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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.
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.
San Diego to Chicago flights are currently cheapest between August and September.
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.
momondo users most frequently choose to fly from San Diego to Chicago with either Delta Air Lines, Spirit Airlines or 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.
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.
momondo compares flights to Chicago from San Diego from 37 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: 362 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
May 29 - Jun 5
268 USD
TravelgenioUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
May 29 - Jun 23
273 USD
TravelgenioUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 11min
Direct
SAN SAN
Return trip
May 29 - Jun 1
276 USD
WegoloMX
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN

Go right away

Last minute flights from San Diego to Chicago
Return trip
Jun 3 - Jun 5
138 USD
EDreamsUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
Jun 3 - Jun 6
177 USD
EDreamsUS
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN
Return trip
May 29 - Jun 1
276 USD
WegoloMX
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 18min
Direct
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Jun 14 - Jun 21
264 USD
EDreamsUS
SAN SAN
4h 15min
Direct
CHI CHI
CHI CHI
4h 11min
Direct
SAN SAN
Return trip
Jun 14 - Jun 16
287 USD
OneTravel
SAN SAN
4h 7min
Direct
CHI CHI
CHI CHI
4h 11min
Direct
SAN SAN
Return trip
Jun 11 - Jul 16
296 USD
FlyFarUS
SAN SAN
8h 10min
1 stop
CHI CHI
CHI CHI
5h 39min
1 stop
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
May 30 - May 31
258 USD
Travel2beUS
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 7min
Direct
CHI CHI
Return trip
May 29 - May 31
275 USD
OneTravel
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 7min
Direct
CHI CHI
Return trip
May 30 - Jun 4
291 USD
OneTwoTripUS
CHI CHI
4h 18min
Direct
SAN SAN
SAN SAN
4h 7min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Saturday, Saturday, May 28, 2016

28°C
20°C

Sunday, Sunday, May 29, 2016

26°C
19°C

Monday, Monday, May 30, 2016

27°C
19°C

Tuesday, Tuesday, May 31, 2016

27°C
19°C

Wednesday, Wednesday, June 1, 2016

28°C
19°C

Thursday, Thursday, June 2, 2016

25°C
17°C

Friday, Friday, June 3, 2016

22°C
14°C

Saturday, Saturday, June 4, 2016

22°C
15°C

Sunday, Sunday, June 5, 2016

19°C
16°C

Monday, Monday, June 6, 2016

22°C
12°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
3.79 USD
-4%
Chicago
3.95 USD
Cappuccino is 4.1% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
13 USD
-15%
Chicago
15 USD
Meal is 15% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.53 USD
6%
Chicago
3.31 USD
Milk is 6.3% 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
12.5 USD
4%
Chicago
12.01 USD
movie theater is 3.9% cheaper in Chicago than San Diego
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