Flights from Jacksonville to Arlington Heights

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, Jun 2 - Fri, Jun 13

JAX

Jacksonville Intl.

MDW

Midway Intl.

$216 Roundtrip, found 2 days ago

$216

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Jun 2 from Jacksonville Intl. to Midway Intl., returning Fri, Jun 13, priced at $216 found 2 days ago

Mon, Jun 2 - Mon, Jun 9

JAX

Jacksonville Intl.

MDW

Midway Intl.

$220 Roundtrip, found 2 days ago

$220

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Jun 2 from Jacksonville Intl. to Midway Intl., returning Mon, Jun 9, priced at $220 found 2 days ago

Fri, Oct 17 - Mon, Nov 3

JAX

Jacksonville Intl.

MDW

Midway Intl.

$256 Roundtrip, found 1 day ago

$256

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 17 from Jacksonville Intl. to Midway Intl., returning Mon, Nov 3, priced at $256 found 1 day ago

Sat, May 31 - Tue, Jun 10

JAX

Jacksonville Intl.

MDW

Midway Intl.

$300 Roundtrip, found 2 days ago

$300

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, May 31 from Jacksonville Intl. to Midway Intl., returning Tue, Jun 10, priced at $300 found 2 days ago

Fri, Jan 16 - Sun, Jan 18

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$300 Roundtrip, found 13 hours ago

$300

Roundtrip

found 13 hours ago

Select JetBlue Airways flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Sun, Jan 18, priced at $300 found 13 hours ago

Tue, Oct 21 - Tue, Nov 4

JAX

Jacksonville Intl.

MDW

Midway Intl.

$303 Roundtrip, found 1 day ago

$303

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Oct 21 from Jacksonville Intl. to Midway Intl., returning Tue, Nov 4, priced at $303 found 1 day ago

Sat, May 31 - Thu, Jun 12

JAX

Jacksonville Intl.

MDW

Midway Intl.

$311 Roundtrip, found 2 days ago

$311

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, May 31 from Jacksonville Intl. to Midway Intl., returning Thu, Jun 12, priced at $311 found 2 days ago

Sat, Oct 18 - Tue, Nov 4

JAX

Jacksonville Intl.

MDW

Midway Intl.

$314 Roundtrip, found 1 day ago

$314

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Oct 18 from Jacksonville Intl. to Midway Intl., returning Tue, Nov 4, priced at $314 found 1 day ago

Sat, May 31 - Fri, Jun 13

JAX

Jacksonville Intl.

MDW

Midway Intl.

$322 Roundtrip, found 2 days ago

$322

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, May 31 from Jacksonville Intl. to Midway Intl., returning Fri, Jun 13, priced at $322 found 2 days ago

Fri, Oct 17 - Tue, Nov 4

JAX

Jacksonville Intl.

MDW

Midway Intl.

$325 Roundtrip, found 1 day ago

$325

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Oct 17 from Jacksonville Intl. to Midway Intl., returning Tue, Nov 4, priced at $325 found 1 day ago

Fri, Jan 16 - Tue, Jan 20

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$327 Roundtrip, found 5 days ago

$327

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $327 found 5 days ago

Fri, Jan 16 - Mon, Jan 19

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$332 Roundtrip, found 4 days ago

$332

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Mon, Jan 19, priced at $332 found 4 days ago

Fri, Oct 17 - Sat, Nov 1

JAX

Jacksonville Intl.

MDW

Midway Intl.

$336 Roundtrip, found 1 day ago

$336

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Oct 17 from Jacksonville Intl. to Midway Intl., returning Sat, Nov 1, priced at $336 found 1 day ago

Thu, Jan 15 - Sat, Jan 17

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$338 Roundtrip, found 4 days ago

$338

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Thu, Jan 15 from Jacksonville Intl. to O'Hare Intl., returning Sat, Jan 17, priced at $338 found 4 days ago

Fri, Jan 16 - Sun, Jan 18

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$340 Roundtrip, found 13 hours ago

$340

Roundtrip

found 13 hours ago

Select JetBlue Airways flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Sun, Jan 18, priced at $340 found 13 hours ago

Mon, Oct 20 - Tue, Nov 4

JAX

Jacksonville Intl.

MDW

Midway Intl.

$341 Roundtrip, found 1 day ago

$341

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Oct 20 from Jacksonville Intl. to Midway Intl., returning Tue, Nov 4, priced at $341 found 1 day ago

Fri, Oct 17 - Fri, Oct 31

JAX

Jacksonville Intl.

MDW

Midway Intl.

$347 Roundtrip, found 1 day ago

$347

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Oct 17 from Jacksonville Intl. to Midway Intl., returning Fri, Oct 31, priced at $347 found 1 day ago

Mon, Oct 20 - Sat, Nov 1

JAX

Jacksonville Intl.

MDW

Midway Intl.

$352 Roundtrip, found 1 day ago

$352

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Oct 20 from Jacksonville Intl. to Midway Intl., returning Sat, Nov 1, priced at $352 found 1 day ago

Fri, Jan 16 - Tue, Jan 20

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$352 Roundtrip, found 5 days ago

$352

Roundtrip

found 5 days ago

Select United flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $352 found 5 days ago

Fri, Jan 16 - Tue, Jan 20

JAX

Jacksonville Intl.

ORD

O'Hare Intl.

$362 Roundtrip, found 5 days ago

$362

Roundtrip

found 5 days ago

Select American Airlines flight, departing Fri, Jan 16 from Jacksonville Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $362 found 5 days ago