearlington

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.

Sat, Sep 13 - Tue, Sep 16

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 13 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Tue, Sep 16, priced at $249 found 1 day ago

Sat, Sep 13 - Wed, Sep 17

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$279 Roundtrip, found 1 day ago

$279

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 13 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Wed, Sep 17, priced at $279 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$287 Roundtrip, found 1 day ago

$287

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $287 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$314 Roundtrip, found 1 day ago

$314

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $314 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$314 Roundtrip, found 1 day ago

$314

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Tue, Sep 16, priced at $314 found 1 day ago

Wed, Sep 10 - Tue, Sep 16

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$316 Roundtrip, found 1 day ago

$316

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Tue, Sep 16, priced at $316 found 1 day ago

Wed, Sep 10 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$319 Roundtrip, found 1 day ago

$319

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 10 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $319 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$343 Roundtrip, found 1 day ago

$343

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $343 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$348 Roundtrip, found 1 day ago

$348

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $348 found 1 day ago

Wed, Sep 10 - Fri, Sep 12

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$350 Roundtrip, found 1 day ago

$350

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 10 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Fri, Sep 12, priced at $350 found 1 day ago

Mon, Sep 8 - Fri, Sep 12

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$353 Roundtrip, found 1 day ago

$353

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Sep 8 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Fri, Sep 12, priced at $353 found 1 day ago

Thu, Sep 11 - Fri, Sep 12

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$377 Roundtrip, found 1 day ago

$377

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Fri, Sep 12, priced at $377 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$379 Roundtrip, found 1 day ago

$379

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $379 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$383 Roundtrip, found 1 day ago

$383

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $383 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$384 Roundtrip, found 1 day ago

$384

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $384 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$399 Roundtrip, found 1 day ago

$399

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $399 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$412 Roundtrip, found 1 day ago

$412

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $412 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$413 Roundtrip, found 1 day ago

$413

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $413 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$433 Roundtrip, found 1 day ago

$433

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $433 found 1 day ago

Thu, Sep 11 - Mon, Sep 15

ORD

O'Hare Intl.

GPT

Gulfport - Biloxi Intl.

$435 Roundtrip, found 1 day ago

$435

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Gulfport - Biloxi Intl., returning Mon, Sep 15, priced at $435 found 1 day ago