Popular in | March |
---|---|
Cheapest in | September |
Round-trip from | $288 |
One-way from | $97 |
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.
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 9% 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 28% 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 Spirit Airlines. Chicago to San Diego flights are typically 38% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $442.35 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
$133 - $178
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 5/23
1 stop15h 19m
San Diego
Wed 5/29
1 stop16h 03m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 5/22
1 stop28h 03m
San Diego
Sat 5/25
1 stop7h 29m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 5/23
1 stop15h 19m
San Diego
Sun 6/2
1 stop9h 16m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/21
1 stop9h 56m
San Diego
Thu 5/30
1 stop7h 29m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 5/30
1 stop10h 07m
San Diego
Sun 6/2
1 stop9h 16m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/11
2 stops18h 55m
San Diego
Wed 6/12
3 stops30h 14m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 5/27
1 stop15h 22m
San Diego
Thu 5/30
1 stop7h 28m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 5/18
1 stop12h 40m
San Diego
Mon 5/20
1 stop8h 40m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 5/18
1 stop15h 08m
San Diego
Mon 5/27
1 stop8h 14m
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 July is currently the most expensive (average of $358). 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
$291
February
$297
March
$339
April
$298
May
$301
June
$356
July
$358
August
$308
September
$298
October
$288
November
$336
December
$306
SAN Temperature | 57.2 - 71.6 °F |
---|
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
Crew
Comfort
Entertainment
Food
Overall
Boarding
Reviews
We paid $161 for two exit row seats thinking there’d be extra leg room and not be cramped! The price we paid was a rip-off for these seats and the plane was extremely narrow and cramped. The male crew were okay but not super-friendly. When we picked up our luggage at baggage claim, someone ripped my luggage with a knife or blunt object and destroyed it!! I will be filling a claim for this and took pictures. I heard great reviews about this airline but am disappointed.
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.
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.