Flights from Chicago to Calipatria

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.

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$159 Roundtrip, found 4 days ago

$159

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $159 found 4 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$163 Roundtrip, found 4 days ago

$163

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $163 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$163 Roundtrip, found 7 hours ago

$163

Roundtrip

found 7 hours ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $163 found 7 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$179 Roundtrip, found 7 hours ago

$179

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $179 found 7 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$180 Roundtrip, found 7 hours ago

$180

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $180 found 7 hours ago

Fri, Jul 18 - Sat, Jul 26

ORD

O'Hare Intl.

SAN

San Diego Intl.

$183 Roundtrip, found 5 days ago

$183

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Jul 18 from O'Hare Intl. to San Diego Intl., returning Sat, Jul 26, priced at $183 found 5 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$185 Roundtrip, found 7 hours ago

$185

Roundtrip

found 7 hours ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $185 found 7 hours ago

Sat, Jul 19 - Thu, Jul 24

ORD

O'Hare Intl.

SAN

San Diego Intl.

$191 Roundtrip, found 5 days ago

$191

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, Jul 19 from O'Hare Intl. to San Diego Intl., returning Thu, Jul 24, priced at $191 found 5 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$193 Roundtrip, found 4 days ago

$193

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $193 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$193 Roundtrip, found 7 hours ago

$193

Roundtrip

found 7 hours ago

Select United flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $193 found 7 hours ago

Fri, Jul 18 - Thu, Jul 24

ORD

O'Hare Intl.

SAN

San Diego Intl.

$194 Roundtrip, found 12 hours ago

$194

Roundtrip

found 12 hours ago

Select Frontier Airlines flight, departing Fri, Jul 18 from O'Hare Intl. to San Diego Intl., returning Thu, Jul 24, priced at $194 found 12 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$195 Roundtrip, found 7 hours ago

$195

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $195 found 7 hours ago

Sat, Jul 19 - Sat, Jul 26

ORD

O'Hare Intl.

SAN

San Diego Intl.

$196 Roundtrip, found 5 days ago

$196

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sat, Jul 19 from O'Hare Intl. to San Diego Intl., returning Sat, Jul 26, priced at $196 found 5 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$197 Roundtrip, found 7 hours ago

$197

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $197 found 7 hours ago

Thu, Sep 18 - Thu, Sep 25

MDW

Midway Intl.

SAN

San Diego Intl.

$250 Roundtrip, found 4 days ago

$250

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Sep 18 from Midway Intl. to San Diego Intl., returning Thu, Sep 25, priced at $250 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$257 Roundtrip, found 7 hours ago

$257

Roundtrip

found 7 hours ago

Select Delta flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $257 found 7 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$260 Roundtrip, found 4 days ago

$260

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $260 found 4 days ago

Sat, May 31 - Sat, May 31

ORD

O'Hare Intl.

SAN

San Diego Intl.

$277 Roundtrip, found 4 days ago

$277

Roundtrip

found 4 days ago

Select Hawaiian Airlines flight, departing Sat, May 31 from O'Hare Intl. to San Diego Intl., returning Sat, May 31, priced at $277 found 4 days ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

CLD

McClellan-Palomar

$291 Roundtrip, found 7 hours ago

$291

Roundtrip

found 7 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to McClellan-Palomar, returning Tue, Sep 23, priced at $291 found 7 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$423 Roundtrip, found 7 hours ago

$423

Roundtrip

found 7 hours ago

Select JetBlue Airways flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $423 found 7 hours ago