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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
257 USD for flights from San Diego to Chicago leaving on 9/7/2016 and returning on 10/14/2016
Low 81 USD
257 USD
High 425 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 September and October.
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.
Delta Air Lines, Spirit Airlines and Frontier Airlines are the most popular choices flying from San Diego to Chicago.
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
Cheapest day of week is typically Tuesday and the most expensive is typically Sunday.
Sunday 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 1% on average.
Of the possible routes between San Diego and Chicago best prices tend to be found on Lindberg Fld - Midway.
We've got 41 booking sites supporting this and nearby routes.
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 53 minutes.
Direct flights available: 354 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.
Stop-off cities for indirect flights from Lindberg Fld to Chicago include Saint Paul Intl, Mccarran Intl and 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
Jul 6 - Jul 10
325 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Jul 5 - Aug 9
342 USD
EDreamsUS
SAN SAN
5h 49min
Direct
CHI CHI
CHI CHI
5h 48min
Direct
SAN SAN
Return trip
Jul 2 - Aug 7
364 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Jul 2 - Jul 9
371 USD
TripstaUS
SAN SAN
7h 54min
Direct
CHI CHI
CHI CHI
8h 33min
1 stop
SAN SAN
Return trip
Jul 2 - Jul 21
391 USD
OmegaTravelUS
SAN SAN
5h 57min
1 stop
CHI CHI
CHI CHI
6h 18min
1 stop
SAN SAN
Return trip
Jul 2 - Jul 10
400 USD
KissAndFlyUS
SAN SAN
8h 26min
1 stop
CHI CHI
CHI CHI
8h 22min
1 stop
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Jul 15 - Jul 20
262 USD
KiwiUS
SAN SAN
12h 52min
1 stop
CHI CHI
CHI CHI
18h 38min
1 stop
SAN SAN
Return trip
Jul 15 - Jul 22
284 USD
KiwiUS
SAN SAN
12h 52min
1 stop
CHI CHI
CHI CHI
18h 38min
1 stop
SAN SAN
Return trip
Jul 15 - Jul 18
314 USD
EDreamsUS
SAN SAN
7h 39min
1 stop
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Jul 2 - Jul 5
268 USD
KiwiUS
CHI CHI
18h 38min
1 stop
SAN SAN
SAN SAN
11h 58min
1 stop
CHI CHI
Return trip
Jul 2 - Jul 4
307 USD
KiwiUS
CHI CHI
18h 38min
1 stop
SAN SAN
SAN SAN
4h 9min
Direct
CHI CHI
Return trip
Jul 2 - Jul 9
326 USD
EDreamsUS
CHI CHI
5h 48min
Direct
SAN SAN
SAN SAN
4h 9min
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
3.87 USD
-2%
Chicago
3.93 USD
Cappuccino is 1.7% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
14.02 USD
-7%
Chicago
15.03 USD
Meal is 7.2% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.57 USD
9%
Chicago
3.26 USD
Milk is 8.7% 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
12.52 USD
4%
Chicago
12.02 USD
movie theater is 4.1% cheaper in Chicago than San Diego
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