| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option 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 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 02/13/26 direct AS1447 04h 25min | Return 02/26/26 direct AS1493 04h 10min | Alaska Airlines | | ? | $268 | |
| 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 04/03/26 direct AS1470 04h 25min | Return 04/16/26 direct AS1495 03h 54min | Alaska Airlines | | ? | $280 | |
| Chicago San Diego | Outbound 04/03/26 direct AS1466 04h 20min | Return 04/16/26 direct AS1495 03h 54min | Alaska Airlines |  | $287 | ||
| Chicago San Diego | Outbound 04/03/26 direct AS1470 04h 25min | Return 04/16/26 direct AS1493 04h 10min | Alaska Airlines |  | ? | $297 | |
| 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 04/03/26 direct AS1447 04h 25min | Return 04/16/26 direct AS1478 04h 10min | Alaska Airlines |  | ? | $363 | |
| 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
- Hawaiian Airlines
- Frontier 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 | $262.60 |
|---|---|
| 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 $130
- Flight Chicago - Las Vegas from $166
- Flight Chicago - Los Angeles from $90
- Flight Chicago - Miami from $141
- Flight Chicago - San Francisco from $333
- Flight Chicago - Tampa from $278
- Flight Chicago - Denver from $230
- Flight Chicago - Orlando from $250
- Flight Chicago - New Orleans from $232
- Flight Chicago - Boston from $143
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 $243
- Flight Denver - San Diego from $236
- Flight New York - San Diego from $333
- Flight Boston - San Diego from $347
- Flight Detroit - San Diego from $307
- Flight Newark - San Diego from $455
- Flight Dallas - San Diego from $277
Flight destinations with a similar price
- Flight San Diego - Frankfurt from $608
- Flight San Diego - Berlin from $1,377
- Flight San Diego - Munich from $573
- Flight San Diego - Istanbul from $646
Flight destinations with a similar price
- Flight Chicago - Tampa from $278
- Flight Chicago - Orlando from $250
- Flight Chicago - Seattle-Tacoma from $239
- Flight Chicago - Phoenix - Sky Harbor from $283
- Flight Chicago - Charlotte from $248
- Flight Chicago - Portland-Oregon from $239
- Flight Chicago - Philadelphia from $240
- Flight Chicago - Mexico City from $286
- Flight Chicago - Cancun from $270
- Flight Chicago - Guadalajara from $288