Flights from San Antonio to Grayslake

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.

Sat, Oct 25 - Sat, Nov 1

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$228 Roundtrip, found 19 hours ago

$228

Roundtrip

found 19 hours ago

Select Frontier Airlines flight, departing Sat, Oct 25 from San Antonio Intl. to O'Hare Intl., returning Sat, Nov 1, priced at $228 found 19 hours ago

Mon, Oct 27 - Mon, Nov 3

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$229 Roundtrip, found 19 hours ago

$229

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Mon, Oct 27 from San Antonio Intl. to O'Hare Intl., returning Mon, Nov 3, priced at $229 found 19 hours ago

Sat, Aug 30 - Fri, Sep 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$235 Roundtrip, found 3 days ago

$235

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sat, Aug 30 from San Antonio Intl. to O'Hare Intl., returning Fri, Sep 5, priced at $235 found 3 days ago

Tue, Oct 28 - Wed, Oct 29

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$235 Roundtrip, found 19 hours ago

$235

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Wed, Oct 29, priced at $235 found 19 hours ago

Tue, Oct 28 - Wed, Oct 29

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$235 Roundtrip, found 19 hours ago

$235

Roundtrip

found 19 hours ago

Select United flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Wed, Oct 29, priced at $235 found 19 hours ago

Sat, Oct 25 - Sun, Nov 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$238 Roundtrip, found 19 hours ago

$238

Roundtrip

found 19 hours ago

Select Frontier Airlines flight, departing Sat, Oct 25 from San Antonio Intl. to O'Hare Intl., returning Sun, Nov 2, priced at $238 found 19 hours ago

Sat, Aug 30 - Tue, Sep 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$241 Roundtrip, found 3 days ago

$241

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sat, Aug 30 from San Antonio Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $241 found 3 days ago

Mon, Oct 27 - Fri, Oct 31

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$243 Roundtrip, found 19 hours ago

$243

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Mon, Oct 27 from San Antonio Intl. to O'Hare Intl., returning Fri, Oct 31, priced at $243 found 19 hours ago

Tue, Oct 28 - Wed, Oct 29

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$245 Roundtrip, found 19 hours ago

$245

Roundtrip

found 19 hours ago

Select United flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Wed, Oct 29, priced at $245 found 19 hours ago

Thu, Oct 30 - Sun, Nov 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$248 Roundtrip, found 19 hours ago

$248

Roundtrip

found 19 hours ago

Select Frontier Airlines flight, departing Thu, Oct 30 from San Antonio Intl. to O'Hare Intl., returning Sun, Nov 2, priced at $248 found 19 hours ago

Tue, Oct 28 - Mon, Nov 3

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$253 Roundtrip, found 19 hours ago

$253

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Mon, Nov 3, priced at $253 found 19 hours ago

Wed, Oct 29 - Sat, Nov 1

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$255 Roundtrip, found 19 hours ago

$255

Roundtrip

found 19 hours ago

Select Delta flight, departing Wed, Oct 29 from San Antonio Intl. to O'Hare Intl., returning Sat, Nov 1, priced at $255 found 19 hours ago

Tue, Oct 28 - Wed, Oct 29

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$256 Roundtrip, found 19 hours ago

$256

Roundtrip

found 19 hours ago

Select United flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Wed, Oct 29, priced at $256 found 19 hours ago

Sun, Aug 31 - Fri, Sep 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$259 Roundtrip, found 3 days ago

$259

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Aug 31 from San Antonio Intl. to O'Hare Intl., returning Fri, Sep 5, priced at $259 found 3 days ago

Wed, Aug 27 - Fri, Sep 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$260 Roundtrip, found 3 days ago

$260

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Aug 27 from San Antonio Intl. to O'Hare Intl., returning Fri, Sep 5, priced at $260 found 3 days ago

Fri, Aug 29 - Tue, Sep 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$261 Roundtrip, found 3 days ago

$261

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Aug 29 from San Antonio Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $261 found 3 days ago

Fri, Oct 31 - Wed, Nov 5

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$262 Roundtrip, found 19 hours ago

$262

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Fri, Oct 31 from San Antonio Intl. to O'Hare Intl., returning Wed, Nov 5, priced at $262 found 19 hours ago

Tue, Oct 28 - Wed, Oct 29

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$263 Roundtrip, found 19 hours ago

$263

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Tue, Oct 28 from San Antonio Intl. to O'Hare Intl., returning Wed, Oct 29, priced at $263 found 19 hours ago

Sun, Aug 31 - Tue, Sep 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$265 Roundtrip, found 3 days ago

$265

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Aug 31 from San Antonio Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $265 found 3 days ago

Wed, Aug 27 - Tue, Sep 2

SAT

San Antonio Intl.

ORD

O'Hare Intl.

$266 Roundtrip, found 3 days ago

$266

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Aug 27 from San Antonio Intl. to O'Hare Intl., returning Tue, Sep 2, priced at $266 found 3 days ago