Flights from Port Charlotte to Chicago

Cheapest flights from Port Charlotte

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, Jul 15 - Thu, Jul 24

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jul 15 from Southwest Florida Intl. to O'Hare Intl., returning Thu, Jul 24, priced at $130 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$140 Roundtrip, found 6 hours ago

$140

Roundtrip

found 6 hours ago

Select United flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $140 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$140 Roundtrip, found 6 hours ago

$140

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $140 found 6 hours ago

Tue, Jul 15 - Sun, Jul 20

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$150 Roundtrip, found 1 day ago

$150

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jul 15 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 20, priced at $150 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$159 Roundtrip, found 6 hours ago

$159

Roundtrip

found 6 hours ago

Select United flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $159 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$159 Roundtrip, found 6 hours ago

$159

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $159 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$169 Roundtrip, found 6 hours ago

$169

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $169 found 6 hours ago

Fri, Jul 18 - Thu, Jul 24

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$170 Roundtrip, found 1 day ago

$170

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Thu, Jul 24, priced at $170 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$179 Roundtrip, found 6 hours ago

$179

Roundtrip

found 6 hours ago

Select Delta flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $179 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 6 hours ago

$180

Roundtrip

found 6 hours ago

Select United flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $180 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$188 Roundtrip, found 6 hours ago

$188

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $188 found 6 hours ago

Fri, Jul 18 - Sun, Jul 20

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$190 Roundtrip, found 1 day ago

$190

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 20, priced at $190 found 1 day ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$200 Roundtrip, found 6 hours ago

$200

Roundtrip

found 6 hours ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $200 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$206 Roundtrip, found 6 hours ago

$206

Roundtrip

found 6 hours ago

Select United flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $206 found 6 hours ago

Sat, Jul 19 - Sat, Jul 19

RSW

Southwest Florida Intl.

MDW

Midway Intl.

$211 Roundtrip, found 1 day ago

$211

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Jul 19 from Southwest Florida Intl. to Midway Intl., returning Sat, Jul 19, priced at $211 found 1 day ago

Sat, Oct 25 - Sat, Oct 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$211 Roundtrip, found 2 days ago

$211

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Oct 25 from Southwest Florida Intl. to O'Hare Intl., returning Sat, Oct 25, priced at $211 found 2 days ago

Tue, Jul 22 - Tue, Jul 29

SRQ

Sarasota-Bradenton Intl.

MDW

Midway Intl.

$221 Roundtrip, found 1 day ago

$221

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 22 from Sarasota-Bradenton Intl. to Midway Intl., returning Tue, Jul 29, priced at $221 found 1 day ago

Thu, Jun 12 - Sun, Jun 15

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$339 Roundtrip, found 3 days ago

$339

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Jun 12 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jun 15, priced at $339 found 3 days ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$563 Roundtrip, found 6 hours ago

$563

Roundtrip

found 6 hours ago

Select JetBlue Airways flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $563 found 6 hours ago

Fri, Jul 18 - Mon, Jul 21

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$11,654 Roundtrip, found 6 hours ago

$11,654

Roundtrip

found 6 hours ago

Select Alaska Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $11,654 found 6 hours ago