Flights from San Diego to Chicago, United States

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Did you mean flights from Chicago to San Diego?

San Diego to Chicago Last modified: Oct 18, 2021 9:04 -04:00

We've scanned 1,972,836 round trip itineraries and found the cheapest flights to Chicago. 00 & !! frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

00
SANCHI
Thu 10/28
nonstop
CHISAN
Sun 10/31
nonstop
!!
SANCHI
Thu 10/28
nonstop
CHISAN
Mon 11/1
nonstop
Spirit
SANCHI
Fri 11/5
nonstop
CHISAN
Fri 11/12
nonstop
$107
Alaska
SANCHI
Fri 11/5
2 stops
CHISAN
Fri 11/12
2 stops
$266
United
SANCHI
Sun 11/28
nonstop
CHISAN
Sun 11/28
nonstop
$1,947

How Much is a Flight from San Diego to Chicago?

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 $76.

Where To Buy Cheap Flights from San Diego to Chicago?

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 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 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 San Diego to Chicago?

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $56 $140
7-14 days $55 $1,128
14-21 days $55 $167
21-30 days $58 $167
30-60 days $80 $266
60-90 days $97 $1,053
90+ days $98 $370

Cheapest Day To Fly from San Diego to Chicago

We've examined 3,945,672 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from San Diego to Chicago is Thursday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$82$80$77$55$55$78$103

Compare Flight Prices from San Diego to Chicago 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 San Diego to Chicago flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
October San Diego Chicago 00 10/28/21 10/31/21 0 $55
November San Diego Chicago 00 11/5/21 11/12/21 0 $55
December San Diego Chicago 00 12/2/21 12/9/21 0 $81
January San Diego Chicago 00 1/12/22 1/19/22 0 $97
February San Diego Chicago 00 2/10/22 2/12/22 0 $129
March San Diego Chicago 00 3/4/22 3/7/22 0 $148
April San Diego Chicago 00 4/5/22 4/12/22 0 $300
May San Diego Chicago 00 5/5/22 5/13/22 0 $134

Cheap Last Minute Flights from San Diego to Chicago

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

Next 30 Days

SunMonTueWedThuFriSat
17 18 19 20 21 22 23
$77
24 25 26 27 28 29 30
$55
31 1 2 3 4 5 6
$55 $84
7 8 9 10 11 12 13
$58 $57
14 15 16 17 18 19 20
$57

Connecting Flights vs Direct Flights from San Diego to Chicago

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 San Diego to Chicago is $167.

The average price for direct flights from San Diego to Chicago is $266.

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

Weekly Direct Flights from San Diego to Chicago - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 4 4 4 4 4 4 4 03:00 17:50
United 5 5 5 5 5 3 5 02:00 17:45

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

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 $113.

The average price for round trip flights from San Diego to Chicago is $223.

San Diego to Chicago Flight Questions

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

Question: How long is the flight from San Diego to Chicago?
Answer: The average San Diego to Chicago flight time is 4 hours and 7 minutes.
Question: How far is Chicago from San Diego?
Answer: The distance from San Diego to Chicago is 1,719 miles (2,766 kilometers).
Question: How common are direct flights from San Diego to Chicago?
Answer: There are 61 direct flights from San Diego to Chicago.
Question: What are the most popular San Diego airlines for direct flights from San Diego to Chicago?
Answer: United Airlines provides 54% of the non-stop flights between San Diego and Chicago.

San Diego to Chicago Airports

These are the major commercial airports we're currently monitoring in San Diego and Chicago. 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 San Diego to Chicago