Flights from Chicago to Valparaiso

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, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$410 Roundtrip, found 4 days ago

$410

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $410 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$415 Roundtrip, found 4 days ago

$415

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $415 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$447 Roundtrip, found 4 days ago

$447

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $447 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$450 Roundtrip, found 4 days ago

$450

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $450 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$464 Roundtrip, found 4 days ago

$464

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $464 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$464 Roundtrip, found 4 days ago

$464

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $464 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$470 Roundtrip, found 4 days ago

$470

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $470 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$482 Roundtrip, found 4 days ago

$482

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $482 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$485 Roundtrip, found 4 days ago

$485

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $485 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$486 Roundtrip, found 4 days ago

$486

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $486 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$490 Roundtrip, found 4 days ago

$490

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $490 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$492 Roundtrip, found 4 days ago

$492

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $492 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$498 Roundtrip, found 4 days ago

$498

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $498 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$510 Roundtrip, found 4 days ago

$510

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $510 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$510 Roundtrip, found 4 days ago

$510

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $510 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$516 Roundtrip, found 4 days ago

$516

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $516 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$517 Roundtrip, found 4 days ago

$517

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $517 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$521 Roundtrip, found 4 days ago

$521

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $521 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$529 Roundtrip, found 4 days ago

$529

Roundtrip

found 4 days ago

Select Delta flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $529 found 4 days ago

Sat, Feb 28 - Sat, Mar 7

ORD

O'Hare Intl.

VPS

Northwest Florida Regional

$542 Roundtrip, found 4 days ago

$542

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Feb 28 from O'Hare Intl. to Northwest Florida Regional, returning Sat, Mar 7, priced at $542 found 4 days ago