Flights from Chicago to Vanderpool

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.

Tue, Aug 5 - Sun, Aug 10

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$230 Roundtrip, found 4 days ago

$230

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to San Antonio Intl., returning Sun, Aug 10, priced at $230 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$231 Roundtrip, found 4 days ago

$231

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $231 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$240 Roundtrip, found 4 days ago

$240

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $240 found 4 days ago

Tue, Aug 5 - Mon, Aug 11

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$244 Roundtrip, found 4 days ago

$244

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to San Antonio Intl., returning Mon, Aug 11, priced at $244 found 4 days ago

Tue, Aug 5 - Tue, Aug 12

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$251 Roundtrip, found 4 days ago

$251

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to San Antonio Intl., returning Tue, Aug 12, priced at $251 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$297 Roundtrip, found 4 days ago

$297

Roundtrip

found 4 days ago

Select United flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $297 found 4 days ago

Fri, Aug 8 - Sat, Aug 16

MDW

Midway Intl.

SAT

San Antonio Intl.

$311 Roundtrip, found 4 days ago

$311

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Aug 8 from Midway Intl. to San Antonio Intl., returning Sat, Aug 16, priced at $311 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$317 Roundtrip, found 4 days ago

$317

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $317 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

MDW

Midway Intl.

SAT

San Antonio Intl.

$397 Roundtrip, found 4 days ago

$397

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Aug 6 from Midway Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $397 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

MDW

Midway Intl.

SAT

San Antonio Intl.

$457 Roundtrip, found 4 days ago

$457

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Aug 6 from Midway Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $457 found 4 days ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$575 Roundtrip, found 4 days ago

$575

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $575 found 4 days ago