Flights from San Diego to Chicago

Search and find cheap flights from San Diego to Chicago (United States, North America)
Search and find cheap flights from San Diego to Chicago (United States, North America)

Looking for the best tickets for San Diego to Chicago?

Look no more. We’ve gone through the latest 499,572 fares to bring you all the insights you could possibly want.
Expect to pay
224 USD for flights from San Diego to Chicago leaving on 2/16/2017 and returning on 3/17/2017
Low 78 USD
224 USD
High 439 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for San Diego — Chicago is approximately 51 days to departure.
San Diego to Chicago flights are usually cheapest between 2 and 4 months before departure.
Days before departure
Best month
Cheapest time of year to fly to Chicago from San Diego is January and February. Most expensive are November and December.
Currently the cheapest days to fly this route are between February and March.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Delta Air Lines and Frontier Airlines are the cheapest airlines to fly this route.
Popular airlines for this route are Spirit Airlines, Delta Air Lines and Frontier Airlines.
Impact on price (additional fees may apply)
Spirit Airlines
+2%
Delta Air Lines
+20%
Frontier Airlines
+22%
United Airlines
+24%
Major US Carrier
+24%
American Airlines
+36%
Best time to fly
San Diego to Chicago flights are approximately 7% more expensive in the morning than in the afternoon.
It's generally cheaper to take afternoon flights from San Diego to Chicago.
Impact on price
Cheapest day
Cheapest day of week is typically Monday and the most expensive is typically Friday.
Friday is normally the most expensive day to fly, whilst Monday tends to be the cheapest.
Impact on price
Cheapest route
Fly Lindberg Fld - Midway for the best San Diego to Chicago flight prices saving up to 1% on average.
Of the possible routes between San Diego and Chicago best prices tend to be found on Lindberg Fld - Midway.
We've got 36 booking sites supporting this and nearby routes.
Impact on price
Lindberg Fld-Midway
+0%
Lindberg Fld-O'Hare Intl
+3%
Direct flights
There are direct flights from Lindberg Fld to Chicago all week with a flight time of 3 hours 54 minutes.
Direct flights available: 247 PER WEEK
Popular non-direct routes for this connection are Lindberg Fld - Saint Paul Intl - Midway, Lindberg Fld - Saint Paul Intl - Midway - Midway and Lindberg Fld - Mccarran Intl - O'Hare Intl - O'Hare Intl.
Stop-off cities for indirect flights from Lindberg Fld to Chicago include Saint Paul Intl, Mccarran Intl and Sky Harbor Intl.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from San Diego
Return trip
Dec 8 - Dec 12
127 USD
FlightNetworkUS
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 27min
Direct
SAN SAN
Return trip
Dec 7 - Dec 9
132 USD
Smartfares
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 27min
Direct
SAN SAN
Return trip
Dec 8 - Dec 11
134 USD
OneTravel
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 27min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Dec 6 - Dec 13
210 USD
OneTravel
SAN SAN
11h 43min
1 stop
CHI CHI
CHI CHI
4h 27min
Direct
SAN SAN
Return trip
Dec 6 - Dec 7
243 USD
OneTravel
SAN SAN
11h 43min
1 stop
CHI CHI
CHI CHI
6h 45min
1 stop
SAN SAN
Return trip
Dec 9 - Dec 22
343 USD
FlyFarUS
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
6h 33min
1 stop
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Dec 21 - Dec 30
330 USD
FlyFarUS
SAN SAN
10h 53min
1 stop
CHI CHI
CHI CHI
4h 19min
Direct
SAN SAN
Return trip
Dec 20 - Jan 2
331 USD
KiwiUS
SAN SAN
15h 35min
1 stop
CHI CHI
CHI CHI
15h 58min
1 stop
SAN SAN
Return trip
Dec 20 - Dec 27
371 USD
FlyFarUS
SAN SAN
10h 53min
1 stop
CHI CHI
CHI CHI
12h 24min
1 stop
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Dec 6 - Dec 13
126 USD
OneTravel
CHI CHI
4h 27min
Direct
SAN SAN
SAN SAN
3h 57min
Direct
CHI CHI
Return trip
Dec 6 - Dec 9
131 USD
FlyFarUS
CHI CHI
4h 27min
Direct
SAN SAN
SAN SAN
3h 57min
Direct
CHI CHI
Return trip
Dec 6 - Dec 12
161 USD
OneTwoTripUS
CHI CHI
4h 27min
Direct
SAN SAN
SAN SAN
11h 43min
1 stop
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

So what's it going to cost once you're in Chicago

Compare the costs of everyday items in San Diego and Chicago
CAPPUCCINO
Regular
San Diego
3.83 USD
-3%
Chicago
3.93 USD
Cappuccino is 2.5% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
13.55 USD
-11%
Chicago
15.07 USD
Meal is 11% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.49 USD
12%
Chicago
3.06 USD
Milk is 12% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.51 USD
10%
Chicago
2.26 USD
Bus is 10% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.55 USD
4%
Chicago
12.05 USD
movie theater is 4% cheaper in Chicago than San Diego
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