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

Popular flights from San Diego to Chicago

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

Alaska Airlines
Departure Date Return Date Lowest Price
Apr 14, 2016 Apr 18, 2016 $291
Apr 19, 2016 Apr 24, 2016 $291
Apr 20, 2016 Apr 24, 2016 $291
Apr 26, 2016 May 12, 2016 $291
May 5, 2016 May 10, 2016 $291
American Airlines
Departure Date Return Date Lowest Price
Feb 17, 2016 Feb 20, 2016 $197
Spirit Airlines
Departure Date Return Date Lowest Price
Apr 6, 2016 Apr 10, 2016 $117
Apr 6, 2016 Apr 7, 2016 $117
United Airlines
Departure Date Return Date Lowest Price
Apr 12, 2016 Apr 14, 2016 $180
Virgin America
Departure Date Return Date Lowest Price
Apr 6, 2016 Apr 8, 2016 $265

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 $166.

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 $197 $235
7-14 days $127 $191
14-21 days $177 $202
21-30 days $217 $244
30-60 days $117 $180
60-90 days $160 $193
90+ days $149 $183

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
$217 $127 $117 $160 $157 $160 $227

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
February San Diego Chicago Spirit 2/23/16 3/1/16 0 $127
March San Diego Chicago Spirit 3/2/16 3/8/16 0 $177
April San Diego Chicago Spirit 4/6/16 4/7/16 0 $117
May San Diego Chicago Spirit 5/7/16 5/11/16 0 $160
June San Diego Chicago Spirit 6/14/16 6/20/16 0 $267
July San Diego Chicago Spirit 7/14/16 7/28/16 0 $257
August San Diego Chicago Spirit 8/23/16 8/28/16 0 $149
September San Diego Chicago Spirit 9/14/16 9/21/16 0 $208

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
14 15 16 17 18 19 20
$197
21 22 23 24 25 26 27
$197 $157
28 29 1 2 3 4 5
$157 $208
6 7 8 9 10 11 12
$208 $247
13 14 15 16 17 18 19
$247 $284
20 21 22 23 24 25 26
$284

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 $233.

The average price for non-stop flights from San Diego to Chicago is $251.

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 4 4 4 4 4 4 4 06:40 22:50
Spirit 1 1 1 1 1 1 1 14:01 14:01
United 3 3 3 3 3 3 3 06:15 22:25

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 $104.

The average price for round trip flights from San Diego to Chicago is $216.

More Cheap Flights

FlightsAirlineLowest Price
Los Angeles to Chicago American, Alaska, JetBlue, Frontier, Spirit, United, Virgin America $81
Ontario to Chicago American, Alaska, United $170
Santa Ana to Chicago American, Alaska, Frontier, United $187
Burbank to Chicago American, Alaska, United $287
Palm Springs to Chicago American, Alaska, United, Virgin America $341
Long Beach to Chicago American, Alaska, JetBlue, United $287
Santa Barbara to Chicago American, Alaska, United $436
Yuma to Chicago American $485
Palomar to ChicagoCheck Dates
Tijuana to Chicago American, AeroMexico, Alaska, United $532
Mexicali to Chicago American, AeroMexico, United $708
Los Angeles to New York American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America $206
Los Angeles to Atlanta American, Alaska, Frontier, Spirit, United $180
Los Angeles to Milwaukee American, Alaska, Frontier, United $248
Los Angeles to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United, Virgin America $77
Los Angeles to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $189
Los Angeles to Las Vegas American, Spirit, United, Virgin America $72
Los Angeles to Indianapolis American, Alaska, Frontier, United $244
Los Angeles to Minneapolis - St Paul American, Alaska, Frontier, Spirit, Sun Country, United $169
Los Angeles to Denver American, Alaska, Frontier, Spirit, United, Virgin America $93
Los Angeles to Toronto American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America, Sunwing, WestJet $339
Los Angeles to St Louis American, Alaska, Frontier, United $218
Los Angeles to Madison American, Alaska, Frontier, United $248
San Diego to Milwaukee American, Alaska, Frontier, United $261
San Diego to Atlanta American, Alaska, Frontier, Spirit, United $298
Los Angeles to Grand Rapids American, Alaska, United $292
Los Angeles to Houston American, Alaska, Frontier, Spirit, United $107
San Diego to New York American, Alaska, JetBlue, Frontier, Hawaiian, Sun Country, United, Virgin America $284
Los Angeles to South Bend American, United $343
Los Angeles to Boston American, Alaska, JetBlue, Spirit, Sun Country, United, Virgin America $239

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

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 LAX X X X X X X X
Alaska PDX X X X X X X X
Delta DTW 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
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 7 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 56 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.