NZ$215 Cheap Flights Chicago to San Diego (CHI-SAN)

View NZ$215 flight on Sat, 9 Aug. 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 for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Tue., 12 Aug. - Sat., 16 Aug.
ORD
Chicago
SAN
San Diego
NZ$288 Return, found 2 days ago
NZ$288
Return
found 2 days ago
Select American Airlines flight, departing Tue., 12 Aug. from Chicago to San Diego, returning Sat., 16 Aug., priced at NZ$288 found 2 days ago
American Airlines
Tue., 12 Aug. - Sat., 16 Aug.
ORD
Chicago
CLD
Carlsbad
NZ$320 Return, found 2 days ago
NZ$320
Return
found 2 days ago
Select American Airlines flight, departing Tue., 12 Aug. from Chicago to Carlsbad, returning Sat., 16 Aug., priced at NZ$320 found 2 days ago
American Airlines
Tue., 5 Aug. - Sat., 9 Aug.
ORD
Chicago
CLD
Carlsbad
NZ$358 Return, found 5 days ago
NZ$358
Return
found 5 days ago
Select American Airlines flight, departing Tue., 5 Aug. from Chicago to Carlsbad, returning Sat., 9 Aug., priced at NZ$358 found 5 days ago
American Airlines
Tue., 12 Aug. - Sat., 16 Aug.
ORD
Chicago
SAN
San Diego
NZ$365 Return, found 2 days ago
NZ$365
Return
found 2 days ago
Select American Airlines flight, departing Tue., 12 Aug. from Chicago to San Diego, returning Sat., 16 Aug., priced at NZ$365 found 2 days ago
American Airlines
Thu., 7 Aug. - Thu., 14 Aug.
ORD
Chicago
SAN
San Diego
NZ$370 Return, found 3 days ago
NZ$370
Return
found 3 days ago
Select American Airlines flight, departing Thu., 7 Aug. from Chicago to San Diego, returning Thu., 14 Aug., priced at NZ$370 found 3 days ago
American Airlines
Tue., 12 Aug. - Sat., 16 Aug.
ORD
Chicago
CLD
Carlsbad
NZ$393 Return, found 2 days ago
NZ$393
Return
found 2 days ago
Select American Airlines flight, departing Tue., 12 Aug. from Chicago to Carlsbad, returning Sat., 16 Aug., priced at NZ$393 found 2 days ago
American Airlines
Tue., 5 Aug. - Sat., 9 Aug.
ORD
Chicago
SAN
San Diego
NZ$397 Return, found 5 days ago
NZ$397
Return
found 5 days ago
Select American Airlines flight, departing Tue., 5 Aug. from Chicago to San Diego, returning Sat., 9 Aug., priced at NZ$397 found 5 days ago
American Airlines
Thu., 7 Aug. - Thu., 14 Aug.
ORD
Chicago
SAN
San Diego
NZ$400 Return, found 3 days ago
NZ$400
Return
found 3 days ago
Select American Airlines flight, departing Thu., 7 Aug. from Chicago to San Diego, returning Thu., 14 Aug., priced at NZ$400 found 3 days ago
American Airlines
Thu., 7 Aug. - Thu., 14 Aug.
ORD
Chicago
CLD
Carlsbad
NZ$403 Return, found 3 days ago
NZ$403
Return
found 3 days ago
Select American Airlines flight, departing Thu., 7 Aug. from Chicago to Carlsbad, returning Thu., 14 Aug., priced at NZ$403 found 3 days ago
Delta
Tue., 5 Aug. - Sat., 9 Aug.
MDW
Chicago
SAN
San Diego
NZ$430 Return, found 5 days ago
NZ$430
Return
found 5 days ago
Select Delta flight, departing Tue., 5 Aug. from Chicago to San Diego, returning Sat., 9 Aug., priced at NZ$430 found 5 days ago
Flight from Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Return price
NZ$287
Distance
2752 km

CHI to SAN Flights

Ready to have the time of your life? When you use Expedia.co.nz to book cheap flights from Illinois to San Diego, you can experience all of the attractions this city is famous for, or escape the crowds and explore the outskirts on your own. Our amazing deals on airfare help you save big on tickets, so you can spend more of your hard-earned money enjoying local entertainment options. Even if you seek to score a seat on one of the last-minute CHI to SAN flights, you’ll still save a bundle when compared to the competition.

See for yourself how simple it is to book the holiday of your dreams to San Diego by using our helpful search engine today. We have the largest inventory of flights on the internet, and our intuitive tools make it easy to find affordable airfare at any time of year.

Prefer to fly with a particular airline? Our extensive network of travel partners ensures that you can travel with whichever carrier you prefer. So if you’ve been searching for cheap flights to San Diego from Illinois, Expedia.co.nz has exactly what you’re looking for. As the world’s leader in travel, we’re committed to helping you get the best rates around.

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 NZ$288. 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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San Diego Flight Deals

Carlsbad

Chicago Airports

Chicago

O'Hare Intl. to San Diego
NZ$287.10
*Available to Expedia members.