Flights from Chicago to Duck 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, Sep 3 - Sat, Sep 6

ORD

O'Hare Intl.

MIA

Miami Intl.

$98 Roundtrip, found 4 days ago

$98

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Miami Intl., returning Sat, Sep 6, priced at $98 found 4 days ago

Wed, Jul 9 - Wed, Jul 23

ORD

O'Hare Intl.

MIA

Miami Intl.

$108 Roundtrip, found 5 hours ago

$108

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to Miami Intl., returning Wed, Jul 23, priced at $108 found 5 hours ago

Tue, Jun 10 - Fri, Jun 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$118 Roundtrip, found 2 days ago

$118

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Fri, Jun 13, priced at $118 found 2 days ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$120 Roundtrip, found 2 days ago

$120

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $120 found 2 days ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$128 Roundtrip, found 2 days ago

$128

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $128 found 2 days ago

Wed, Jul 9 - Fri, Jul 18

ORD

O'Hare Intl.

MIA

Miami Intl.

$128 Roundtrip, found 5 hours ago

$128

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to Miami Intl., returning Fri, Jul 18, priced at $128 found 5 hours ago

Wed, Sep 3 - Sat, Sep 6

ORD

O'Hare Intl.

MIA

Miami Intl.

$131 Roundtrip, found 4 days ago

$131

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Miami Intl., returning Sat, Sep 6, priced at $131 found 4 days ago

Mon, May 12 - Tue, May 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$140 Roundtrip, found 2 days ago

$140

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to Miami Intl., returning Tue, May 13, priced at $140 found 2 days ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$143 Roundtrip, found 2 days ago

$143

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $143 found 2 days ago

Mon, Jun 9 - Tue, Jun 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$143 Roundtrip, found 2 days ago

$143

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jun 9 from O'Hare Intl. to Miami Intl., returning Tue, Jun 10, priced at $143 found 2 days ago

Tue, Jun 10 - Wed, Jun 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$146 Roundtrip, found 2 days ago

$146

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Wed, Jun 11, priced at $146 found 2 days ago

Wed, Jul 9 - Sat, Jul 19

ORD

O'Hare Intl.

MIA

Miami Intl.

$148 Roundtrip, found 5 hours ago

$148

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to Miami Intl., returning Sat, Jul 19, priced at $148 found 5 hours ago

Tue, Jun 10 - Fri, Jun 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$151 Roundtrip, found 2 days ago

$151

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Fri, Jun 13, priced at $151 found 2 days ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$208 Roundtrip, found 2 days ago

$208

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $208 found 2 days ago

Wed, Jun 11 - Wed, Jun 11

MDW

Midway Intl.

MIA

Miami Intl.

$211 Roundtrip, found 2 days ago

$211

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Jun 11 from Midway Intl. to Miami Intl., returning Wed, Jun 11, priced at $211 found 2 days ago

Tue, Jun 10 - Tue, Jun 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$211 Roundtrip, found 2 days ago

$211

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Tue, Jun 10, priced at $211 found 2 days ago

Mon, Oct 27 - Wed, Nov 5

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Mon, Oct 27 from O'Hare Intl. to Miami Intl., returning Wed, Nov 5, priced at $217 found 2 days ago

Sun, Jun 8 - Wed, Jun 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 2 days ago

$217

Roundtrip

found 2 days ago

Select United flight, departing Sun, Jun 8 from O'Hare Intl. to Miami Intl., returning Wed, Jun 11, priced at $217 found 2 days ago

Tue, Jun 17 - Wed, Jun 25

ORD

O'Hare Intl.

EYW

Key West Intl.

$323 Roundtrip, found 3 days ago

$323

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Jun 17 from O'Hare Intl. to Key West Intl., returning Wed, Jun 25, priced at $323 found 3 days ago

Sat, Jul 12 - Sun, Jul 20

ORD

O'Hare Intl.

MIA

Miami Intl.

$452 Roundtrip, found 5 hours ago

$452

Roundtrip

found 5 hours ago

Select Frontier Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to Miami Intl., returning Sun, Jul 20, priced at $452 found 5 hours ago