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Cheap Flights from San Diego to Chicago, IL, United States - SAN to CHI Last modified: May 24, 2016 7:40 AM

Popular flights from San Diego to Chicago Last modified: May 24, 2016 7:40 AM

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
Jun 14, 2016 Jun 21, 2016 $433
American Airlines
Departure Date Return Date Lowest Price
Jun 3, 2016 Jun 7, 2016 $217
Jun 4, 2016 Jun 12, 2016 $217
Jun 7, 2016 Jun 12, 2016 $217
Frontier Airlines
Departure Date Return Date Lowest Price
Sep 20, 2016 Sep 21, 2016 $244
Spirit Airlines
Departure Date Return Date Lowest Price
May 31, 2016 Jun 5, 2016 $157
Jun 6, 2016 Jun 8, 2016 $157
United Airlines
Departure Date Return Date Lowest Price
Jun 6, 2016 Jun 14, 2016 $227
Jun 8, 2016 Jun 13, 2016 $227
Jun 8, 2016 Jun 14, 2016 $227
Virgin America
Departure Date Return Date Lowest Price
Sep 8, 2016 Sep 11, 2016 $339

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

We have collected flight cost data from across the web for travel from San Diego to Chicago, and have found the average flight price for this trip to be $193.

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

Airlines can adjust prices for plane tickets from San Diego to Chicago 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 San Diego to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $247 $295
7-14 days $157 $225
14-21 days $217 $235
21-30 days $267 $291
30-60 days $247 $251
60-90 days $207 $251
90+ days $217 $244

Cheapest Day To Fly from San Diego to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$157 $157 $187 $187 $187 $202 $269

Lowest Fares Chart By Month from San Diego to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
May San Diego Chicago Spirit 5/31/16 6/5/16 0 $157
June San Diego Chicago Spirit 6/6/16 6/8/16 0 $157
July San Diego Chicago Spirit 7/11/16 7/25/16 0 $247
August San Diego Chicago Spirit 8/16/16 8/31/16 0 $207
September San Diego Chicago Spirit 9/3/16 9/7/16 0 $217
October San Diego Chicago Spirit 10/5/16 10/8/16 0 $217
November San Diego Chicago Spirit 11/3/16 11/6/16 0 $217
December San Diego Chicago United 12/23/16 12/25/16 1 $432

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

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 San Diego to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
22 23 24 25 26 27 28
$337
29 30 31 1 2 3 4
$337 $187
5 6 7 8 9 10 11
$187 $257
12 13 14 15 16 17 18
$257 $272
19 20 21 22 23 24 25
$272 $282
26 27 28 29 30 1 2
$282

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

Your San Diego to Chicago 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 San Diego to Chicago is $337.

The average price for non-stop flights from San Diego to Chicago is $354.

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

Nonstop Flight Details from San Diego to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 5 5 5 5 5 5 5 08:00 23:00
Spirit 1 1 1 1 1 1 1 14:06 14:06
United 4 4 4 4 4 4 4 06:15 22:15

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

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 San Diego to Chicago. 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 San Diego to Chicago is $168.

The average price for round trip flights from San Diego to Chicago is $329.

More Cheap Flights

FlightsAirlineLowest Price
Los Angeles to Chicago American, Alaska, JetBlue, Frontier, Spirit, United, Virgin America $147
Ontario to Chicago American, Alaska, United $264
Santa Ana to Chicago American, Alaska, Frontier, United $208
Burbank to Chicago American, Alaska, United $250
Palm Springs to Chicago American, Alaska, United, Virgin America $347
Long Beach to Chicago American, Alaska, JetBlue, United $268
Santa Barbara to Chicago American, Alaska, United $362
Yuma to Chicago American, Alaska, United $398
Palomar to ChicagoCheck Dates
Tijuana to Chicago American, AeroMexico, Alaska, United, Virgin America, Volaris $435
Mexicali to Chicago American, AeroMexico, Alaska, United $1,002
Los Angeles to New York American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America $284
Los Angeles to Atlanta American, Alaska, Frontier, Spirit, United $204
Los Angeles to Milwaukee American, Alaska, Frontier, United $261
Los Angeles to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United, Virgin America $129
Los Angeles to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $244
Los Angeles to Las Vegas American, Spirit, United, Virgin America $71
Los Angeles to Indianapolis American, Alaska, Frontier, United $187
Los Angeles to Minneapolis - St Paul American, Alaska, Frontier, Spirit, Sun Country, United $182
Los Angeles to Denver American, Alaska, Frontier, Spirit, United, Virgin America $87
Los Angeles to Toronto American, Air Canada, Alaska, JetBlue, Frontier, Sun Country, United, Virgin America, WestJet $323
Los Angeles to St Louis American, Alaska, Frontier, United $244
Los Angeles to Madison American, Alaska, Frontier, United $304
San Diego to Milwaukee American, Alaska, Frontier, United $261
San Diego to Atlanta American, Alaska, JetBlue, Frontier, Spirit, United $318
Los Angeles to Grand Rapids American, Alaska, United $348
Los Angeles to Houston American, Alaska, Spirit, United $170
San Diego to New York American, Alaska, JetBlue, Frontier, Hawaiian, Sun Country, United, Virgin America $345
Los Angeles to South Bend American, United $337
Los Angeles to Boston American, Alaska, JetBlue, Spirit, Sun Country, United, Virgin America $255

Airlines Flying from San Diego to Chicago (SAN to CHI) Number of flights searched: 302Last modified: May 24, 2016 7:40 AM

Below are the different airlines that fly from San Diego to Chicago 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 San Diego to Chicago.

San Diego to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American PHX X X X X X X X
Alaska PDX X X X X X X X
Delta SLC X X X X X X X
Spirit - 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 DEN X X X X X X X

Airports for Your Route

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

San Diego to Chicago Flight Questions

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

Question: How long is a direct flight from San Diego to Chicago?
Answer: The average San Diego to Chicago flight time is 4 hours and 8 minutes.
Question: How many miles are there between San Diego and Chicago?
Answer: The distance from San Diego to Chicago is 1718 miles.
Question: How common are direct flights from San Diego to Chicago?
Answer: There are 70 direct flights from San Diego to Chicago.
Question: What is the most popular airline for non-stop flights from San Diego to Chicago?
Answer: American Airlines provides 50% of the non-stop flights between San Diego and Chicago.
Question: What are the most popular connecting cities when flying from San Diego to Chicago?
Answer: Atlanta, GA
San Diego (SAN) To Chicago, IL (CHI) Flights: Cheap Flights From San Diego To Chicago | FareCompare.