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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
219 USD for flights from San Diego to Chicago leaving on 4/15/2016 and returning on 5/20/2016
Low 80 USD
240 USD
High 490 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 April and May.
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.
momondo compares flights to Chicago from San Diego from 29 different sites.
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: 318 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 San Francisco 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 07 - Feb 08
177 USD
OneTravel
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN
Return trip
Feb 10 - Feb 19
178 USD
FlyFarUS
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN
Return trip
Feb 08 - Feb 11
218 USD
FlySiestaES
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Feb 10 - Feb 17
91 USD
EDreamsUS
SAN SAN
5h 32min
Direct
CHI CHI
CHI CHI
8h 40min
1 stop
SAN SAN
Return trip
Feb 08 - Feb 11
218 USD
FlySiestaES
SAN SAN
3h 57min
Direct
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN
Return trip
Feb 11 - Feb 15
224 USD
FlyFarUS
SAN SAN
4h 3min
Direct
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Feb 20 - Feb 22
115 USD
FlyFarUS
SAN SAN
11h 5min
1 stop
CHI CHI
CHI CHI
4h 16min
Direct
SAN SAN
Return trip
Feb 21 - Feb 27
189 USD
CheapTickets
SAN SAN
13h 3min
1 stop
CHI CHI
CHI CHI
8h 25min
1 stop
SAN SAN
Return trip
Feb 22 - Mar 21
281 USD
EDreamsUS
SAN SAN
4h 3min
Direct
CHI CHI
CHI CHI
8h 3min
1 stop
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Feb 08 - Feb 10
151 USD
EDreamsUS
CHI CHI
4h 16min
Direct
SAN SAN
SAN SAN
5h 32min
Direct
CHI CHI
Return trip
Feb 08 - Feb 12
186 USD
CFOneTravel
CHI CHI
4h 16min
Direct
SAN SAN
SAN SAN
4h 3min
Direct
CHI CHI
Return trip
Feb 08 - Feb 13
187 USD
CFOneTravel
CHI CHI
4h 16min
Direct
SAN SAN
SAN SAN
4h 3min
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
3.75 USD
-2%
Chicago
3.8 USD
Cappuccino is 1.5% more expensive in Chicago than San Diego
DOMESTIC BEER
0.5 liter
San Diego
5.07 USD
3%
Chicago
4.91 USD
Domestic beer is 3% cheaper in Chicago than San Diego
MEAL
Inexpensive
San Diego
13.16 USD
-12%
Chicago
14.74 USD
Meal is 12% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
1.02 USD
15%
Chicago
0.87 USD
Milk is 15% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.53 USD
13%
Chicago
2.21 USD
Bus is 13% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.15 USD
3%
Chicago
11.79 USD
movie theater is 3% cheaper in Chicago than San Diego
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