฿3,945 Cheap Flights from Chicago (CHI) to San Diego (SAN)

View ฿3,945 flight on Tue, 17 Feb 2026Opens 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 ฿3,945 for one-way flights and ฿9,585 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 25 Jul - Sat, 1 Aug
ORD
Chicago
SAN
San Diego
฿9,585 Return, found 2 days ago
฿9,585
Return
found 2 days ago
Select Delta flight, departing Sat, 25 Jul from Chicago to San Diego, returning Sat, 1 Aug, priced at ฿9,585 found 2 days ago
Delta
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿10,425 Return, found 4 days ago
฿10,425
Return
found 4 days ago
Select Delta flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿10,425 found 4 days ago
Delta
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿10,685 Return, found 4 days ago
฿10,685
Return
found 4 days ago
Select Delta flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿10,685 found 4 days ago
United
Sat, 25 Jul - Sat, 1 Aug
ORD
Chicago
SAN
San Diego
฿10,710 Return, found 2 days ago
฿10,710
Return
found 2 days ago
Select United flight, departing Sat, 25 Jul from Chicago to San Diego, returning Sat, 1 Aug, priced at ฿10,710 found 2 days ago
Delta
Sat, 25 Jul - Sat, 1 Aug
ORD
Chicago
SAN
San Diego
฿10,745 Return, found 2 days ago
฿10,745
Return
found 2 days ago
Select Delta flight, departing Sat, 25 Jul from Chicago to San Diego, returning Sat, 1 Aug, priced at ฿10,745 found 2 days ago
Delta
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿11,000 Return, found 4 days ago
฿11,000
Return
found 4 days ago
Select Delta flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿11,000 found 4 days ago
Delta
Sat, 25 Jul - Sat, 1 Aug
ORD
Chicago
SAN
San Diego
฿11,025 Return, found 2 days ago
฿11,025
Return
found 2 days ago
Select Delta flight, departing Sat, 25 Jul from Chicago to San Diego, returning Sat, 1 Aug, priced at ฿11,025 found 2 days ago
Delta
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿11,275 Return, found 4 days ago
฿11,275
Return
found 4 days ago
Select Delta flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿11,275 found 4 days ago
American Airlines
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿11,525 Return, found 4 days ago
฿11,525
Return
found 4 days ago
Select American Airlines flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿11,525 found 4 days ago
United
Wed, 18 Mar - Sun, 22 Mar
ORD
Chicago
SAN
San Diego
฿11,530 Return, found 4 days ago
฿11,530
Return
found 4 days ago
Select United flight, departing Wed, 18 Mar from Chicago to San Diego, returning Sun, 22 Mar, priced at ฿11,530 found 4 days ago

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

February is typically the cheapest month to fly

From ฿3,001 - ฿6,024 per traveller.
Flight from Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Return price
฿9,585
Distance
2752 km

Illinois to San Diego Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Illinois to San Diego will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring San Diego.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CHI to SAN flights that won’t make your bank account wince. Ready to temporarily leave behind Illinois for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to SAN with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

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 ฿9,585. 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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