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 754,672 fares to bring you all the insights you could possibly want.
Expect to pay
247 USD for flights from San Diego to Chicago leaving on 9/29/2017 and returning on 11/3/2017
Low 1 USD
247 USD
High 473 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for San Diego — Chicago is approximately 59 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 April. Most expensive are March and December.
Currently the cheapest days to fly this route are between September and November.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Frontier Airlines and Delta Air Lines are the cheapest airlines to fly this route.
Popular airlines for this route are Spirit Airlines, Frontier Airlines and Delta Air Lines.
Impact on price (additional fees may apply)
Spirit Airlines
+1%
Frontier Airlines
+9%
Delta Air Lines
+14%
Major US Carrier
+15%
American Airlines
+18%
Southwest Airlines
+20%
Best time to fly
San Diego to Chicago flights are approximately 6% more expensive in the morning than in the evening.
It's generally cheaper to take evening flights from San Diego to Chicago.
Impact on price
Cheapest day
Cheapest day of week is typically Tuesday and the most expensive is typically Friday.
Friday is normally the most expensive day to fly, whilst Tuesday 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 11% on average.
Of the possible routes between San Diego and Chicago best prices tend to be found on Lindberg Fld - Midway.
We've got 46 booking sites supporting this and nearby routes.
Impact on price
Lindberg Fld-Midway
+37%
Lindberg Fld-O'Hare Intl
+37%
Direct flights
There are direct flights from Lindberg Fld to Chicago all week with a flight time of 3 hours 53 minutes.
Direct flights available: 303 PER WEEK
Popular non-direct routes for this connection are Lindberg Fld - Salt Lake City Intl - O'Hare Intl, Lindberg Fld - Hartsfield Jackson - O'Hare Intl and Lindberg Fld - Baltimore - O'Hare Intl.
You can fly from Lindberg Fld to Chicago indirect via Salt Lake City Intl, Hartsfield Jackson or Baltimore.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from San Diego
Return trip
Jul 22 - Jul 25
257 USD
OmegaTravelUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Jul 25 - Aug 2
265 USD
FlyingCOM
SAN SAN
3h 53min
Direct
CHI CHI
CHI CHI
4h 17min
Direct
SAN SAN
Return trip
Jul 25 - Jul 31
311 USD
CheapBestFares
SAN SAN
4h 0min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Jul 22 - Jul 25
257 USD
OmegaTravelUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Jul 26 - Jul 31
264 USD
Smartfares
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Jul 26 - Jul 30
302 USD
Smartfares
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Aug 8 - Aug 15
223 USD
Smartfares
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Aug 6 - Aug 11
236 USD
FlyingCOM
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Aug 5 - Aug 7
334 USD
Cheapoair
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Jul 22 - Jul 27
221 USD
FlyingCOM
CHI CHI
4h 19min
Direct
SAN SAN
SAN SAN
4h 15min
Direct
CHI CHI
Return trip
Jul 22 - Jul 31
234 USD
FlyingCOM
CHI CHI
4h 19min
Direct
SAN SAN
SAN SAN
3h 53min
Direct
CHI CHI
Return trip
Jul 22 - Jul 22
244 USD
KissAndFlyUS
CHI CHI
4h 19min
Direct
SAN SAN
SAN SAN
3h 53min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Monday, Monday, July 17, 2017

27°C
18°C

Tuesday, Tuesday, July 18, 2017

32°C
20°C

Wednesday, Wednesday, July 19, 2017

32°C
21°C

Thursday, Thursday, July 20, 2017

33°C
21°C

Friday, Friday, July 21, 2017

30°C
23°C

Saturday, Saturday, July 22, 2017

30°C
24°C

Sunday, Sunday, July 23, 2017

30°C
24°C

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
3.93 USD
-1%
Chicago
3.97 USD
Cappuccino is 0.88% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
15.14 USD
1%
Chicago
15.04 USD
Meal is 0.61% cheaper in Chicago than San Diego
MILK
1 liter
San Diego
3.31 USD
12%
Chicago
2.91 USD
Milk is 12% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.52 USD
11%
Chicago
2.25 USD
Bus is 11% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
13.11 USD
6%
Chicago
12.29 USD
movie theater is 6.3% cheaper in Chicago than San Diego
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