€139 Cheap Flights Chicago to San Diego (CHI-SAN)

Featured airlines

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 15% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards

Cheap flights from Chicago to San Diego (CHI-SAN)

Prices were available within the past 7 days and start at €139 for one-way flights and €159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Return price
€159
Distance
2752 km

Illinois to San Diego Flights

When looking for plane tickets from Illinois to San Diego, the ease and convenience of using Expedia simply can’t be beat. With tons of departure points and flights options from the top airline carriers, Expedia gives you the widest array of cheap flights to San Diego. Look for CHI to SAN airfare with the assurance that you have the largest online travel agency working for you.

Expedia lets you search across the largest number of airlines and San Diego flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Illinois San Diego flight!

Browse through dozens of options and rest 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 to San Diego trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your San Diego flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Illinois to San Diego with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

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 €159. 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.
*Available to Expedia members.