Flights from Chicago to Dredgers 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.

Tue, Sep 9 - Fri, Sep 19

ORD

O'Hare Intl.

EYW

Key West Intl.

$269 Roundtrip, found 1 day ago

$269

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 9 from O'Hare Intl. to Key West Intl., returning Fri, Sep 19, priced at $269 found 1 day ago

Thu, Aug 21 - Wed, Sep 3

ORD

O'Hare Intl.

EYW

Key West Intl.

$289 Roundtrip, found 5 days ago

$289

Roundtrip

found 5 days ago

Select Delta flight, departing Thu, Aug 21 from O'Hare Intl. to Key West Intl., returning Wed, Sep 3, priced at $289 found 5 days ago

Fri, Sep 12 - Fri, Sep 19

ORD

O'Hare Intl.

EYW

Key West Intl.

$324 Roundtrip, found 1 day ago

$324

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Fri, Sep 19, priced at $324 found 1 day ago

Thu, Sep 11 - Tue, Sep 16

MDW

Midway Intl.

EYW

Key West Intl.

$324 Roundtrip, found 1 day ago

$324

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Key West Intl., returning Tue, Sep 16, priced at $324 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$337 Roundtrip, found 1 day ago

$337

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $337 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$344 Roundtrip, found 1 day ago

$344

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $344 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$349 Roundtrip, found 1 day ago

$349

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $349 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$357 Roundtrip, found 1 day ago

$357

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $357 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$360 Roundtrip, found 1 day ago

$360

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $360 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$361 Roundtrip, found 1 day ago

$361

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $361 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$364 Roundtrip, found 1 day ago

$364

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $364 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$365 Roundtrip, found 1 day ago

$365

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $365 found 1 day ago

Thu, Sep 11 - Sat, Sep 13

MDW

Midway Intl.

EYW

Key West Intl.

$366 Roundtrip, found 1 day ago

$366

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Key West Intl., returning Sat, Sep 13, priced at $366 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$371 Roundtrip, found 1 day ago

$371

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $371 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$373 Roundtrip, found 1 day ago

$373

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $373 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$374 Roundtrip, found 1 day ago

$374

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $374 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$375 Roundtrip, found 1 day ago

$375

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $375 found 1 day ago

Fri, Sep 12 - Tue, Sep 16

ORD

O'Hare Intl.

EYW

Key West Intl.

$377 Roundtrip, found 1 day ago

$377

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 12 from O'Hare Intl. to Key West Intl., returning Tue, Sep 16, priced at $377 found 1 day ago

Thu, Sep 11 - Thu, Sep 18

MDW

Midway Intl.

EYW

Key West Intl.

$379 Roundtrip, found 1 day ago

$379

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 11 from Midway Intl. to Key West Intl., returning Thu, Sep 18, priced at $379 found 1 day ago

Sun, Aug 24 - Sun, Aug 31

ORD

O'Hare Intl.

EYW

Key West Intl.

$710 Roundtrip, found 5 days ago

$710

Roundtrip

found 5 days ago

Select United flight, departing Sun, Aug 24 from O'Hare Intl. to Key West Intl., returning Sun, Aug 31, priced at $710 found 5 days ago