Flights from Chicago to San Diego, United States

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Did you mean flights from San Diego to Chicago?

Chicago to San Diego Last modified: May 21, 2022 12:59 -04:00

We've scanned 48,876 round trip itineraries and found the cheapest flights to San Diego. Spirit & !! frequently offer the best deals to San Diego flights, or select your preferred carrier below to see the cheapest days to fly.

Spirit
CHISAN
Sun 7/24
2 stops
SANCHI
Sat 7/30
2 stops
$117
!!
CHISAN
Sun 7/24
nonstop
SANCHI
Sat 7/30
nonstop
$183
Alaska
CHISAN
Fri 6/24
nonstop
SANCHI
Tue 6/28
nonstop
$291
British Airways
CHISAN
Sat 7/23
1 stop
SANCHI
Sat 7/30
1 stop
$522
United
CHISAN
Sat 7/23
nonstop
SANCHI
Sat 7/30
nonstop
$570

How Much is a Flight from Chicago to San Diego?

We have collected flight cost data from across the web for travel from Chicago to San Diego, and have found the average flight price for this trip to be $307.

Where To Buy Cheap Flights from Chicago to San Diego?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to San Diego based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to San Diego?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to San Diego.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $724 $723
7-14 days $646 $445
14-21 days $428 $276
21-30 days $799 $219
30-60 days $291 $164
60-90 days $183 $117
90+ days $227 $641

Cheapest Day To Fly from Chicago to San Diego

We've examined 97,650 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to San Diego is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$445$312$453$219$164$433$117

Compare Flight Prices from Chicago to San Diego by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to San Diego flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Chicago San Diego !! 5/23/22 5/27/22 2 $445
June Chicago San Diego Spirit 6/24/22 6/28/22 2 $164
July Chicago San Diego Spirit 7/24/22 7/30/22 2 $117
August Chicago San Diego Spirit 8/7/22 8/18/22 1 $420
August Chicago San Diego !! 8/9/22 8/14/22 1 $456
August Chicago San Diego 00 8/26/22 8/28/22 0 $207
November Chicago San Diego Alaska 11/23/22 11/28/22 0 $481
December Chicago San Diego !! 12/22/22 1/7/23 1 $641

Cheap Last Minute Flights from Chicago to San Diego

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to San Diego. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
8 9 10 11 12 13 14
$723
15 16 17 18 19 20 21
$723
22 23 24 25 26 27 28
$549
29 30 31 1 2 3 4
$549
5 6 7 8 9 10 11
12 13 14 15 16 17 18
$219
19 20 21 22 23 24 25
$219 $1,895
26 27 28 29 30 1 2
$1,895

Connecting Flights vs Direct Flights from Chicago to San Diego

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to San Diego is $335.

The average price for direct flights from Chicago to San Diego is $371.

The chart below shows up to date information regarding non-stop flights from Chicago to San Diego.

Weekly Direct Flights from Chicago to San Diego - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 4 4 4 4 4 4 4 06:45 15:25
United 5 5 5 5 5 3 5 02:45 14:35

One Way Flights vs Round Trip Flights from Chicago to San Diego

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to San Diego. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to San Diego is $111.

The average price for round trip flights from Chicago to San Diego is $335.

Chicago to San Diego Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to San Diego?
Answer: The average Chicago to San Diego flight time is 4 hours and 16 minutes.
Question: How far is San Diego from Chicago?
Answer: The distance from Chicago to San Diego is 1,719 miles (2,766 kilometers).
Question: How common are direct flights from Chicago to San Diego?
Answer: There are 61 direct flights from Chicago to San Diego.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Diego?
Answer: United Airlines provides 54% of the non-stop flights between Chicago and San Diego.

Chicago to San Diego Airports

These are the major commercial airports we're currently monitoring in Chicago and San Diego. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap Flights from Chicago to San Diego