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
285 USD for flights from San Diego to Chicago leaving on 8/6/2017 and returning on 9/8/2017
Low 1 USD
285 USD
High 460 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.
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 October. Most expensive are March and December.
The cheapest flights from San Diego to Chicago are currently available between August and September.
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.
Spirit Airlines, Frontier Airlines and Delta Air Lines are the most popular choices flying from San Diego to Chicago.
Impact on price (additional fees may apply)
Spirit Airlines
+1%
Frontier Airlines
+18%
Delta Air Lines
+20%
Major US Carrier
+21%
American Airlines
+28%
United Airlines
+29%
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 Tuesday tends to be the cheapest.
Cheapest day of week is typically Tuesday 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 1% on average.
Lindberg Fld - Midway tends to be 1% cheaper than Lindberg Fld - O'Hare Intl.
We scan 45 sites offering flights from San Diego to Chicago to find all the best options.
Impact on price
Lindberg Fld-Midway
+3%
Lindberg Fld-O'Hare Intl
+4%
Direct flights
There are direct flights from Lindberg Fld to Chicago all week with a flight time of 3 hours 50 minutes.
Direct flights available: 335 PER WEEK
Popular non-direct routes for this connection are Lindberg Fld - Mccarran Intl - O'Hare Intl, Lindberg Fld - Salt Lake City Intl - O'Hare Intl and Lindberg Fld - Hartsfield Jackson - O'Hare Intl.
You can fly from Lindberg Fld to Chicago indirect via Mccarran Intl, Salt Lake City Intl or Hartsfield Jackson.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from San Diego
Return trip
May 31 - Jun 3
168 USD
EDreamsUS
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
May 31 - Jun 5
237 USD
FlightNetworkUS
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
May 29 - May 29
485 USD
AmericanAirlines
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 19min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
May 30 - Jun 5
311 USD
EDreamsUS
SAN SAN
5h 53min
1 stop
CHI CHI
CHI CHI
5h 48min
1 stop
SAN SAN
Return trip
May 30 - Jun 8
337 USD
CFEDreamsUS
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
8h 26min
1 stop
SAN SAN
Return trip
May 29 - May 29
485 USD
AmericanAirlines
SAN SAN
4h 5min
Direct
CHI CHI
CHI CHI
4h 19min
Direct
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Jun 12 - Jun 21
224 USD
KiwiUS
SAN SAN
12h 9min
1 stop
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Jun 12 - Jun 19
235 USD
EDreamsUS
SAN SAN
4h 8min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Jun 13 - Jun 18
298 USD
KiwiUS
SAN SAN
12h 9min
1 stop
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
May 29 - May 31
180 USD
EDreamsUS
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 8min
Direct
CHI CHI
Return trip
May 29 - Jun 3
190 USD
EDreamsUS
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 8min
Direct
CHI CHI
Return trip
May 29 - Jun 2
276 USD
KiwiUS
CHI CHI
4h 20min
Direct
SAN SAN
SAN SAN
4h 8min
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
3.97 USD
1%
Chicago
3.92 USD
Cappuccino is 1.4% cheaper in Chicago than San Diego
MEAL
Inexpensive
San Diego
14 USD
-7%
Chicago
14.91 USD
Meal is 6.5% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.56 USD
17%
Chicago
2.95 USD
Milk is 17% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.51 USD
1%
Chicago
2.48 USD
Bus is 0.89% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
13.01 USD
8%
Chicago
11.94 USD
movie theater is 8.3% cheaper in Chicago than San Diego
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