| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago San Diego | Outbound 05/16/26 direct AS1466 04h 37min | Return 05/29/26 direct AS1493 04h 11min |  Alaska Airlines |  | ? | $202 | |
| Chicago San Diego | Outbound 04/03/26 2 Stopovers (IWD, MSP) KG3912, KG5115, SY0407 08h 53min | Return 04/16/26 1 Stopover (MSP) SY0408, SY0261 22h 18min |   Key Lime Air, Sun Country Airlines |  | $414 | ||
| Chicago San Diego | Outbound 05/16/26 direct AS1466 04h 37min | Return 05/29/26 direct AS1493 04h 11min | Alaska Airlines |  | $221 | ||
| Chicago San Diego | Outbound 05/16/26 direct AS1466 04h 37min | Return 05/29/26 direct AS1493 04h 11min | Alaska Airlines |  | ? | $225 | |
| Chicago San Diego | Outbound 03/28/26 1 Stopover (DEN) F91483, F94989 08h 08min | Return 04/25/26 direct AS1478 04h 10min |  Frontier Airlines | | ? | $237 | |
| Chicago San Diego | Outbound 05/16/26 direct AS1466 04h 37min | Return 05/29/26 direct AS1495 04h 17min | Alaska Airlines |  | ? | $238 | |
| Chicago San Diego | Outbound 05/16/26 direct AS1466 04h 37min | Return 05/29/26 direct AS1478 04h 16min | Alaska Airlines |  | ? | $239 | |
| Chicago San Diego | Outbound 04/03/26 direct AS1466 04h 20min | Return 04/16/26 direct AS1493 04h 10min | Alaska Airlines | | ? | $263 | |
| Chicago San Diego | Outbound 04/03/26 direct HA7470 04h 25min | Return 04/16/26 direct HA7072 03h 54min |  Hawaiian Airlines | | ? | $280 | |
| Chicago San Diego | Outbound 03/28/26 1 Stopover (LAS) F93647, F91469 22h 43min | Return 04/25/26 direct AS1478 04h 10min | Frontier Airlines | | ? | $289 |
Stops
- Direct flight
Airline
- Alaska Airlines
- Frontier Airlines
- American Airlines
- Hawaiian Airlines
- United 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 | $ 201,80 |
|---|---|
| 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 $ 100
- Flight Chicago - Las Vegas from $ 161
- Flight Chicago - Los Angeles from $ 180
- Flight Chicago - Miami from $ 135
- Flight Chicago - San Francisco from $ 273
- Flight Chicago - Tampa from $ 165
- Flight Chicago - Denver from $ 199
- Flight Chicago - Orlando from $ 119
- Flight Chicago - New Orleans from $ 160
- Flight Chicago - Boston from $ 193
Alternative flights to San Diego
- Flight New York - San Diego from $ 225
- Flight Las Vegas - San Diego from $ 148
- Flight San Francisco - San Diego from $ 155
- Flight Austin - San Diego from $ 166
- Flight Seattle-Tacoma - San Diego from $ 243
- Flight San Jose - San Diego from $ 187
- Flight Denver - San Diego from $ 43
- Flight New York - San Diego from $ 225
- Flight Boston - San Diego from $ 287
- Flight Detroit - San Diego from $ 300
Flight destinations with a similar price
- Flight San Diego - Frankfurt from $ 562
- Flight San Diego - Toronto from $ 256
- Flight San Diego - Berlin from $ 385
- Flight San Diego - Munich from $ 588
- Flight San Diego - Istanbul from $ 646
Flight destinations with a similar price
- Flight Chicago - Denver from $ 199
- Flight Chicago - Boston from $ 193
- Flight Chicago - Washington-DC from $ 215
- Flight Chicago - Louisville from $ 203
- Flight Chicago - Appleton from $ 207