| 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 | 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 |
Stops
- Direct flight
Airline
- Alaska Airlines
- Frontier Airlines
- Hawaiian Airlines
- United Airlines
- American Airlines
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 | $ 169,97 |
|---|---|
| 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
- Flight Chicago - New York from $ 67
- Flight Chicago - Las Vegas from $ 110
- Flight Chicago - Los Angeles from $ 172
- Flight Chicago - Miami from $ 98
- Flight Chicago - San Francisco from $ 208
- Flight Chicago - Tampa from $ 69
- Flight Chicago - Denver from $ 101
- Flight Chicago - Orlando from $ 130
- Flight Chicago - New Orleans from $ 103
- Flight Chicago - Boston from $ 143
Alternative flights to San Diego
- Flight New York - San Diego from $ 333
- Flight San Francisco - San Diego from $ 70
- Flight Austin - San Diego from $ 70
- Flight Seattle-Tacoma - San Diego from $ 79
- Flight San Jose - San Diego from $ 95
- Flight Denver - San Diego from $ 62
- Flight New York - San Diego from $ 333
- Flight Boston - San Diego from $ 242
- Flight Newark - San Diego from $ 465
- Flight Detroit - San Diego from $ 219
Flight destinations with a similar price
- Flight San Diego - Dusseldorf from $ 620
- Flight San Diego - Munich from $ 573
- Flight San Diego - Frankfurt from $ 587
Flight destinations with a similar price
- Flight Chicago - Los Angeles from $ 172
- Flight Chicago - Atlanta from $ 181
- Flight Chicago - Seattle-Tacoma from $ 176
- Flight Chicago - Phoenix - Sky Harbor from $ 164