Flights from Chicago to El Jobean

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.

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$80 Roundtrip, found 4 days ago

$80

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $80 found 4 days ago

Sun, Sep 21 - Sun, Sep 28

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$90 Roundtrip, found 1 day ago

$90

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Sep 21 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Sep 28, priced at $90 found 1 day ago

Tue, Aug 12 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$109 Roundtrip, found 3 hours ago

$109

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $109 found 3 hours ago

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$120 Roundtrip, found 4 days ago

$120

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $120 found 4 days ago

Wed, Aug 13 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$120 Roundtrip, found 3 hours ago

$120

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $120 found 3 hours ago

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$132 Roundtrip, found 4 days ago

$132

Roundtrip

found 4 days ago

Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $132 found 4 days ago

Sun, Aug 10 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$140 Roundtrip, found 3 hours ago

$140

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Sun, Aug 10 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $140 found 3 hours ago

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$149 Roundtrip, found 4 days ago

$149

Roundtrip

found 4 days ago

Select Delta flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $149 found 4 days ago

Wed, Aug 13 - Sat, Aug 16

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$150 Roundtrip, found 3 hours ago

$150

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Wed, Aug 13 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Aug 16, priced at $150 found 3 hours ago

Tue, Aug 12 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$160 Roundtrip, found 3 hours ago

$160

Roundtrip

found 3 hours ago

Select United flight, departing Tue, Aug 12 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $160 found 3 hours ago

Tue, Aug 12 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$164 Roundtrip, found 3 hours ago

$164

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $164 found 3 hours ago

Tue, Aug 12 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$170 Roundtrip, found 3 hours ago

$170

Roundtrip

found 3 hours ago

Select Delta flight, departing Tue, Aug 12 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $170 found 3 hours ago

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$171 Roundtrip, found 4 days ago

$171

Roundtrip

found 4 days ago

Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $171 found 4 days ago

Fri, Sep 19 - Fri, Sep 26

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$171 Roundtrip, found 4 days ago

$171

Roundtrip

found 4 days ago

Select American Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $171 found 4 days ago

Tue, Sep 16 - Tue, Sep 16

ORD

O'Hare Intl.

SRQ

Sarasota-Bradenton Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Sep 16 from O'Hare Intl. to Sarasota-Bradenton Intl., returning Tue, Sep 16, priced at $191 found 1 day ago

Sat, Sep 20 - Mon, Sep 29

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$211 Roundtrip, found 1 day ago

$211

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sat, Sep 20 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Sep 29, priced at $211 found 1 day ago

Tue, Sep 23 - Sun, Sep 28

MDW

Midway Intl.

RSW

Southwest Florida Intl.

$217 Roundtrip, found 4 days ago

$217

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Sep 23 from Midway Intl. to Southwest Florida Intl., returning Sun, Sep 28, priced at $217 found 4 days ago

Thu, Sep 25 - Sun, Sep 28

MDW

Midway Intl.

RSW

Southwest Florida Intl.

$248 Roundtrip, found 4 days ago

$248

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Sep 25 from Midway Intl. to Southwest Florida Intl., returning Sun, Sep 28, priced at $248 found 4 days ago

Sat, Aug 30 - Sat, Aug 30

MDW

Midway Intl.

SRQ

Sarasota-Bradenton Intl.

$297 Roundtrip, just found

$297

Roundtrip

just found

Select Delta flight, departing Sat, Aug 30 from Midway Intl. to Sarasota-Bradenton Intl., returning Sat, Aug 30, priced at $297 just found

Tue, Aug 12 - Tue, Aug 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$11,654 Roundtrip, found 3 hours ago

$11,654

Roundtrip

found 3 hours ago

Select Alaska Airlines flight, departing Tue, Aug 12 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Aug 19, priced at $11,654 found 3 hours ago