Popular in | March |
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Cheapest in | September |
Round-trip from | $288 |
One-way from | $91 |
Flights from Chicago to San Diego are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San Diego.
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 8 days in advance, which can save you up to 8% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 8 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $288. For sooner than that we have options available in the next 3 days from $653.
Our data shows that September tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $399 for the month, but tickets can be as low as $150. Due to multiple factors, prepare for potentially higher prices in March.
A simple way to save on the total cost of your ticket is to fly from Chicago to San Diego in the evening. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight at noon.
If you’re traveling from Chicago to San Diego, one of the more common airlines traveling that route is Southwest. Chicago to San Diego flights are typically 96% cheaper than other airlines traveling the same route. Flights from Southwest typically cost $471.80 RT. The cheapest Southwest flight found for this route was $248. When traveling from Chicago to San Diego on Southwest, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is San Diego Airport. When flying from Chicago to San Diego, Southwest flights are 11% more popular than any other airline flying that same route.
If you’re traveling from Chicago to San Diego, one of the more common airlines traveling that route is Spirit Airlines. Chicago to San Diego flights are typically 22% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $444.96 RT. The cheapest Spirit Airlines flight found for this route was $218. When traveling from Chicago to San Diego on Spirit Airlines, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is San Diego Airport. When flying from Chicago to San Diego, Spirit Airlines flights are 3% more popular than any other airline flying that same route.
Fly from
Fly to
Budget
$96 - $276
Route
Depart
Return
Price
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 8/26
1 stop13h 54m
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 8/26
2 stops19h 06m
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 8/26
1 stop13h 54m
San Diego
Tue 8/27
1 stop6h 07m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 8/26
1 stop13h 54m
San Diego
Wed 8/28
2 stops16h 28m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 8/26
1 stop26h 10m
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 9/18
1 stop19h 23m
San Diego
Wed 9/25
1 stop15h 39m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 9/10
1 stop7h 29m
San Diego
Sat 9/14
1 stop6h 06m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 6/10
1 stop11h 18m
San Diego
Tue 6/11
1 stop7h 01m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 11/9
1 stop17h 43m
San Diego
Thu 11/14
1 stop8h 33m
SAN Temperature | 57.2 - 71.6 °F |
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Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
2%of flight departures | Early morningMidnight to 6 am |
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26%of flight departures | Morning6 am to noon |
41%of flight departures | AfternoonNoon to 6 pm |
31%of flight departures | Evening6 pm to midnight |
Sunday | 20daily flights |
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Monday | 34daily flights |
Tuesday | 24daily flights |
Wednesday | 21daily flights |
Thursday | 27daily flights |
Friday | 32daily flights |
Saturday | 21daily flights |
Deals for Chicago to San Diego flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Millions of users choose and trust Cheapflights to book the best flight deals from Chicago to San Diego for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Yes, we can. To see specific flights from Chicago to San Diego with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Not ready to book yet? You can track prices for flights from Chicago to San Diego on Cheapflights with our Price Alert feature and get notified when better prices are available.