Flights from Chicago to Luckenbach

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.

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$199 Roundtrip, found 2 days ago

$199

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $199 found 2 days ago

Wed, Aug 6 - Thu, Aug 14

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$202 Roundtrip, found 2 hours ago

$202

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Thu, Aug 14, priced at $202 found 2 hours ago

Wed, Aug 6 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$209 Roundtrip, found 2 hours ago

$209

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $209 found 2 hours ago

Sat, Aug 9 - Thu, Aug 14

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$212 Roundtrip, found 2 hours ago

$212

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to San Antonio Intl., returning Thu, Aug 14, priced at $212 found 2 hours ago

Sat, Aug 9 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$219 Roundtrip, found 2 hours ago

$219

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $219 found 2 hours ago

Wed, Jul 9 - Sun, Jul 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$220 Roundtrip, found 1 day ago

$220

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to San Antonio Intl., returning Sun, Jul 20, priced at $220 found 1 day ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$222 Roundtrip, found 2 days ago

$222

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $222 found 2 days ago

Wed, Jul 9 - Thu, Jul 17

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$224 Roundtrip, found 1 day ago

$224

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to San Antonio Intl., returning Thu, Jul 17, priced at $224 found 1 day ago

Fri, Oct 17 - Sun, Oct 19

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$230 Roundtrip, found 2 days ago

$230

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Oct 17 from O'Hare Intl. to San Antonio Intl., returning Sun, Oct 19, priced at $230 found 2 days ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$232 Roundtrip, found 2 days ago

$232

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $232 found 2 days ago

Thu, Aug 7 - Thu, Aug 14

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$233 Roundtrip, found 2 hours ago

$233

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to San Antonio Intl., returning Thu, Aug 14, priced at $233 found 2 hours ago

Tue, Jul 15 - Thu, Jul 17

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$234 Roundtrip, found 1 day ago

$234

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to San Antonio Intl., returning Thu, Jul 17, priced at $234 found 1 day ago

Wed, Oct 15 - Wed, Oct 22

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$239 Roundtrip, found 2 days ago

$239

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to San Antonio Intl., returning Wed, Oct 22, priced at $239 found 2 days ago

Sat, Aug 9 - Fri, Aug 15

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$239 Roundtrip, found 2 hours ago

$239

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to San Antonio Intl., returning Fri, Aug 15, priced at $239 found 2 hours ago

Thu, Aug 7 - Wed, Aug 13

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$240 Roundtrip, found 2 hours ago

$240

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to San Antonio Intl., returning Wed, Aug 13, priced at $240 found 2 hours ago

Sat, Jul 12 - Fri, Jul 18

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$241 Roundtrip, found 1 day ago

$241

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Jul 12 from O'Hare Intl. to San Antonio Intl., returning Fri, Jul 18, priced at $241 found 1 day ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$244 Roundtrip, found 2 days ago

$244

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $244 found 2 days ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$313 Roundtrip, found 2 days ago

$313

Roundtrip

found 2 days ago

Select United flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $313 found 2 days ago

Thu, Oct 16 - Mon, Oct 20

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$313 Roundtrip, found 2 days ago

$313

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to San Antonio Intl., returning Mon, Oct 20, priced at $313 found 2 days ago

Sat, Oct 18 - Sat, Oct 18

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$333 Roundtrip, found 2 days ago

$333

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Oct 18 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 18, priced at $333 found 2 days ago