Popular in | March |
---|---|
Cheapest in | September |
Round-trip from | $288 |
One-way from | $70 |
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 $638.
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.
One of the most popular airlines traveling from Chicago to San Diego is Frontier. Flights from Frontier traveling this route typically cost $471.80 RT. This price is typically 29% cheaper than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $248. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to San Diego. San Diego Airport is the most popular arrival airport in San Diego. When flying from Chicago to San Diego, Frontier 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 39% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $441.23 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
$136 - $310
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 6/4
1 stop8h 40m
San Diego
Sat 6/8
1 stop6h 57m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 6/4
1 stop8h 40m
San Diego
Wed 6/5
1 stop7h 08m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 6/4
1 stop8h 40m
San Diego
Tue 6/11
1 stop6h 09m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 6/5
1 stop10h 05m
San Diego
Wed 6/12
1 stop9h 30m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/18
1 stop12h 33m
San Diego
Tue 6/25
2 stops19h 14m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 8/13
1 stop24h 01m
San Diego
Wed 8/21
1 stop12h 58m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/18
Nonstop4h 19m
San Diego
Tue 6/25
Nonstop4h 11m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 10/9
1 stop7h 11m
San Diego
Tue 10/15
1 stop8h 30m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/4
1 stop9h 31m
San Diego
Wed 6/12
Nonstop4h 08m
SAN Temperature | 57.2 - 71.6 °F |
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Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
Boarding
Comfort
Overall
Crew
Food
Entertainment
Reviews
Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.
2%of flight departures | Early morningMidnight to 6 am |
---|---|
36%of flight departures | Morning6 am to noon |
36%of flight departures | AfternoonNoon to 6 pm |
26%of flight departures | Evening6 pm to midnight |
Sunday | 20daily flights |
---|---|
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.