Flights from Valparaiso to Chicago

Cheapest flights from Valparaiso

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 1 - Tue, Jul 8

VPS

Northwest Florida Regional

MDW

Midway Intl.

$247 Roundtrip, found 1 day ago

$247

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Northwest Florida Regional to Midway Intl., returning Tue, Jul 8, priced at $247 found 1 day ago

Fri, Jul 4 - Tue, Jul 8

VPS

Northwest Florida Regional

MDW

Midway Intl.

$306 Roundtrip, found 1 day ago

$306

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 4 from Northwest Florida Regional to Midway Intl., returning Tue, Jul 8, priced at $306 found 1 day ago

Tue, Jul 1 - Thu, Jul 10

VPS

Northwest Florida Regional

MDW

Midway Intl.

$366 Roundtrip, found 1 day ago

$366

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Northwest Florida Regional to Midway Intl., returning Thu, Jul 10, priced at $366 found 1 day ago

Tue, Jul 1 - Fri, Jul 11

VPS

Northwest Florida Regional

MDW

Midway Intl.

$376 Roundtrip, found 1 day ago

$376

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Northwest Florida Regional to Midway Intl., returning Fri, Jul 11, priced at $376 found 1 day ago

Fri, Jul 4 - Thu, Jul 10

VPS

Northwest Florida Regional

MDW

Midway Intl.

$411 Roundtrip, found 1 day ago

$411

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 4 from Northwest Florida Regional to Midway Intl., returning Thu, Jul 10, priced at $411 found 1 day ago

Fri, Jul 4 - Fri, Jul 11

VPS

Northwest Florida Regional

MDW

Midway Intl.

$421 Roundtrip, found 1 day ago

$421

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 4 from Northwest Florida Regional to Midway Intl., returning Fri, Jul 11, priced at $421 found 1 day ago

Wed, Jul 2 - Thu, Jul 10

VPS

Northwest Florida Regional

MDW

Midway Intl.

$425 Roundtrip, found 1 day ago

$425

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Thu, Jul 10, priced at $425 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$432 Roundtrip, found 1 day ago

$432

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $432 found 1 day ago

Wed, Jul 2 - Fri, Jul 11

VPS

Northwest Florida Regional

MDW

Midway Intl.

$435 Roundtrip, found 1 day ago

$435

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Fri, Jul 11, priced at $435 found 1 day ago

Tue, Jul 1 - Mon, Jul 7

VPS

Northwest Florida Regional

MDW

Midway Intl.

$460 Roundtrip, found 1 day ago

$460

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 1 from Northwest Florida Regional to Midway Intl., returning Mon, Jul 7, priced at $460 found 1 day ago

Sun, Jun 29 - Mon, Jul 7

VPS

Northwest Florida Regional

MDW

Midway Intl.

$464 Roundtrip, found 1 day ago

$464

Roundtrip

found 1 day ago

Select Delta flight, departing Sun, Jun 29 from Northwest Florida Regional to Midway Intl., returning Mon, Jul 7, priced at $464 found 1 day ago

Fri, Jul 4 - Mon, Jul 7

VPS

Northwest Florida Regional

MDW

Midway Intl.

$469 Roundtrip, found 1 day ago

$469

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Jul 4 from Northwest Florida Regional to Midway Intl., returning Mon, Jul 7, priced at $469 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$477 Roundtrip, found 1 day ago

$477

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $477 found 1 day ago

Wed, Jul 2 - Mon, Jul 7

VPS

Northwest Florida Regional

MDW

Midway Intl.

$479 Roundtrip, found 1 day ago

$479

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Mon, Jul 7, priced at $479 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$482 Roundtrip, found 1 day ago

$482

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $482 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$527 Roundtrip, found 1 day ago

$527

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $527 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$532 Roundtrip, found 1 day ago

$532

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $532 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$562 Roundtrip, found 1 day ago

$562

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $562 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$577 Roundtrip, found 1 day ago

$577

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $577 found 1 day ago

Wed, Jul 2 - Wed, Jul 9

VPS

Northwest Florida Regional

MDW

Midway Intl.

$592 Roundtrip, found 1 day ago

$592

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jul 2 from Northwest Florida Regional to Midway Intl., returning Wed, Jul 9, priced at $592 found 1 day ago