Flights to San Diego from Chicago

Price To/From Dates Supplier
2-for-1United Airlines

Get away to Canada with 2-for-1 Fares on United from $104* OW

Fly United and experience the natural beauty of British Columbia, metropolitan Ontario, French-influenced Quebec or nautical Nova Scotia. See cities like Vancouver, Toronto, Montreal, Halifax and more when you fly United from $104* OW on the purchased fare. Offer expires July 5. *Taxes, fees, restrictions apply.

Date posted: 01 Jul 2009
United Airlines
Book online
$296 RTIncludes taxOneTravel.com
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
08 Jul 2009
Return:
15 Jul 2009
Deal Details
OneTravel.com # 1 in Travel Deals
OneTravel­.com
Book Online
$322 RTIncludes taxExpedia
From:
Chicago (MDW)
To:
San Diego (SAN)
Depart:
17 Jul 2009
Return:
19 Jul 2009
Deal Details
Expedia
Book Online
$295 RTIncludes taxCheapOair.com
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
14 Jul 2009
Return:
21 Jul 2009
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book Online
$317 RTIncludes taxStudent Universe
From:
Chicago (CHI)
To:
San Diego (SAN)
Travel valid from:
01 Jul 2009
Travel valid until:
31 Jul 2009
Deal Details
Student Airfares - COLLEGE STUDENTS ONLY
Student Universe
Book Online
$327 RTIncludes taxSTA Student Travel
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
09 Sep 2009
Return:
16 Sep 2009
Deal Details
Cheapest Student Airfares Guaranteed!
STA Student Travel
Book Online
$340 RTIncludes taxCheapAir.com
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
29 Jul 2009
Return:
05 Aug 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book Online
$312 RTIncludes taxTravelocity
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
29 Jul 2009
Return:
05 Aug 2009
Deal Details
Travelocity
Book Online
$252 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Travel valid from:
05 Aug 2009
Travel valid until:
17 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$292 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Travel valid from:
14 Aug 2009
Travel valid until:
16 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$304 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Travel valid from:
30 Sep 2009
Travel valid until:
05 Oct 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$305 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
22 Jul 2009
Return:
29 Jul 2009
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book Online
$306 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Travel valid from:
21 Aug 2009
Travel valid until:
30 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$308 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Travel valid from:
11 Aug 2009
Travel valid until:
25 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$308 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Travel valid from:
09 Sep 2009
Travel valid until:
12 Sep 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$327 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
22 Jul 2009
Return:
29 Jul 2009
Deal Details
Expedia
Book Online
$334 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Travel valid from:
28 Jul 2009
Travel valid until:
04 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$334 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Travel valid from:
09 Aug 2009
Travel valid until:
17 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$334 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Travel valid from:
10 Aug 2009
Travel valid until:
17 Aug 2009
Deal Details
Save up to 50% off last minute fares!
Hotwire
Book Online
$340 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
21 Jul 2009
Return:
28 Jul 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book Online
$340 RTIncludes tax
From:
Chicago (CHI)
To:
San Diego (SAN)
Depart:
29 Jul 2009
Return:
05 Aug 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book Online
$340 RTIncludes tax
From:
Chicago (CHI)
To:
San Diego (SAN)
Depart:
08 Aug 2009
Return:
15 Aug 2009
Deal Details
Take the Easy Way Out. Book with CheapAir.com.
CheapAir­.com
Book Online
$374 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Depart:
14 Jul 2009
Return:
21 Jul 2009
Deal Details
Save $10 instantly. CheapOair. The Only Way to Go
CheapOair­.com
Book Online
$375 RTIncludes tax
From:
Chicago (MDW)
To:
San Diego (SAN)
Depart:
08 Jul 2009
Return:
15 Jul 2009
Deal Details
OneTravel.com # 1 in Travel Deals
OneTravel­.com
Book Online
$388 RTIncludes tax
From:
Chicago (ORD)
To:
San Diego (SAN)
Depart:
15 Jul 2009
Return:
22 Jul 2009
Deal Details
Cheapest Student Airfares Guaranteed!
STA Student Travel
Book Online
From $12 per day

Car Rentals from $12 per Day

Hit the open road this weekend. Rent a car any day between Thursday and Sunday for the lowest rates. Choose from a variety of cars including economy, mid-size and SUVs.

Priceline­.com
Book online
Under $200 RT*

Flight Deals Under $200 RT this Summer with No Booking Fees!

Book your round-trip flight today for under $200 RT. Hurry - sale ends soon! Book now at priceline.com.

Priceline­.com
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Cheap Flights to San Diego from Chicago

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Overview of San Diego

San Diego has it all. Whether you're in the mood for sun, surf, sailing or snorkeling, you won’t regret booking flights to San Diego. San Diego is California’s first city, originally discovered in 1542 when Juan Rodriguez Cabrillo sailed into San Diego...

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