Chicago to San Diego ๐บ๐ธ
Cheapest fare
$270
Fastest
4h 45m
Direct from
$330
Dates tracked
5
Cheapest fare
$270
Thu, Nov 5 ยท 1 stop ยท 5h 26m ยท Frontier Airlines
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$270 is cheaper than 80% of departure dates on this route.
This is a low price for this route.
$270$413
Price calendar
Cheapest round-trip fare by departure day Cheap Average Pricey
October 2026
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Price trend
Price alert
Cheapest day to fly
Sunday
Averages $295, vs $413 on Mondays.
Work-hours calculator
This flight to San Diego costs you 18h of work.
Same money as
4
SUV fuel tanks
15
large pizzas
21
cinema tickets
45
fancy coffees
Airlines on this route
Frontier Airlines
from $270 ยท 4 dates
Alaska Airlines
from $330 ยท 1 dates
Destination guide
Discover San Diego
About San Diego
San Diego ( SAN dee-AY-goh; Spanish: [san หdjeษฃo]) is a city on the Pacific coast of Southern California, next to the Mexican border. It is the eighth-most populous city in the U.S. and second-most populous city in California with a population of over 1.4 million, while the San Diego area with over 3.3 million residents is the 18th-largest metropolitan area in the country. San Diego is the county seat of San Diego County.
Text from Wikipedia โ San Diego, licensed CC BY-SA 4.0.
All dates
Every fare, by date
| Departs | Return | Airline | Stops | Price |
|---|---|---|---|---|
| Sun, Oct 25 | Thu, Oct 29 | Frontier Airlines | 1 stop | $295 |
| Mon, Oct 26 | Fri, Oct 30 | Frontier Airlines | 1 stop | $413 |
| Thu, Oct 29 | Tue, Nov 3 | Frontier Airlines | 1 stop | $371 |
| Thu, Nov 5 | Tue, Nov 10 | Frontier Airlines | 1 stop | $270 |
| Wed, Dec 23 | Sun, Jan 3 | Alaska Airlines |
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FAQ
Chicago to San Diego: answers
How much is a flight from Chicago to San Diego?+
The cheapest fare we see right now is $270 round trip on Thu, Nov 5 with Frontier Airlines.
Are there direct flights from Chicago to San Diego?+
Yes โ direct fares start from $330.
How long is the flight from Chicago to San Diego?+
The fastest itinerary we track takes about 4h 45m door to door.
What is the cheapest day to fly to San Diego?+
Sunday departures are the cheapest on average right now, Monday the most expensive.
