Flights from Jacksonville to Historic Route 66

Cheapest flights from Jacksonville

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.

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$157 Roundtrip, found 2 days ago

$157

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $157 found 2 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$157 Roundtrip, found 2 days ago

$157

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $157 found 2 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$174 Roundtrip, found 2 days ago

$174

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $174 found 2 days ago

Thu, Jul 3 - Thu, Jul 10

JAX

Jacksonville Intl.

STL

Lambert-St. Louis Intl.

$177 Roundtrip, found 3 days ago

$177

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Jul 3 from Jacksonville Intl. to Lambert-St. Louis Intl., returning Thu, Jul 10, priced at $177 found 3 days ago

Thu, Jul 3 - Sat, Jul 12

JAX

Jacksonville Intl.

STL

Lambert-St. Louis Intl.

$187 Roundtrip, found 3 days ago

$187

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Jul 3 from Jacksonville Intl. to Lambert-St. Louis Intl., returning Sat, Jul 12, priced at $187 found 3 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$192 Roundtrip, found 2 days ago

$192

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $192 found 2 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$202 Roundtrip, found 2 days ago

$202

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $202 found 2 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $209 found 2 days ago

Wed, Nov 19 - Tue, Dec 2

JAX

Jacksonville Intl.

TUL

Tulsa Intl.

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Nov 19 from Jacksonville Intl. to Tulsa Intl., returning Tue, Dec 2, priced at $209 found 2 days ago

Thu, Jul 3 - Fri, Jul 11

JAX

Jacksonville Intl.

STL

Lambert-St. Louis Intl.

$212 Roundtrip, found 3 days ago

$212

Roundtrip

found 3 days ago

Select Delta flight, departing Thu, Jul 3 from Jacksonville Intl. to Lambert-St. Louis Intl., returning Fri, Jul 11, priced at $212 found 3 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$212 Roundtrip, found 2 days ago

$212

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $212 found 2 days ago

Sun, Jul 6 - Thu, Jul 10

JAX

Jacksonville Intl.

STL

Lambert-St. Louis Intl.

$218 Roundtrip, found 3 days ago

$218

Roundtrip

found 3 days ago

Select Delta flight, departing Sun, Jul 6 from Jacksonville Intl. to Lambert-St. Louis Intl., returning Thu, Jul 10, priced at $218 found 3 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$220 Roundtrip, found 2 days ago

$220

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $220 found 2 days ago

Tue, Jul 1 - Thu, Jul 3

JAX

Jacksonville Intl.

STL

Lambert-St. Louis Intl.

$227 Roundtrip, found 3 days ago

$227

Roundtrip

found 3 days ago

Select American Airlines flight, departing Tue, Jul 1 from Jacksonville Intl. to Lambert-St. Louis Intl., returning Thu, Jul 3, priced at $227 found 3 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select American Airlines flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $227 found 2 days ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$237 Roundtrip, found 2 days ago

$237

Roundtrip

found 2 days ago

Select United flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $237 found 2 days ago

Mon, Nov 24 - Tue, Dec 2

JAX

Jacksonville Intl.

TUL

Tulsa Intl.

$240 Roundtrip, found 2 days ago

$240

Roundtrip

found 2 days ago

Select Delta flight, departing Mon, Nov 24 from Jacksonville Intl. to Tulsa Intl., returning Tue, Dec 2, priced at $240 found 2 days ago

Thu, Jun 26 - Mon, Jun 30

JAX

Jacksonville Intl.

MDW

Midway Intl.

$270 Roundtrip, found 3 days ago

$270

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Jun 26 from Jacksonville Intl. to Midway Intl., returning Mon, Jun 30, priced at $270 found 3 days ago

Wed, Jul 30 - Wed, Aug 6

DAB

Daytona Beach Intl.

OKC

Will Rogers World

$379 Roundtrip, found 18 hours ago

$379

Roundtrip

found 18 hours ago

Select American Airlines flight, departing Wed, Jul 30 from Daytona Beach Intl. to Will Rogers World, returning Wed, Aug 6, priced at $379 found 18 hours ago

Mon, Aug 25 - Thu, Aug 28

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$425 Roundtrip, found 2 days ago

$425

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Mon, Aug 25 from Jacksonville Intl. to O'Hare Intl., returning Thu, Aug 28, priced at $425 found 2 days ago