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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
225 USD for flights from San Diego to Chicago leaving on 10/1/2016 and returning on 11/4/2016
Low 80 USD
225 USD
High 421 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.
San Diego to Chicago flights are currently cheapest between October and November.
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 42 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 52 minutes.
Direct flights available: 307 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
Aug 1 - Aug 3
210 USD
TripstaUS
SAN SAN
4h 15min
Direct
CHI CHI
CHI CHI
4h 24min
Direct
SAN SAN
Return trip
Jul 28 - Aug 4
212 USD
Orbitz
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Jul 29 - Jul 31
316 USD
Orbitz
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
Aug 1 - Aug 3
210 USD
TripstaUS
SAN SAN
4h 15min
Direct
CHI CHI
CHI CHI
4h 24min
Direct
SAN SAN
Return trip
Aug 4 - Aug 7
235 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Jul 29 - Aug 1
258 USD
TripstaUS
SAN SAN
7h 53min
Direct
CHI CHI
CHI CHI
7h 12min
1 stop
SAN SAN

Go for less - experience more

Cheap flights from San Diego to Chicago
Return trip
Aug 10 - Aug 15
205 USD
EDreamsUS
SAN SAN
4h 9min
Direct
CHI CHI
CHI CHI
4h 12min
Direct
SAN SAN
Return trip
Aug 11 - Aug 14
222 USD
TripstaUS
SAN SAN
7h 45min
Direct
CHI CHI
CHI CHI
6h 59min
1 stop
SAN SAN
Return trip
Aug 10 - Aug 13
299 USD
AirticketsUS
SAN SAN
4h 0min
Direct
CHI CHI
CHI CHI
8h 45min
1 stop
SAN SAN

Coming or going?

Cheap flights from Chicago to San Diego
Return trip
Jul 27 - Jul 30
197 USD
ExploreTrip
CHI CHI
9h 44min
1 stop
SAN SAN
SAN SAN
4h 15min
Direct
CHI CHI
Return trip
Jul 27 - Jul 28
209 USD
TripstaUS
CHI CHI
4h 23min
Direct
SAN SAN
SAN SAN
4h 15min
Direct
CHI CHI
Return trip
Jul 27 - Aug 3
263 USD
OneTravel
CHI CHI
4h 12min
Direct
SAN SAN
SAN SAN
4h 9min
Direct
CHI CHI

Weather forecast for Chicago

Going soon? Be prepared for the weather in Chicago.

Wednesday, Wednesday, July 27, 2016

28°C
21°C

Thursday, Thursday, July 28, 2016

26°C
20°C

Friday, Friday, July 29, 2016

26°C
20°C

Saturday, Saturday, July 30, 2016

27°C
20°C

Sunday, Sunday, July 31, 2016

26°C
21°C

Monday, Monday, August 1, 2016

30°C
22°C

Tuesday, Tuesday, August 2, 2016

29°C
21°C

Wednesday, Wednesday, August 3, 2016

34°C
24°C

Thursday, Thursday, August 4, 2016

29°C
23°C

Friday, Friday, August 5, 2016

26°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
3.82 USD
-3%
Chicago
3.92 USD
Cappuccino is 2.6% more expensive in Chicago than San Diego
MEAL
Inexpensive
San Diego
13.97 USD
-7%
Chicago
14.97 USD
Meal is 7.1% more expensive in Chicago than San Diego
MILK
1 liter
San Diego
3.56 USD
10%
Chicago
3.22 USD
Milk is 9.6% cheaper in Chicago than San Diego
BUS
One-way ticket
San Diego
2.49 USD
10%
Chicago
2.25 USD
Bus is 9.7% cheaper in Chicago than San Diego
MOVIE THEATER
1 ticket
San Diego
12.47 USD
4%
Chicago
11.98 USD
movie theater is 4% cheaper in Chicago than San Diego
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