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
09/25/25
1 Stopover (DEN)
F91483, F92711
19h 53min
Return
10/05/25
1 Stopover (DEN)
F94990, F93172
24h 56min
Frontier Airlines
$156
Best option
Chicago
San Diego
Outbound
09/25/25
direct
UA0542
04h 20min
Return
10/05/25
direct
UA2624
04h 07min
United Airlines ?
$273
Chicago
San Diego
Pay attention to transfer at 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
09/25/25
1 Stopover (DEN)
F91483, F92711
19h 53min
Return
10/05/25
1 Stopover (DEN)
F94990, F93174
10h 34min
Frontier Airlines ?
$165
Chicago
San Diego
Outbound
09/25/25
1 Stopover (DEN)
F91483, F92817
07h 09min
Return
10/05/25
1 Stopover (DEN)
F94990, F93174
10h 34min
Frontier Airlines
$168
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
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
09/25/25
1 Stopover (DEN)
F91483, F94989
16h 07min
Return
10/05/25
1 Stopover (DEN)
F94990, F93172
24h 56min
Frontier Airlines ?
$177
Chicago
San Diego
Outbound
09/25/25
1 Stopover (DEN)
F91483, F92817
07h 09min
Return
10/05/25
1 Stopover (DEN)
F94990, F93174
10h 34min
Frontier Airlines
$182
Chicago
San Diego
Outbound
09/25/25
1 Stopover (DEN)
F91483, F94989
16h 07min
Return
10/05/25
direct
AS1184
04h 40min
Frontier Airlines
$202
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
$ 173
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
36 %
Direct flights
04h 15min, from $ 352
28 %
1 stopover San Francisco International Airport, CA
12h 42min, from $ 421
15 %

Important flight information

Flight information: Chicago - San Diego

Roundtrip from $ 155,68
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