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.

Mon, May 12 - Wed, May 21

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$166 Roundtrip, found 2 days ago

$166

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to San Antonio Intl., returning Wed, May 21, priced at $166 found 2 days ago

Tue, May 13 - Wed, May 21

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$177 Roundtrip, found 2 days ago

$177

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Wed, May 21, priced at $177 found 2 days ago

Wed, May 14 - Wed, May 21

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$179 Roundtrip, found 2 days ago

$179

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, May 14 from O'Hare Intl. to San Antonio Intl., returning Wed, May 21, priced at $179 found 2 days ago

Mon, May 12 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$182 Roundtrip, found 2 days ago

$182

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $182 found 2 days ago

Mon, May 12 - Sat, May 17

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$184 Roundtrip, found 2 days ago

$184

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to San Antonio Intl., returning Sat, May 17, priced at $184 found 2 days ago

Thu, May 15 - Mon, May 19

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$188 Roundtrip, found 2 days ago

$188

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, May 15 from O'Hare Intl. to San Antonio Intl., returning Mon, May 19, priced at $188 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$193 Roundtrip, found 2 days ago

$193

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $193 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$194 Roundtrip, found 2 days ago

$194

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $194 found 2 days ago

Tue, May 13 - Sat, May 17

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$195 Roundtrip, found 2 days ago

$195

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Sat, May 17, priced at $195 found 2 days ago

Mon, May 12 - Thu, May 15

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$197 Roundtrip, found 2 days ago

$197

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to San Antonio Intl., returning Thu, May 15, priced at $197 found 2 days ago

Sat, May 10 - Mon, May 19

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$198 Roundtrip, found 2 days ago

$198

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, May 10 from O'Hare Intl. to San Antonio Intl., returning Mon, May 19, priced at $198 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$201 Roundtrip, found 2 days ago

$201

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $201 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$202 Roundtrip, found 2 days ago

$202

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $202 found 2 days ago

Fri, May 16 - Wed, May 21

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$204 Roundtrip, found 2 days ago

$204

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, May 16 from O'Hare Intl. to San Antonio Intl., returning Wed, May 21, priced at $204 found 2 days ago

Tue, May 13 - Thu, May 15

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$208 Roundtrip, found 2 days ago

$208

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Thu, May 15, priced at $208 found 2 days ago

Mon, May 12 - Thu, May 22

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$213 Roundtrip, found 2 days ago

$213

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to San Antonio Intl., returning Thu, May 22, priced at $213 found 2 days ago

Wed, May 7 - Wed, May 14

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$215 Roundtrip, found 2 days ago

$215

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, May 7 from O'Hare Intl. to San Antonio Intl., returning Wed, May 14, priced at $215 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$395 Roundtrip, found 2 days ago

$395

Roundtrip

found 2 days ago

Select American Airlines flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $395 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$395 Roundtrip, found 2 days ago

$395

Roundtrip

found 2 days ago

Select United flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $395 found 2 days ago

Tue, May 13 - Tue, May 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$415 Roundtrip, found 2 days ago

$415

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, May 13 from O'Hare Intl. to San Antonio Intl., returning Tue, May 20, priced at $415 found 2 days ago