Flights from San Diego to Chicago, United States

Did you mean flights from Chicago to San Diego?

San Diego to Chicago Last modified: Jan 22, 2024 8:27 -05:00

We've scanned 115,678,683 round trip itineraries and found the cheapest flights to Chicago. Frontier & Spirit frequently offer the best deals to Chicago flights, or select your preferred carrier below to see the cheapest days to fly.

Frontier
SANCHI
Tue 2/6
1 stop
CHISAN
Thu 2/8
1 stop
$120
Spirit
SANCHI
Sat 2/10
1 stop
CHISAN
Tue 2/13
1 stop
$202
Major Airlines
SANCHI
Sat 2/10
1 stop
CHISAN
Tue 2/13
1 stop
$278
Alaska
SANCHI
Fri 2/9
1 stop
CHISAN
Tue 2/13
1 stop
$284
Multiple Airlines
SANCHI
Sun 12/31
nonstop
CHISAN
Sun 1/7
nonstop
$358
American
SANCHI
Tue 2/13
nonstop
CHISAN
Wed 2/14
nonstop
$359

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 $120.

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 $688 $202
7-14 days $447 $139
14-21 days $381 $115
21-30 days $381 $115
30-60 days $381 $115
60-90 days $359 $146
90+ days $381 $188

Cheapest Day To Fly from San Diego to Chicago

We've examined 231,357,366 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 Tuesday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$116$115$115$125$115 $129

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
7 8 9 10 11 12 13
$202
14 15 16 17 18 19 20
$202 $139
21 22 23 24 25 26 27
$139 $115
28 29 30 31 1 2 3
$115 $116
4 5 6 7 8 9 10
$116 $129
11 12 13 14 15 16 17
$129

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 $258.

The average price for direct flights from San Diego to Chicago is $442.

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 $145.

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

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