Flights from San Antonio to Chicago

Cheapest flights from San Antonio

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.

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$201 Roundtrip, found 4 days ago

$201

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $201 found 4 days ago

Fri, Jun 27 - Sat, Jun 28

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$210 Roundtrip, found 13 hours ago

$210

Roundtrip

found 13 hours ago

Select Frontier Airlines flight, departing Fri, Jun 27 from San Antonio Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $210 found 13 hours ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$213 Roundtrip, found 4 days ago

$213

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $213 found 4 days ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$216 Roundtrip, found 4 days ago

$216

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $216 found 4 days ago

Sun, Jun 29 - Mon, Jul 7

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$218 Roundtrip, found 18 hours ago

$218

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Sun, Jun 29 from San Antonio Intl. to O'Hare Intl., returning Mon, Jul 7, priced at $218 found 18 hours ago

Wed, Jun 25 - Mon, Jul 7

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$231 Roundtrip, found 18 hours ago

$231

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Wed, Jun 25 from San Antonio Intl. to O'Hare Intl., returning Mon, Jul 7, priced at $231 found 18 hours ago

Wed, Jun 25 - Tue, Jul 1

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$236 Roundtrip, found 18 hours ago

$236

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Wed, Jun 25 from San Antonio Intl. to O'Hare Intl., returning Tue, Jul 1, priced at $236 found 18 hours ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$243 Roundtrip, found 4 days ago

$243

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $243 found 4 days ago

Mon, Jun 30 - Mon, Jul 7

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$245 Roundtrip, found 18 hours ago

$245

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Mon, Jun 30 from San Antonio Intl. to O'Hare Intl., returning Mon, Jul 7, priced at $245 found 18 hours ago

Sun, Jun 29 - Wed, Jul 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$256 Roundtrip, found 18 hours ago

$256

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Sun, Jun 29 from San Antonio Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $256 found 18 hours ago

Sat, Jun 28 - Mon, Jul 7

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$258 Roundtrip, found 18 hours ago

$258

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Sat, Jun 28 from San Antonio Intl. to O'Hare Intl., returning Mon, Jul 7, priced at $258 found 18 hours ago

Sun, Jun 29 - Thu, Jul 3

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$259 Roundtrip, found 18 hours ago

$259

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Sun, Jun 29 from San Antonio Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $259 found 18 hours ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$262 Roundtrip, found 4 days ago

$262

Roundtrip

found 4 days ago

Select American Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $262 found 4 days ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$264 Roundtrip, found 4 days ago

$264

Roundtrip

found 4 days ago

Select United flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $264 found 4 days ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$267 Roundtrip, found 4 days ago

$267

Roundtrip

found 4 days ago

Select United flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $267 found 4 days ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$267 Roundtrip, found 4 days ago

$267

Roundtrip

found 4 days ago

Select American Airlines flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $267 found 4 days ago

Wed, Jun 25 - Wed, Jul 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$269 Roundtrip, found 18 hours ago

$269

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Wed, Jun 25 from San Antonio Intl. to O'Hare Intl., returning Wed, Jul 2, priced at $269 found 18 hours ago

Thu, Jun 26 - Mon, Jul 7

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$271 Roundtrip, found 18 hours ago

$271

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Thu, Jun 26 from San Antonio Intl. to O'Hare Intl., returning Mon, Jul 7, priced at $271 found 18 hours ago

Wed, Jul 30 - Tue, Aug 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$287 Roundtrip, found 4 days ago

$287

Roundtrip

found 4 days ago

Select Delta flight, departing Wed, Jul 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $287 found 4 days ago

Tue, Jul 22 - Sat, Jul 26

SAT

San Antonio Intl.

MDW

Midway Intl.

$337 Roundtrip, found 4 days ago

$337

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Jul 22 from San Antonio Intl. to Midway Intl., returning Sat, Jul 26, priced at $337 found 4 days ago