Cheap flights from San Diego (SAN) to Chicago (CHI)

SAN — CHI
Sep 27 — Oct 41

The best prices from San Diego to Chicago are usually found in October or September, booked 32 days in advance, depart on a Friday or Wednesday and return on a Wednesday

How to find the cheapest flight from San Diego (SAN) to Chicago (CHI)

All the information you need to plan the best SAN to CHI flight in 2022: compare San Diego to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

SAN - CHI

Price

$177 - $582

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 36% potential price rise
Cheapest inOctoberBest time to find cheap flights, 53% potential price drop
Round-trip from$177From San Diego to Chicago (CHI)
One-way from$98One-way flight from San Diego to Chicago (CHI)

Cheap Spirit Airlines flights from San Diego to Chicago

Oct 8 - Oct 28
SAN

San Diego

ORD

Chicago O'Hare Intl

1 stop

9h 05m
ORD

Chicago O'Hare Intl

SAN

San Diego

1 stop

12h 45m
$163

Spirit Airlines

Pick Dates

Deal found 9/21/22

Sep 28 - Oct 1
SAN

San Diego

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

SAN

San Diego

1 stop

9h 37m
$166

Spirit Airlines

Pick Dates

Deal found 9/19/22

Sep 28 - Oct 8
SAN

San Diego

ORD

Chicago O'Hare Intl

1 stop

7h 25m
ORD

Chicago O'Hare Intl

SAN

San Diego

1 stop

12h 45m
$167

Spirit Airlines

Pick Dates

Deal found 9/21/22

Cheap Frontier flights from San Diego to Chicago

Oct 12 - Oct 19
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 11m
MDW

Chicago Midway

SAN

San Diego

1 stop

14h 43m
$158

Frontier

Pick Dates

Deal found 9/21/22

Sep 30 - Oct 4
SAN

San Diego

MDW

Chicago Midway

1 stop

6h 53m
MDW

Chicago Midway

SAN

San Diego

1 stop

7h 25m
$159

Frontier

Pick Dates

Deal found 9/20/22

Oct 31 - Nov 7
SAN

San Diego

MDW

Chicago Midway

1 stop

6h 24m
MDW

Chicago Midway

SAN

San Diego

1 stop

6h 17m
$160

Frontier

Pick Dates

Deal found 9/20/22

Alternative routes for San Diego to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from San Diego to Chicago

The chart below displays the airlines Cheapflights users traveling from San Diego to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$12Average$21FlexibilityNo cancel feeOn-time66%COVID-19 safety
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Spirit AirlinesCheapest$46Average$236FlexibilityNo cancel feeOn-time65%COVID-19 safety
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FrontierCheapest$107Average$275FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
American AirlinesCheapest$111Average$444FlexibilityNo cancel feeOn-time71%COVID-19 safety
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United AirlinesCheapest$147Average$478FlexibilityNo cancel feeOn-time69%COVID-19 safety
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DeltaCheapest$191Average$538FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
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Alaska AirlinesCheapest$195Average$549FlexibilityNo cancel feeOn-time75%COVID-19 safety
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Hourly flight availability from San Diego to Chicago

See what time of day planes typically take off from San Diego to Chicago
15%of flight departuresEarly morningMidnight to 6 am
47%of flight departuresMorning6 am to noon
32%of flight departuresAfternoonNoon to 6 pm
6%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Diego to Chicago

See how many times per day planes take to the skies headed from San Diego to Chicago
Sunday16daily flights
Monday34daily flights
Tuesday35daily flights
Wednesday42daily flights
Thursday42daily flights
Friday34daily flights
Saturday27daily flights