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
199 USD for flights from San Diego to Chicago leaving on 11/30/2017 and returning on 12/29/2017
Low 1 USD
199 USD
High 489 USD
Choose my own dates
Best time to book
Cheapest time to buy a ticket for San Diego — Chicago is approximately 53 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 September. Most expensive are March and December.
Currently the cheapest days to fly this route are between November and December.
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
+1%
Delta Air Lines
+14%
Frontier Airlines
+14%
Major US Carrier
+15%
American Airlines
+22%
Southwest Airlines
+24%
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 10% on average.
Of the possible routes between San Diego and Chicago best prices tend to be found on Lindberg Fld - Midway.
We've got 48 booking sites supporting this and nearby routes.
Impact on price
Lindberg Fld-Midway
+30%
Lindberg Fld-O'Hare Intl
+33%
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: 331 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.
Stop-off cities for indirect flights from Lindberg Fld to Chicago include Salt Lake City Intl, Hartsfield Jackson and Baltimore.
Direct flights available on
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday

Get there quickly

Direct flights to Chicago from San Diego
Return trip
Sep 20 - Sep 23
107 USD
OneTravel
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN
Return trip
Sep 20 - Sep 24
180 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN
Return trip
Sep 21 - Sep 24
188 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Sep 20 - Sep 23
107 USD
OneTravel
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN
Return trip
Sep 20 - Sep 24
180 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN
Return trip
Sep 21 - Sep 24
188 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Oct 4 - Oct 10
103 USD
KissAndFlyUS
SAN SAN
4h 14min
Direct
CHI CHI
CHI CHI
4h 20min
Direct
SAN SAN
Return trip
Oct 3 - Oct 6
156 USD
ExploreTripDom
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
14h 15min
1 stop
SAN SAN
Return trip
Oct 4 - Oct 9
173 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 26min
Direct
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Sep 19 - Sep 25
106 USD
KissAndFlyUS
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 14min
Direct
CHI CHI
Return trip
Sep 19 - Oct 1
142 USD
FlyingCOM
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 14min
Direct
CHI CHI
Return trip
Sep 19 - Sep 23
149 USD
OneTravel
CHI CHI
4h 26min
Direct
SAN SAN
SAN SAN
4h 9min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Sunday, Sunday, September 17, 2017

27°C
19°C

Monday, Monday, September 18, 2017

23°C
21°C

Tuesday, Tuesday, September 19, 2017

27°C
23°C

Wednesday, Wednesday, September 20, 2017

29°C
23°C

Thursday, Thursday, September 21, 2017

29°C
24°C

Friday, Friday, September 22, 2017

28°C
23°C

Saturday, Saturday, September 23, 2017

28°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
3.94 USD
%
Chicago
3.94 USD
Cappuccino is 0% cheaper in Chicago than San Diego
MEAL
Inexpensive
San Diego
14.95 USD
%
Chicago
14.95 USD
Meal is 0% cheaper in Chicago than San Diego
MILK
1 liter
San Diego
3.3 USD
9%
Chicago
3 USD
Milk is 9.1% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.5 USD
10%
Chicago
2.25 USD
Bus is 10% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.96 USD
8%
Chicago
11.96 USD
movie theater is 7.7% cheaper in Chicago than San Diego
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