Flights from Chicago to San Diego

Our cheapest offers for flights from Chicago to San Diego

Here you can compare cheap flights from Chicago (CHI) to San Diego (SAN) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to San Diego. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago
San Diego
Outbound
11/09/25
1 Stopover (DFW)
F93243, F91425
06h 52min
Return
12/07/25
direct
AS1493
03h 57min
Frontier Airlines
$170
Best option
Chicago
San Diego
Outbound
02/13/26
direct
AS1447
04h 25min
Return
02/26/26
direct
AS1493
04h 10min
Alaska Airlines ?
$268
Chicago
San Diego
Please note: transfer for connecting flight
Outbound
11/09/25
1 Stopover (MSP)
SY0262, SY0407
24h 59min
Return
12/07/25
2 Stopovers (MSP, MCO)
SY0408, SY0341, NK2530
25h 16min
Sun Country Airlines
$442
Chicago
San Diego
Outbound
11/09/25
1 Stopover (DFW)
F93243, F91425
06h 52min
Return
12/07/25
direct
AS1493
03h 57min
Frontier Airlines ?
$176
Chicago
San Diego
Outbound
11/09/25
direct
AS1470
04h 25min
Return
12/07/25
1 Stopover (DEN)
F92818, F93172
10h 09min
Alaska Airlines ?
$207
Chicago
San Diego
Outbound
11/09/25
direct
UA2417
04h 30min
Return
12/07/25
direct
UA2677
04h 14min
United Airlines ?
$284
Chicago
San Diego
Outbound
02/13/26
direct
AS1447
04h 25min
Return
02/26/26
direct
AS1493
04h 10min
Alaska Airlines
$292
Chicago
San Diego
Outbound
02/13/26
direct
HA7447
04h 25min
Return
02/26/26
direct
HA7072
03h 54min
Hawaiian Airlines
$297
Chicago
San Diego
Outbound
11/09/25
direct
HA7466
04h 20min
Return
12/07/25
direct
HA7493
03h 57min
Hawaiian Airlines ?
$361
Chicago
San Diego
Outbound
02/13/26
direct
HA7447
04h 25min
Return
02/26/26
direct
AS1493
04h 10min
Hawaiian Airlines ?
$395
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from Chicago to San Diego

Favorite airline: Spirit Airlines
The favorite airline for flights from Chicago to San Diego is Spirit Airlines.
Spirit Airlines
34 %
Alaska Airlines
22 %
United Airlines
22 %
Direct flights are more expensive
On this route, direct flights are $179.00 more expensive than flights with a stopover.
non stop flight
1 stop
04h 15min
14h 15min
352 USD
173 USD
Favourite connection: via Las Vegas
The most popular route is via Las Vegas and is booked by 36 % of all travelers.
Route
bookings
1 stopover Las Vegas - McCarran International Airport, NV
14h 15min, from 173 USD
36 %
Direct flights
04h 15min, from 352 USD
28 %
1 stopover San Francisco International Airport, CA
12h 42min, from 421 USD
15 %

Important flight information

Flight information: Chicago - San Diego

Roundtrip from 169,97 USD
Flight duration min. 04:22 / max. 11:10
Return flight duration min. 03:50/ max. 06:30
Distance 2791 km
Flights per week 110
Departure airport Airport Chicago-IL, all airports (CHI)
Arrival airport Airport San Diego - Lindberg Field International, CA (SAN)
Destination country Flights to United States
Alternative routes to United States
Alternative flights to San Diego
Flight destinations with a similar price
Flight destinations with a similar price