£51 Cheap Flights from Chicago (CHI) to San Diego (SAN)

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 £51 for one-way flights and £102 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
Alaska Airlines
JetBlue Airways

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

September is typically the cheapest month to fly

From £66 - £145 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to San Diego route information
Origin airport
O'Hare Intl.
Destination airport
San Diego Intl.
Airlines serving
Alaska Airlines, JetBlue Airways
Return price
£102
Distance
2752 km

Compare flights from Chicago to San Diego easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to San Diego. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to San Diego Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from CHI-All Airports to San Diego Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from CHI-All Airports (CHI) to San Diego Intl. (SAN)

The easiest way to view the best deals on flights from Chicago to San Diego today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from CHI-All Airports to San Diego Intl. start at just £102 and range up to £204.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and San Diego
  • booking your flight during October, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to San Diego flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from CHI-All Airports to San Diego Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

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 £102. 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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