Flights from Chicago to Northeast Florida

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.

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$179 Roundtrip, found 5 days ago

$179

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $179 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$189 Roundtrip, found 5 days ago

$189

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $189 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$199 Roundtrip, found 5 days ago

$199

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $199 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$214 Roundtrip, found 5 days ago

$214

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $214 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$223 Roundtrip, found 5 days ago

$223

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $223 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$224 Roundtrip, found 5 days ago

$224

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $224 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$243 Roundtrip, found 5 days ago

$243

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $243 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$249 Roundtrip, found 5 days ago

$249

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $249 found 5 days ago

Sat, Dec 13 - Wed, Dec 17

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$252 Roundtrip, found 5 days ago

$252

Roundtrip

found 5 days ago

Select United flight, departing Sat, Dec 13 from O'Hare Intl. to Jacksonville Intl., returning Wed, Dec 17, priced at $252 found 5 days ago

Fri, Aug 1 - Thu, Aug 7

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$306 Roundtrip, found 3 hours ago

$306

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Jacksonville Intl., returning Thu, Aug 7, priced at $306 found 3 hours ago

Sun, Aug 3 - Sat, Aug 9

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$330 Roundtrip, found 14 hours ago

$330

Roundtrip

found 14 hours ago

Select Delta flight, departing Sun, Aug 3 from O'Hare Intl. to Jacksonville Intl., returning Sat, Aug 9, priced at $330 found 14 hours ago

Fri, Jul 25 - Thu, Jul 31

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$336 Roundtrip, found 2 days ago

$336

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Fri, Jul 25 from O'Hare Intl. to Jacksonville Intl., returning Thu, Jul 31, priced at $336 found 2 days ago

Sun, Aug 3 - Sun, Aug 10

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$352 Roundtrip, found 14 hours ago

$352

Roundtrip

found 14 hours ago

Select Delta flight, departing Sun, Aug 3 from O'Hare Intl. to Jacksonville Intl., returning Sun, Aug 10, priced at $352 found 14 hours ago

Wed, Jul 23 - Mon, Jul 28

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$353 Roundtrip, found 2 days ago

$353

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Jul 23 from O'Hare Intl. to Jacksonville Intl., returning Mon, Jul 28, priced at $353 found 2 days ago

Tue, Jul 29 - Tue, Aug 5

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$357 Roundtrip, found 14 hours ago

$357

Roundtrip

found 14 hours ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Jacksonville Intl., returning Tue, Aug 5, priced at $357 found 14 hours ago

Wed, Jul 23 - Wed, Jul 23

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$363 Roundtrip, found 2 days ago

$363

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Jul 23 from O'Hare Intl. to Jacksonville Intl., returning Wed, Jul 23, priced at $363 found 2 days ago

Fri, Aug 1 - Thu, Aug 7

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$379 Roundtrip, found 3 hours ago

$379

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Fri, Aug 1 from O'Hare Intl. to Jacksonville Intl., returning Thu, Aug 7, priced at $379 found 3 hours ago

Tue, Jul 29 - Sun, Aug 10

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$382 Roundtrip, found 14 hours ago

$382

Roundtrip

found 14 hours ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Jacksonville Intl., returning Sun, Aug 10, priced at $382 found 14 hours ago

Tue, Jul 29 - Tue, Jul 29

ORD

O'Hare Intl.

GNV

Gainesville Regional

$383 Roundtrip, found 3 days ago

$383

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Jul 29 from O'Hare Intl. to Gainesville Regional, returning Tue, Jul 29, priced at $383 found 3 days ago

Tue, Jul 29 - Wed, Aug 6

ORD

O'Hare Intl.

JAX

Jacksonville Intl.

$386 Roundtrip, found 14 hours ago

$386

Roundtrip

found 14 hours ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Jacksonville Intl., returning Wed, Aug 6, priced at $386 found 14 hours ago