Popular in | June |
---|---|
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 12 days in advance, which can save you up to 51% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 12 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 $352. For sooner than that we have options available in the next 3 days from $725.
Our data shows that September tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $408 for the month, but tickets can be as low as $150. Due to multiple factors, prepare for potentially higher prices in June.
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 8% 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 $471.70 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 $251. 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 United Airlines. Flights from United Airlines traveling this route typically cost $440.80 RT. This price is typically 125% more expensive than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $218. The most popular departure airport in Chicago when flying to San Diego is Chicago O'Hare Intl Airport. The most popular airport to fly into when visiting San Diego is San Diego Airport. When flying from Chicago to San Diego, United Airlines flights are 1% more popular than any other airline flying that same route.
Fly from
Fly to
Budget
$138 - $181
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/21
1 stop9h 39m
San Diego
Tue 5/28
1 stop25h 05m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 5/25
1 stop11h 03m
San Diego
Tue 5/28
1 stop25h 05m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/21
1 stop9h 56m
San Diego
Sat 5/25
1 stop8h 55m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sun 6/2
1 stop10h 35m
San Diego
Tue 6/4
1 stop6h 19m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/21
1 stop9h 56m
San Diego
Fri 5/31
1 stop7h 29m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 5/18
1 stop9h 48m
San Diego
Sat 6/1
2 stops15h 35m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 5/25
1 stop15h 08m
San Diego
Sun 5/26
1 stop5h 50m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sun 5/19
1 stop9h 09m
San Diego
Thu 5/30
1 stop6h 39m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 5/21
3 stops25h 17m
San Diego
Sat 5/25
1 stop10h 17m
Currently, October is the cheapest month in which you can book a flight from Chicago to San Diego (average of $288). Flying from Chicago to San Diego in June is currently the most expensive (average of $360). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$292
February
$297
March
$339
April
$301
May
$304
June
$360
July
$359
August
$311
September
$298
October
$288
November
$335
December
$305
SAN Temperature | 57.2 - 71.6 °F |
---|
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
Boarding
Entertainment
Food
Comfort
Crew
Overall
Reviews
I was very relaxed and calm so I took a brief nap. The flight was pretty smooth.
5%of flight departures | Early morningMidnight to 6 am |
---|---|
19%of flight departures | Morning6 am to noon |
41%of flight departures | AfternoonNoon to 6 pm |
35%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.
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