Flights from Chicago to Casey Key

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.

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$383 Roundtrip, found 2 days ago

$383

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $383 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$393 Roundtrip, found 2 days ago

$393

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $393 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$393 Roundtrip, found 2 days ago

$393

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $393 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$393 Roundtrip, found 2 days ago

$393

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $393 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$403 Roundtrip, found 2 days ago

$403

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $403 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$407 Roundtrip, found 2 days ago

$407

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $407 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$408 Roundtrip, found 2 days ago

$408

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $408 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$410 Roundtrip, found 2 days ago

$410

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $410 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$412 Roundtrip, found 2 days ago

$412

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $412 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$418 Roundtrip, found 2 days ago

$418

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $418 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$423 Roundtrip, found 2 days ago

$423

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $423 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$424 Roundtrip, found 2 days ago

$424

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $424 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$426 Roundtrip, found 2 days ago

$426

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $426 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$429 Roundtrip, found 2 days ago

$429

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $429 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$432 Roundtrip, found 2 days ago

$432

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $432 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$433 Roundtrip, found 2 days ago

$433

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $433 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$435 Roundtrip, found 2 days ago

$435

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $435 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$437 Roundtrip, found 2 days ago

$437

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $437 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$440 Roundtrip, found 2 days ago

$440

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $440 found 2 days ago

Wed, Jan 28 - Sat, Feb 7

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$457 Roundtrip, found 2 days ago

$457

Roundtrip

found 2 days ago

Select United flight, departing Wed, Jan 28 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Sat, Feb 7, priced at $457 found 2 days ago