฿4,360 Cheap Flights from Chicago (CHI) to San Diego (SAN)

View ฿4,360 flight on Fri, 30 May 2025Opens in a new window

Popular airlines from Chicago to San Diego, CA (SAN-San Diego Intl.)

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Cheap Flights from Chicago (CHI) to San Diego (SAN)

Prices were available within the past 7 days and start at ฿4,360 for one-way flights and ฿9,500 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 20 May - Tue, 27 May
MDW
Chicago
SAN
San Diego
฿9,500 Return, found 2 days ago
฿9,500
Return
found 2 days ago
Select Delta flight, departing Tue, 20 May from Chicago to San Diego, returning Tue, 27 May, priced at ฿9,500 found 2 days ago
Delta
Tue, 20 May - Tue, 27 May
ORD
Chicago
SAN
San Diego
฿9,500 Return, found 2 days ago
฿9,500
Return
found 2 days ago
Select Delta flight, departing Tue, 20 May from Chicago to San Diego, returning Tue, 27 May, priced at ฿9,500 found 2 days ago
Delta
Tue, 20 May - Tue, 27 May
ORD
Chicago
SAN
San Diego
฿10,520 Return, found 2 days ago
฿10,520
Return
found 2 days ago
Select Delta flight, departing Tue, 20 May from Chicago to San Diego, returning Tue, 27 May, priced at ฿10,520 found 2 days ago
Delta
Tue, 20 May - Tue, 27 May
ORD
Chicago
SAN
San Diego
฿10,700 Return, found 2 days ago
฿10,700
Return
found 2 days ago
Select Delta flight, departing Tue, 20 May from Chicago to San Diego, returning Tue, 27 May, priced at ฿10,700 found 2 days ago
Delta
Thu, 29 May - Thu, 5 Jun
ORD
Chicago
SAN
San Diego
฿10,715 Return, found 3 days ago
฿10,715
Return
found 3 days ago
Select Delta flight, departing Thu, 29 May from Chicago to San Diego, returning Thu, 5 Jun, priced at ฿10,715 found 3 days ago
Delta
Wed, 7 May - Mon, 12 May
ORD
Chicago
SAN
San Diego
฿10,735 Return, found 6 days ago
฿10,735
Return
found 6 days ago
Select Delta flight, departing Wed, 7 May from Chicago to San Diego, returning Mon, 12 May, priced at ฿10,735 found 6 days ago
United
Thu, 29 May - Thu, 5 Jun
ORD
Chicago
SAN
San Diego
฿10,895 Return, found 3 days ago
฿10,895
Return
found 3 days ago
Select United flight, departing Thu, 29 May from Chicago to San Diego, returning Thu, 5 Jun, priced at ฿10,895 found 3 days ago
Delta
Sun, 1 Jun - Sun, 8 Jun
ORD
Chicago
SAN
San Diego
฿10,960 Return, found 11 hours ago
฿10,960
Return
found 11 hours ago
Select Delta flight, departing Sun, 1 Jun from Chicago to San Diego, returning Sun, 8 Jun, priced at ฿10,960 found 11 hours ago
United
Thu, 29 May - Thu, 5 Jun
ORD
Chicago
SAN
San Diego
฿11,050 Return, found 3 days ago
฿11,050
Return
found 3 days ago
Select United flight, departing Thu, 29 May from Chicago to San Diego, returning Thu, 5 Jun, priced at ฿11,050 found 3 days ago
American Airlines
Sun, 1 Jun - Sun, 8 Jun
ORD
Chicago
SAN
San Diego
฿11,715 Return, found 11 hours ago
฿11,715
Return
found 11 hours ago
Select American Airlines flight, departing Sun, 1 Jun from Chicago to San Diego, returning Sun, 8 Jun, priced at ฿11,715 found 11 hours ago

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to San Diego Airport?
Based on fares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights between Chicago, IL (CHI-All Airports) and SAN start from ฿9,500. Book now to secure the best price for your journey. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN)?
Most flights can be cancelled online, but whether you incur a fee differs between airlines. If you do have to cancel your break, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Chicago, IL (CHI-All Airports) to San Diego Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN)?
The flying distance between Chicago, IL (CHI-All Airports) and San Diego Airport is 2,700 kilometres. Listen to your favourite tunes or get stuck into a book and the journey will zip by.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN)?
One airline that flies from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN) is United Airlines (UA). It offers 121 flights monthly. You could also take a look at ticket prices with American Airlines (AA). This carrier operates 91 monthly flights between Illinois and San Diego.
Are Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN) flight tickets cheaper when they're purchased at the last minute?
Tickets from Chicago, IL (CHI-All Airports) to San Diego Intl. Airport (SAN) are available up to a year prior to departure on Expedia. And although you may pick up great last-minute deal, it’s not something you should count on. Also, booking your flights ahead of time means you’ll have more options — and you can avoid getting caught in the dreaded middle seat! We’re always updating our fares to make sure you get the biggest bargains, so keep checking in for all the latest specials.
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