Cheap Flights from Chicago (CHI) to San Diego (SAN) from HK$929~

View HK$929 flight on Mon, 26 Jan 2026Opens in a new window

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

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 35% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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

Prices were available within the past 7 days and start at HK$929 for one-way flights and HK$1,848 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$1,848 Return, found 3 days ago
HK$1,848
Return
found 3 days ago
Select Delta flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$1,848 found 3 days ago
Delta
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$1,975 Return, found 3 days ago
HK$1,975
Return
found 3 days ago
Select Delta flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$1,975 found 3 days ago
American Airlines
Sat, 21 Mar - Wed, 25 Mar
ORD
Chicago
SAN
San Diego
HK$2,050 Return, found 6 days ago
HK$2,050
Return
found 6 days ago
Select American Airlines flight, departing Sat, 21 Mar from Chicago to San Diego, returning Wed, 25 Mar, priced at HK$2,050 found 6 days ago
American Airlines
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,081 Return, found 3 days ago
HK$2,081
Return
found 3 days ago
Select American Airlines flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,081 found 3 days ago
United
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,091 Return, found 3 days ago
HK$2,091
Return
found 3 days ago
Select United flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,091 found 3 days ago
American Airlines
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,092 Return, found 3 days ago
HK$2,092
Return
found 3 days ago
Select American Airlines flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,092 found 3 days ago
Delta
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,095 Return, found 3 days ago
HK$2,095
Return
found 3 days ago
Select Delta flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,095 found 3 days ago
Delta
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,192 Return, found 3 days ago
HK$2,192
Return
found 3 days ago
Select Delta flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,192 found 3 days ago
Delta
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,202 Return, found 3 days ago
HK$2,202
Return
found 3 days ago
Select Delta flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,202 found 3 days ago
United
Mon, 26 Jan - Fri, 30 Jan
ORD
Chicago
SAN
San Diego
HK$2,212 Return, found 3 days ago
HK$2,212
Return
found 3 days ago
Select United flight, departing Mon, 26 Jan from Chicago to San Diego, returning Fri, 30 Jan, priced at HK$2,212 found 3 days ago

Find the cheapest month to fly from Chicago (CHI) to San Diego (SAN)

February is typically the cheapest month to fly

From HK$724 - HK$1,451 per traveller.
Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Return price
HK$1,848
Distance
2752 km

Flights from Illinois to San Diego

Book cheap flights from Illinois (CHI) to San Diego (SAN) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Illinois (CHI) to San Diego (SAN) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Illinois (CHI) to San Diego (SAN) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your San Diego flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in San Diego and things to do in San Diego for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to San Diego more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to San Diego is HK$929 now!

 

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 HK$1,848. 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 canceled 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 kilometers. Listen to your favorite 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.

Explore a world of travel with Expedia

*Available to Expedia members.