Flights from Fort Myers to Chicago

Cheapest flights from Fort Myers

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 22 - Fri, Jul 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$90 Roundtrip, found 22 hours ago

$90

Roundtrip

found 22 hours ago

Select Spirit Airlines flight, departing Tue, Jul 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, Jul 25, priced at $90 found 22 hours ago

Fri, Jul 18 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$100 Roundtrip, found 6 days ago

$100

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $100 found 6 days ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$115 Roundtrip, found 3 hours ago

$115

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $115 found 3 hours ago

Mon, Jul 21 - Thu, Jul 24

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$130 Roundtrip, found 2 days ago

$130

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jul 21 from Southwest Florida Intl. to O'Hare Intl., returning Thu, Jul 24, priced at $130 found 2 days ago

Fri, Jul 18 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$135 Roundtrip, found 6 days ago

$135

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $135 found 6 days ago

Fri, Jul 18 - Thu, Jul 24

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$135 Roundtrip, found 1 hour ago

$135

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Thu, Jul 24, priced at $135 found 1 hour ago

Tue, Jul 15 - Thu, Jul 24

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$150 Roundtrip, found 2 days ago

$150

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jul 15 from Southwest Florida Intl. to O'Hare Intl., returning Thu, Jul 24, priced at $150 found 2 days ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 3 hours ago

$160

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $160 found 3 hours ago

Mon, Jul 21 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$160 Roundtrip, found 2 days ago

$160

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jul 21 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $160 found 2 days ago

Tue, Jul 15 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 2 days ago

$180

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Jul 15 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $180 found 2 days ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$185 Roundtrip, found 3 hours ago

$185

Roundtrip

found 3 hours ago

Select United flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $185 found 3 hours ago

Tue, Jul 22 - Fri, Jul 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$190 Roundtrip, found 22 hours ago

$190

Roundtrip

found 22 hours ago

Select Spirit Airlines flight, departing Tue, Jul 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, Jul 25, priced at $190 found 22 hours ago

Tue, Jul 22 - Fri, Jul 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$194 Roundtrip, found 22 hours ago

$194

Roundtrip

found 22 hours ago

Select Delta flight, departing Tue, Jul 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, Jul 25, priced at $194 found 22 hours ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$195 Roundtrip, found 3 hours ago

$195

Roundtrip

found 3 hours ago

Select Delta flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $195 found 3 hours ago

Tue, Jul 22 - Fri, Jul 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$200 Roundtrip, found 22 hours ago

$200

Roundtrip

found 22 hours ago

Select American Airlines flight, departing Tue, Jul 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, Jul 25, priced at $200 found 22 hours ago

Fri, Jul 18 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$204 Roundtrip, found 6 days ago

$204

Roundtrip

found 6 days ago

Select United flight, departing Fri, Jul 18 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $204 found 6 days ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$272 Roundtrip, found 3 hours ago

$272

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $272 found 3 hours ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$314 Roundtrip, found 3 hours ago

$314

Roundtrip

found 3 hours ago

Select Delta flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $314 found 3 hours ago

Tue, Jul 22 - Fri, Jul 25

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$449 Roundtrip, found 22 hours ago

$449

Roundtrip

found 22 hours ago

Select JetBlue Airways flight, departing Tue, Jul 22 from Southwest Florida Intl. to O'Hare Intl., returning Fri, Jul 25, priced at $449 found 22 hours ago

Thu, Jul 24 - Sun, Jul 27

RSW

Southwest Florida Intl.

ORD

O'Hare Intl.

$11,654 Roundtrip, found 3 hours ago

$11,654

Roundtrip

found 3 hours ago

Select Alaska Airlines flight, departing Thu, Jul 24 from Southwest Florida Intl. to O'Hare Intl., returning Sun, Jul 27, priced at $11,654 found 3 hours ago