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Did you mean flights from San Diego to Chicago?

Flights from Chicago to San Diego, United States Last modified: Sep 28, 2016 1:00 AM

TIPSave $78 by flying into Los Angeles instead of San Diego from Chicago

Chicago to San Diego Last modified: Sep 28, 2016 1:00 AM

We've scanned 26,771,905,517 round trip itineraries and found the cheapest flights from Chicago to San Diego. United & Spirit frequently offer the best deals on Chicago to San Diego flights, or select your preferred carrier below to see the cheapest days to fly.

United
CHISAN
Tue 10/25
nonstop
SANCHI
Wed 11/2
nonstop
$127
Select
United
CHISAN
Tue 10/25
nonstop
SANCHI
Tue 11/1
nonstop
$127
Select
Spirit
CHISAN
Tue 10/18
nonstop
SANCHI
Sat 10/22
nonstop
$137
Select
Spirit
CHISAN
Tue 10/18
nonstop
SANCHI
Tue 10/25
nonstop
$137
Select
Spirit
CHISAN
Sat 10/22
nonstop
SANCHI
Sat 10/29
nonstop
$137
Select
Spirit
CHISAN
Sat 10/22
nonstop
SANCHI
Tue 10/25
nonstop
$137
Select
Spirit
CHISAN
Sat 10/22
nonstop
SANCHI
Wed 10/26
nonstop
$137
Select
American
CHISAN
Thu 12/8
nonstop
SANCHI
Sat 12/10
nonstop
$149
Select
Frontier
CHISAN
Tue 10/18
1 stop
SANCHI
Wed 10/19
1 stop
$284
Select
Frontier
CHISAN
Tue 10/18
1 stop
SANCHI
Sat 10/22
1 stop
$284
Select
Frontier
CHISAN
Wed 10/19
1 stop
SANCHI
Sat 10/22
1 stop
$284
Select
Frontier
CHISAN
Sat 10/22
1 stop
SANCHI
Sat 10/29
1 stop
$284
Select
Frontier
CHISAN
Sat 10/22
1 stop
SANCHI
Tue 10/25
1 stop
$284
Select
Virgin America
CHISAN
Wed 11/2
1 stop
SANCHI
Sat 11/5
1 stop
$303
Select
Alaska
CHISAN
Sat 10/22
1 stop
SANCHI
Sat 10/29
1 stop
$309
Select
Alaska
CHISAN
Wed 10/26
1 stop
SANCHI
Mon 10/31
1 stop
$309
Select

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 $150.

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 thinking 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 $198 $284
7-14 days $167 $195
14-21 days $137 $195
21-30 days $127 $191
30-60 days $137 $191
60-90 days $137 $191
90+ days $137 $250

Cheapest Day To Fly from Chicago to San Diego

We've examined 26,779,839,826 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 Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$157 $127 $137 $149 $182 $137 $157

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
September Chicago San Diego Spirit 9/28/16 10/4/16 0 $277
October Chicago San Diego United 10/25/16 11/1/16 0 $127
November Chicago San Diego Spirit 11/8/16 11/12/16 0 $137
December Chicago San Diego Spirit 12/7/16 12/14/16 0 $137
January Chicago San Diego Spirit 1/10/17 1/14/17 0 $137
February Chicago San Diego Spirit 2/2/17 2/7/17 0 $187
March Chicago San Diego Spirit 3/28/17 4/4/17 0 $296
April Chicago San Diego Spirit 4/26/17 5/3/17 0 $157

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
25 26 27 28 29 30 1
$337
2 3 4 5 6 7 8
$337 $188
9 10 11 12 13 14 15
$188 $167
16 17 18 19 20 21 22
$167 $137
23 24 25 26 27 28 29
$137 $157
30 31 1 2 3 4 5
$157

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 $259.

The average price for direct flights from Chicago to San Diego is $218.

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 10:00 17:45
Spirit 1 1 1 1 1 1 1 10:45 10:45
United 4 4 4 4 4 3 4 09:30 19:35
Southwest 4 4 4 4 4 4 4 08:30 18:55

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 $137.

The average price for round trip flights from Chicago to San Diego is $224.

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 14 minutes.
Question: How far is San Diego from Chicago?
Answer: The distance from Chicago to San Diego is 1,718 miles (2,764 kilometers).
Question: How common are direct flights from Chicago to San Diego?
Answer: There are 90 direct flights from Chicago to San Diego.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Diego?
Answer: American Airlines provides 31% of the non-stop flights between Chicago and San Diego.
Question: What are the most popular connecting cities when flying from Chicago to San Diego?
Answer: Los Angeles, CA

Airlines in Chicago flying to San Diego Last modified: Sep 28, 2016 1:00 AMNumber of routes searched: 284Number of itineraries searched: 1,064,722

Wondering which airlines fly out of Chicago to San Diego? We've gathered the average price of Chicago airlines with flights to San Diego. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to San Diego
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
American PHX
United SFO
American DFW
American LAX
United IAH
Delta DTW
American SEA
United IAD
United CLE

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.

More Cheap Flights

FlightsAirlineLowest Price
Flights from Milwaukee to San Diego American, Alaska, Delta, Frontier, United $284
Flights from Indianapolis to San Diego American, Alaska, Delta, Frontier, United $284
Flights from Madison to San Diego American, Alaska, Delta, Frontier, United $290
Flights from Green Bay to San Diego American, Delta $326
Flights from Grand Rapids to San Diego American, Delta, United $350
Flights from South Bend to San Diego Delta, United $324
Flights from Peoria to San Diego American, Delta, United $290
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $110
Flights from Moline to San Diego American, Delta, United $290
Flights from Bloomington - Normal to San Diego American, Delta $303
Flights from Ft Wayne to San Diego American, Delta, United $365
Flights from Appleton to San Diego Delta Check Dates
Flights from Lansing to San Diego American, Delta, United $368
Flights from Dubuque to San Diego American $381
Flights from Champaign to San Diego American $303
Flights from Kalamazoo to San Diego American, Delta, United $368
Flights from Springfield to San DiegoCheck Dates
Flights from Toledo to San Diego American $335
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Phoenix American, Alaska, Delta, Frontier, Spirit, United $107
Flights from Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $117
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $99
Flights from Chicago to Santa Ana American, Alaska, Delta, Frontier, United $154
Flights from Chicago to Ontario American, Alaska, Delta, United $184
Flights from Chicago to Palm Springs American, Alaska, Delta, United, Virgin America $298
Flights from Chicago to Long Beach American, Delta $277
Flights from Chicago to Tijuana AeroMexico $484
Flights from Chicago to Denver American, Delta, Frontier, Spirit, United $80
Flights from Milwaukee to Los Angeles American, Alaska, Delta, Frontier, United $277
Flights from Indianapolis to Los Angeles American, Alaska, Delta, Frontier, United $240
Cheap Flights from Chicago to San Diego