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Cheap Flights from Chicago to San Diego, CA, United States - CHI to SAN

Popular flights from Chicago to San Diego

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

Alaska Airlines
Departure Date Return Date Lowest Price
May 14, 2016 May 18, 2016 $343
American Airlines
Departure Date Return Date Lowest Price
May 7, 2016 May 10, 2016 $240
May 7, 2016 May 11, 2016 $240
May 7, 2016 May 17, 2016 $240
May 10, 2016 May 16, 2016 $240
May 10, 2016 May 17, 2016 $240
Frontier Airlines
Departure Date Return Date Lowest Price
Aug 23, 2016 Aug 30, 2016 $244
Spirit Airlines
Departure Date Return Date Lowest Price
May 14, 2016 May 21, 2016 $127
United Airlines
Departure Date Return Date Lowest Price
May 4, 2016 May 8, 2016 $220
Virgin America
Departure Date Return Date Lowest Price
May 10, 2016 May 17, 2016 $368
May 11, 2016 May 17, 2016 $368

How Much Does it Cost to Fly from Chicago to San Diego (CHI to SAN)?

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 $173.

When Can I Buy the Cheapest Flight from Chicago to San Diego (CHI to SAN)?

Airlines can adjust prices for plane 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 discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to San Diego

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to San Diego should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $177 $231
7-14 days $127 $195
14-21 days $127 $201
21-30 days $177 $201
30-60 days $224 $251
60-90 days $287 $281
90+ days $304 $244

Cheapest Day To Fly from Chicago to San Diego

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to San Diego.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$177 $167 $167 $177 $224 $127 $177

Lowest Fares Chart By Month from Chicago to San Diego

The chart below shows the lowest fare by month when flying from Chicago to San Diego.

Month Origin Destination Carrier Depart Date Return Date Stops Price
April Chicago San Diego American 4/30/16 5/1/16 1 $471
May Chicago San Diego Spirit 5/14/16 5/21/16 0 $127
June Chicago San Diego Spirit 6/10/16 6/20/16 0 $224
July Chicago San Diego Spirit 7/12/16 7/19/16 1 $281
August Chicago San Diego Frontier 8/23/16 8/30/16 1 $244
September Chicago San Diego Frontier 9/7/16 9/13/16 1 $244
October Chicago San Diego Frontier 10/8/16 10/15/16 1 $244
November Chicago San Diego Spirit 11/1/16 11/5/16 1 $281

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to San Diego

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to San Diego.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$217
8 9 10 11 12 13 14
$217 $177
15 16 17 18 19 20 21
$177 $197
22 23 24 25 26 27 28
$197 $297
29 30 31 1 2 3 4
$297 $307
5 6 7 8 9 10 11
$307

Non-Stop vs Connecting Flights from Chicago to San Diego (CHI to SAN)

Your Chicago to San Diego flight can be significantly cheaper by choosing 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 $306.

The average price for non-stop flights from Chicago to San Diego is $313.

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

Nonstop Flight Details from Chicago to San Diego
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 4 4 4 4 4 4 4 07:10 17:00
Spirit 1 1 1 1 1 1 1 10:58 10:58
United 4 4 4 4 4 3 4 09:21 19:29

Round Trip vs One Way Flights from Chicago to San Diego (CHI to SAN)

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 $133.

The average price for round trip flights from Chicago to San Diego is $297.

More Cheap Flights

FlightsAirlineLowest Price
Milwaukee to San Diego American, Alaska, Frontier, United $261
Indianapolis to San Diego American, Alaska, United $438
Madison to San Diego American, Alaska, Frontier, United $323
Green Bay to San Diego American, Alaska, United $440
Grand Rapids to San Diego American, Alaska, United $360
South Bend to San Diego United $476
Peoria to San Diego American, United $372
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $134
Moline to San Diego American, Alaska, United $334
Bloomington - Normal to San Diego American $314
Ft Wayne to San Diego American, Alaska, United $382
Appleton to San Diego Alaska, United $376
Lansing to San Diego American, Alaska, United $402
Dubuque to San Diego American $405
Champaign to San Diego American $445
Kalamazoo to San Diego American, United $432
Springfield to San Diego American, United $440
Toledo to San Diego American $384
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $95
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $127
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $158
Chicago to New York American, Alaska, JetBlue, Spirit, United $97
Chicago to Santa Ana American, Alaska, Frontier, United $211
Chicago to Ontario American, Alaska, United $204
Chicago to Palm Springs American, Alaska, United, Virgin America $362
Chicago to Long Beach American, Alaska, JetBlue, United $300
Chicago to Tijuana Interjet, American, AeroMexico, Alaska, Spirit, United, Virgin America, Volaris $516
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Milwaukee to Los Angeles American, Alaska, Frontier, United $270
Indianapolis to Los Angeles American, Alaska, Frontier, United $204

Airlines Flying from Chicago to San Diego (CHI to SAN)

Below are the different airlines that fly from Chicago to San Diego with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to San Diego.

Chicago to San Diego
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American LAX X X X X X X X
Alaska SEA X X X X X X X
Delta MSP X X X X X X X
Frontier DEN X X X X X X X
Spirit - X X X X X X X
Spirit LAS X X X X X X X
United - X X X X X X X
United LAX X X X X X X X
Virgin America SFO X X X X X X X
Southwest - X X X X X X X
Southwest LAS X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and San Diego, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Chicago to San Diego Flight Questions

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

Question: How long is a direct flight from Chicago to San Diego?
Answer: The average Chicago to San Diego flight time is 4 hours and 22 minutes.
Question: How many miles are there between Chicago and San Diego?
Answer: The distance from Chicago to San Diego is 1718 miles.
Question: How common are direct flights from Chicago to San Diego?
Answer: There are 62 direct flights from Chicago to San Diego.
Question: What is the most popular airline for non-stop flights from Chicago to San Diego?
Answer: American Airlines provides 45% 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: Denver, CO
Chicago (CHI) To San Diego, CA (SAN) Flights: Cheap Flights From Chicago To San Diego | FareCompare.