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
230 USD for flights from San Diego to Chicago leaving on 5/1/2017 and returning on 6/2/2017
Low 93 USD
230 USD
High 424 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for San Diego — Chicago is approximately 58 days to departure.
Normally the best deals on San Diego to Chicago flights are available 2 to 4 months prior to 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.
The cheapest flights from San Diego to Chicago are currently available between May and June.
Impact on price
Cheapest airline
According to our data, Spirit Airlines, Frontier Airlines and Major US Carrier are the cheapest airlines to fly this route.
Spirit Airlines, Frontier Airlines and Major US Carrier are the most popular choices flying from San Diego to Chicago.
Impact on price (additional fees may apply)
Spirit Airlines
+1%
Frontier Airlines
+23%
Major US Carrier
+26%
United Airlines
+29%
Delta Air Lines
+29%
American Airlines
+31%
Best time to fly
San Diego to Chicago flights are approximately 5% more expensive in the morning than in the afternoon.
Morning flights tend to be the most expensive.
Impact on price
Cheapest day
Sunday is normally the most expensive day to fly, whilst Monday tends to be the cheapest.
Cheapest day of week is typically Monday and the most expensive is typically Sunday.
Impact on price
Cheapest route
Fly Lindberg Fld - Midway for the best San Diego to Chicago flight prices saving up to 0% on average.
Lindberg Fld - Midway tends to be 0% cheaper than Lindberg Fld - O'Hare Intl.
We scan 41 sites offering flights from San Diego to Chicago to find all the best options.
Impact on price
Lindberg Fld-Midway
+0%
Lindberg Fld-O'Hare Intl
+2%
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: 306 PER WEEK
Popular non-direct routes for this connection are Lindberg Fld - G.Bush Intercont - O'Hare Intl, Lindberg Fld - Detroit Metro - Midway and Lindberg Fld - Salt Lake City Intl - O'Hare Intl.
You can fly from Lindberg Fld to Chicago indirect via G.Bush Intercont, Detroit Metro or Salt Lake City Intl.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from San Diego
Return trip
Feb 27 - Mar 13
164 USD
Spirit
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Feb 24 - Mar 1
183 USD
Spirit
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Feb 24 - Feb 26
186 USD
EDreamsUS
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Feb 23 - Feb 25
225 USD
OneTravel
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
6h 24min
1 stop
SAN SAN
Return trip
Mar 10 - Mar 12
246 USD
Spirit
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Mar 9 - Mar 11
304 USD
FlyFarUS
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
11h 57min
1 stop
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Mar 9 - Mar 14
175 USD
FlightNetworkUS
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Mar 9 - Mar 13
175 USD
FlightNetworkUS
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Mar 9 - Mar 11
304 USD
FlyFarUS
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
11h 57min
1 stop
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Feb 23 - Feb 27
224 USD
Spirit
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 5min
Direct
CHI CHI
Return trip
Feb 23 - Feb 26
258 USD
OneTravel
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
10h 1min
1 stop
CHI CHI
Return trip
Feb 24 - Feb 27
267 USD
CFOneTravel
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 5min
Direct
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
3.82 USD
-4%
Chicago
3.98 USD
Cappuccino is 4.1% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
13.94 USD
-7%
Chicago
14.93 USD
Meal is 7.1% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.28 USD
10%
Chicago
2.95 USD
Milk is 10% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.49 USD
%
Chicago
2.49 USD
Bus is 0% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.44 USD
4%
Chicago
11.95 USD
movie theater is 4% cheaper in Chicago than San Diego
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