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.

Sat, Nov 1 - Tue, Nov 4

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$249 Roundtrip, found 2 days ago

$249

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Nov 1 from Northwest Florida Regional to O'Hare Intl., returning Tue, Nov 4, priced at $249 found 2 days ago

Sat, Nov 1 - Wed, Nov 5

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$286 Roundtrip, found 2 days ago

$286

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Nov 1 from Northwest Florida Regional to O'Hare Intl., returning Wed, Nov 5, priced at $286 found 2 days ago

Fri, Oct 31 - Sat, Nov 1

VPS

Northwest Florida Regional

MDW

Midway Intl.

$300 Roundtrip, found 2 days ago

$300

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Oct 31 from Northwest Florida Regional to Midway Intl., returning Sat, Nov 1, priced at $300 found 2 days ago

Sat, Nov 1 - Sat, Nov 8

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$315 Roundtrip, found 2 days ago

$315

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Nov 1 from Northwest Florida Regional to O'Hare Intl., returning Sat, Nov 8, priced at $315 found 2 days ago

Sat, Nov 1 - Fri, Nov 7

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$316 Roundtrip, found 2 days ago

$316

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Nov 1 from Northwest Florida Regional to O'Hare Intl., returning Fri, Nov 7, priced at $316 found 2 days ago

Sat, Nov 1 - Mon, Nov 3

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$330 Roundtrip, found 2 days ago

$330

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Nov 1 from Northwest Florida Regional to O'Hare Intl., returning Mon, Nov 3, priced at $330 found 2 days ago

Tue, Oct 28 - Sat, Nov 1

VPS

Northwest Florida Regional

MDW

Midway Intl.

$335 Roundtrip, found 2 days ago

$335

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Oct 28 from Northwest Florida Regional to Midway Intl., returning Sat, Nov 1, priced at $335 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$344 Roundtrip, found 2 days ago

$344

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $344 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$356 Roundtrip, found 2 days ago

$356

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $356 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$358 Roundtrip, found 2 days ago

$358

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $358 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$359 Roundtrip, found 2 days ago

$359

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $359 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$361 Roundtrip, found 2 days ago

$361

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $361 found 2 days ago

Fri, Oct 31 - Thu, Nov 6

VPS

Northwest Florida Regional

MDW

Midway Intl.

$365 Roundtrip, found 2 days ago

$365

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Oct 31 from Northwest Florida Regional to Midway Intl., returning Thu, Nov 6, priced at $365 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$368 Roundtrip, found 2 days ago

$368

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $368 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$371 Roundtrip, found 2 days ago

$371

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $371 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$373 Roundtrip, found 2 days ago

$373

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $373 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$374 Roundtrip, found 2 days ago

$374

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $374 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$379 Roundtrip, found 2 days ago

$379

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $379 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$380 Roundtrip, found 2 days ago

$380

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $380 found 2 days ago

Fri, Oct 31 - Sun, Nov 2

VPS

Northwest Florida Regional

ORD

O'Hare Intl.

$380 Roundtrip, found 2 days ago

$380

Roundtrip

found 2 days ago

Select Delta flight, departing Fri, Oct 31 from Northwest Florida Regional to O'Hare Intl., returning Sun, Nov 2, priced at $380 found 2 days ago