Flights from Jacksonville to Chicago

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.

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$260 Roundtrip, found 3 days ago

$260

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $260 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$260 Roundtrip, found 3 days ago

$260

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $260 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$268 Roundtrip, found 3 days ago

$268

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $268 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$270 Roundtrip, found 3 days ago

$270

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $270 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$277 Roundtrip, found 3 days ago

$277

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $277 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$277 Roundtrip, found 3 days ago

$277

Roundtrip

found 3 days ago

Select United flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $277 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$287 Roundtrip, found 3 days ago

$287

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $287 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$287 Roundtrip, found 3 days ago

$287

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $287 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$295 Roundtrip, found 3 days ago

$295

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $295 found 3 days ago

Tue, May 20 - Wed, May 28

JAX

Jacksonville Intl.

MDW

Midway Intl.

$297 Roundtrip, found 1 day ago

$297

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, May 20 from Jacksonville Intl. to Midway Intl., returning Wed, May 28, priced at $297 found 1 day ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$297 Roundtrip, found 3 days ago

$297

Roundtrip

found 3 days ago

Select Delta flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $297 found 3 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$298 Roundtrip, found 3 days ago

$298

Roundtrip

found 3 days ago

Select United flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $298 found 3 days ago

Thu, May 22 - Sun, May 25

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$300 Roundtrip, found 4 days ago

$300

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, May 22 from Jacksonville Intl. to O'Hare Intl., returning Sun, May 25, priced at $300 found 4 days ago

Fri, May 23 - Mon, May 26

JAX

Jacksonville Intl.

MDW

Midway Intl.

$300 Roundtrip, found 1 day ago

$300

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, May 23 from Jacksonville Intl. to Midway Intl., returning Mon, May 26, priced at $300 found 1 day ago

Thu, May 22 - Mon, May 26

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$303 Roundtrip, found 4 days ago

$303

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, May 22 from Jacksonville Intl. to O'Hare Intl., returning Mon, May 26, priced at $303 found 4 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$305 Roundtrip, found 3 days ago

$305

Roundtrip

found 3 days ago

Select American Airlines flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $305 found 3 days ago

Thu, May 22 - Sun, May 25

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$310 Roundtrip, found 4 days ago

$310

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, May 22 from Jacksonville Intl. to O'Hare Intl., returning Sun, May 25, priced at $310 found 4 days ago

Thu, May 22 - Mon, May 26

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$312 Roundtrip, found 4 days ago

$312

Roundtrip

found 4 days ago

Select American Airlines flight, departing Thu, May 22 from Jacksonville Intl. to O'Hare Intl., returning Mon, May 26, priced at $312 found 4 days ago

Sat, Jun 7 - Wed, Jun 11

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$313 Roundtrip, found 3 days ago

$313

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Sat, Jun 7 from Jacksonville Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $313 found 3 days ago

Fri, Sep 26 - Mon, Sep 29

DAB

Daytona Beach Intl.

ORD

O'Hare Intl.

$376 Roundtrip, found 1 day ago

$376

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 26 from Daytona Beach Intl. to O'Hare Intl., returning Mon, Sep 29, priced at $376 found 1 day ago