| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| 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 02/13/26 2 Stopovers (IWD, MSP) KG3912, KG5115, SY0407 08h 51min | Return 02/26/26 2 Stopovers (MSP, TPA) SY0410, SY0213, NK1146 17h 33min |   Key Lime Air, Sun Country Airlines |  | $683 | ||
| 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 02/13/26 direct HA7447 04h 25min | Return 02/26/26 direct AS1493 04h 10min | Hawaiian Airlines |  | ? | $395 | |
| Chicago San Diego | Outbound 02/13/26 direct HA7470 04h 25min | Return 02/26/26 direct HA7072 03h 54min | Hawaiian Airlines |  | ? | $488 | |
| Chicago San Diego | Outbound 02/13/26 direct AA2131 04h 34min | Return 02/26/26 direct AA2131 04h 05min |  American Airlines |  | ? | $542 | |
| Chicago San Diego | Outbound 02/13/26 2 Stopovers (LAS, DEN) F92145, F93540, F94989 27h 23min | Return 02/26/26 2 Stopovers (DEN, LAS) F94928, F92349, F92146 31h 12min |  Frontier Airlines |  | ? | $618 |
Stops
- Direct flight
Airline
- Hawaiian Airlines
- Alaska Airlines
- Frontier Airlines
- American Airlines
- Key Lime Air
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 | $ 267,60 |
|---|---|
| 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 $ 166
- Flight Chicago - Los Angeles from $ 143
- Flight Chicago - Miami from $ 141
- Flight Chicago - San Francisco from $ 339
- Flight Chicago - Tampa from $ 278
- Flight Chicago - Denver from $ 230
- Flight Chicago - Orlando from $ 250
- Flight Chicago - New Orleans from $ 251
- Flight Chicago - Boston from $ 137
Alternative flights to San Diego
- Flight New York - San Diego from $ 333
- Flight Las Vegas - San Diego from $ 113
- Flight Austin - San Diego from $ 271
- Flight Seattle-Tacoma - San Diego from $ 79
- Flight Denver - San Diego from $ 236
- Flight New York - San Diego from $ 333
- Flight Boston - San Diego from $ 433
- Flight Detroit - San Diego from $ 307
- Flight Newark - San Diego from $ 465
- Flight Dallas - San Diego from $ 277
Flight destinations with a similar price
- Flight San Diego - Frankfurt from $ 608
- Flight San Diego - Munich from $ 573
Flight destinations with a similar price
- Flight Chicago - Tampa from $ 278
- Flight Chicago - Orlando from $ 250
- Flight Chicago - New Orleans from $ 251
- Flight Chicago - Fort Myers from $ 290
- Flight Chicago - Phoenix - Sky Harbor from $ 256
- Flight Chicago - Charlotte from $ 248
- Flight Chicago - Toronto from $ 283
- Flight Chicago - Appleton from $ 244
- Flight Chicago - Mexico City from $ 286
- Flight Chicago - Cancun from $ 270