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 247,771 fares to bring you all the insights you could possibly want.
Expect to pay
250 USD for flights from San Diego to Chicago leaving on 12/8/2016 and returning on 1/6/2017
Low 83 USD
250 USD
High 461 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.
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 December and January.
Impact on price
Cheapest airline
According to our data, Delta Air Lines, Spirit Airlines and Frontier Airlines are the cheapest airlines to fly this route.
Popular airlines for this route are Delta Air Lines, Spirit Airlines and Frontier Airlines.
Impact on price (additional fees may apply)
Delta Air Lines
+1%
Spirit Airlines
+20%
Frontier Airlines
+35%
American Airlines
+40%
Alaska Airlines
+44%
United Airlines
+44%
Best time to fly
San Diego to Chicago flights are approximately 1% 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
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 37 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
+5%
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: 295 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.
You can fly from Lindberg Fld to Chicago indirect via Saint Paul Intl, Mccarran Intl or 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
Sep 28 - Oct 5
161 USD
EDreamsUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Sep 27 - Oct 4
166 USD
CheapTickets
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Sep 27 - Oct 5
170 USD
EDreamsUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Sep 29 - Oct 3
256 USD
CheapTickets
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Sep 29 - Oct 2
293 USD
CheapTickets
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Sep 28 - Oct 6
304 USD
EDreamsUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
8h 46min
1 stop
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Oct 12 - Oct 19
126 USD
CFOneTravel
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Oct 12 - Oct 15
185 USD
BookairfareUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN
Return trip
Oct 11 - Oct 14
190 USD
EDreamsUS
SAN SAN
3h 54min
Direct
CHI CHI
CHI CHI
4h 15min
Direct
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Sep 28 - Oct 4
140 USD
EDreamsUS
CHI CHI
4h 15min
Direct
SAN SAN
SAN SAN
4h 11min
Direct
CHI CHI
Return trip
Sep 27 - Oct 7
195 USD
BookingXpertUS
CHI CHI
4h 15min
Direct
SAN SAN
SAN SAN
4h 7min
Direct
CHI CHI
Return trip
Sep 28 - Sep 30
201 USD
BookairfareUS
CHI CHI
4h 15min
Direct
SAN SAN
SAN SAN
4h 7min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Monday, Monday, September 26, 2016

19°C
12°C

Tuesday, Tuesday, September 27, 2016

19°C
12°C

Wednesday, Wednesday, September 28, 2016

16°C
14°C

Thursday, Thursday, September 29, 2016

18°C
15°C

Friday, Friday, September 30, 2016

20°C
14°C

Saturday, Saturday, October 1, 2016

19°C
14°C

Sunday, Sunday, October 2, 2016

23°C
13°C

Monday, Monday, October 3, 2016

22°C
15°C

Tuesday, Tuesday, October 4, 2016

22°C
15°C

Wednesday, Wednesday, October 5, 2016

24°C
16°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
3.8 USD
-4%
Chicago
3.93 USD
Cappuccino is 3.6% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
13.06 USD
-15%
Chicago
15.07 USD
Meal is 15% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.58 USD
13%
Chicago
3.1 USD
Milk is 13% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.52 USD
10%
Chicago
2.26 USD
Bus is 10% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.57 USD
4%
Chicago
12.06 USD
movie theater is 4% cheaper in Chicago than San Diego
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