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 23 - Sun, Oct 26

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$186 Roundtrip, found 23 hours ago

$186

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to San Antonio Intl., returning Sun, Oct 26, priced at $186 found 23 hours ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$205 Roundtrip, found 3 days ago

$205

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $205 found 3 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$213 Roundtrip, found 3 days ago

$213

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $213 found 3 days ago

Mon, Oct 20 - Thu, Oct 23

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$217 Roundtrip, found 6 days ago

$217

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Thu, Oct 23, priced at $217 found 6 days ago

Tue, Oct 21 - Thu, Oct 23

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$219 Roundtrip, found 6 days ago

$219

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to San Antonio Intl., returning Thu, Oct 23, priced at $219 found 6 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$220 Roundtrip, found 3 days ago

$220

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $220 found 3 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$221 Roundtrip, found 3 days ago

$221

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $221 found 3 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$222 Roundtrip, found 3 days ago

$222

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $222 found 3 days ago

Mon, Oct 20 - Fri, Oct 24

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$225 Roundtrip, found 6 days ago

$225

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Fri, Oct 24, priced at $225 found 6 days ago

Thu, Oct 23 - Sun, Oct 26

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$226 Roundtrip, found 23 hours ago

$226

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Thu, Oct 23 from O'Hare Intl. to San Antonio Intl., returning Sun, Oct 26, priced at $226 found 23 hours ago

Tue, Oct 21 - Fri, Oct 24

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$227 Roundtrip, found 6 days ago

$227

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to San Antonio Intl., returning Fri, Oct 24, priced at $227 found 6 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$228 Roundtrip, found 3 days ago

$228

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $228 found 3 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$230 Roundtrip, found 3 days ago

$230

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $230 found 3 days ago

Mon, Oct 20 - Wed, Oct 29

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$233 Roundtrip, found 6 days ago

$233

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Wed, Oct 29, priced at $233 found 6 days ago

Tue, Oct 21 - Wed, Oct 29

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$235 Roundtrip, found 6 days ago

$235

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Oct 21 from O'Hare Intl. to San Antonio Intl., returning Wed, Oct 29, priced at $235 found 6 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$235 Roundtrip, found 3 days ago

$235

Roundtrip

found 3 days ago

Select American Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $235 found 3 days ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$237 Roundtrip, found 3 days ago

$237

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $237 found 3 days ago

Sat, Oct 25 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$255 Roundtrip, found 6 days ago

$255

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Oct 25 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $255 found 6 days ago

Mon, Nov 24 - Mon, Dec 1

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$280 Roundtrip, found 1 hour ago

$280

Roundtrip

found 1 hour ago

Select United flight, departing Mon, Nov 24 from O'Hare Intl. to San Antonio Intl., returning Mon, Dec 1, priced at $280 found 1 hour ago

Mon, Oct 20 - Sat, Oct 25

ORD

O'Hare Intl.

SAT

San Antonio Intl.

$281 Roundtrip, found 3 days ago

$281

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Oct 20 from O'Hare Intl. to San Antonio Intl., returning Sat, Oct 25, priced at $281 found 3 days ago