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.

Tue, Jul 1 - Tue, Jul 8

ORD

O'Hare Intl.

SAN

San Diego Intl.

$146 Roundtrip, found 5 days ago

$146

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to San Diego Intl., returning Tue, Jul 8, priced at $146 found 5 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$159 Roundtrip, found 19 hours ago

$159

Roundtrip

found 19 hours 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 19 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$163 Roundtrip, found 19 hours ago

$163

Roundtrip

found 19 hours 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 19 hours ago

Fri, Jul 18 - Thu, Jul 24

ORD

O'Hare Intl.

SAN

San Diego Intl.

$176 Roundtrip, found 2 days ago

$176

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Fri, Jul 18 from O'Hare Intl. to San Diego Intl., returning Thu, Jul 24, priced at $176 found 2 days ago

Fri, Jul 18 - Sat, Jul 26

ORD

O'Hare Intl.

SAN

San Diego Intl.

$183 Roundtrip, found 2 days ago

$183

Roundtrip

found 2 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 2 days ago

Wed, Jul 2 - Tue, Jul 8

ORD

O'Hare Intl.

SAN

San Diego Intl.

$187 Roundtrip, found 5 days ago

$187

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 2 from O'Hare Intl. to San Diego Intl., returning Tue, Jul 8, priced at $187 found 5 days ago

Tue, Jul 1 - Thu, Jul 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$188 Roundtrip, found 5 days ago

$188

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to San Diego Intl., returning Thu, Jul 3, priced at $188 found 5 days ago

Sat, Jul 19 - Thu, Jul 24

ORD

O'Hare Intl.

SAN

San Diego Intl.

$191 Roundtrip, found 2 days ago

$191

Roundtrip

found 2 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 2 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$193 Roundtrip, found 19 hours ago

$193

Roundtrip

found 19 hours 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 19 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$195 Roundtrip, found 23 hours ago

$195

Roundtrip

found 23 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 23 hours ago

Sat, Jul 19 - Sat, Jul 26

ORD

O'Hare Intl.

SAN

San Diego Intl.

$196 Roundtrip, found 2 days ago

$196

Roundtrip

found 2 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 2 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$199 Roundtrip, found 19 hours ago

$199

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $199 found 19 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$247 Roundtrip, found 19 hours ago

$247

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $247 found 19 hours ago

Thu, Sep 18 - Thu, Sep 25

MDW

Midway Intl.

SAN

San Diego Intl.

$250 Roundtrip, found 23 hours ago

$250

Roundtrip

found 23 hours ago

Select Frontier Airlines flight, departing Thu, Sep 18 from Midway Intl. to San Diego Intl., returning Thu, Sep 25, priced at $250 found 23 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$257 Roundtrip, found 19 hours ago

$257

Roundtrip

found 19 hours ago

Select United flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $257 found 19 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$260 Roundtrip, found 19 hours ago

$260

Roundtrip

found 19 hours 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 19 hours ago

Sat, May 31 - Sat, May 31

ORD

O'Hare Intl.

SAN

San Diego Intl.

$277 Roundtrip, found 19 hours ago

$277

Roundtrip

found 19 hours 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 19 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

CLD

McClellan-Palomar

$297 Roundtrip, found 23 hours ago

$297

Roundtrip

found 23 hours ago

Select American Airlines flight, departing Sat, Sep 20 from O'Hare Intl. to McClellan-Palomar, returning Tue, Sep 23, priced at $297 found 23 hours ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SAN

San Diego Intl.

$297 Roundtrip, found 19 hours ago

$297

Roundtrip

found 19 hours ago

Select Delta flight, departing Fri, May 30 from O'Hare Intl. to San Diego Intl., returning Tue, Jun 3, priced at $297 found 19 hours ago

Sat, Sep 20 - Tue, Sep 23

ORD

O'Hare Intl.

SAN

San Diego Intl.

$483 Roundtrip, found 23 hours ago

$483

Roundtrip

found 23 hours ago

Select JetBlue Airways flight, departing Sat, Sep 20 from O'Hare Intl. to San Diego Intl., returning Tue, Sep 23, priced at $483 found 23 hours ago