Cheap Flights from Chicago, IL to San Diego, CA from $71
On Cheapflightsplus.com you will find 22 direct and 261 connecting flights from Chicago to San Diego. You can compare airfare deals from 8 airlines and multiple travel sites from $71, book and save on cheap plane tickets and last minute offers. Also check out CHI-SAN flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Chicago to San Diego Flight Deals
Best Flights from Chicago to San Diego Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $73 | 13:56 Chicago O'Hare International | 16:08 San Diego San Diego | 4h 12m | Frontier Airlines | F91855 |
from $93 | 08:20 Chicago O'Hare International | 11:20 San Diego San Diego | 5h 0m | Hawaiian Airlines | HA6158 |
from $96 | 08:20 Chicago O'Hare International | 11:20 San Diego San Diego | 5h 0m | Alaska Airlines | AS1205 |
from $127 | 07:10 Chicago O'Hare International | 09:30 San Diego San Diego | 4h 20m | United Airlines | UA542 |
from $180 | 07:11 Chicago O'Hare International | 09:34 San Diego San Diego | 4h 23m | United Airlines | UA1610 |
from $186 | 07:10 Chicago O'Hare International | 09:24 San Diego San Diego | 4h 14m | Alaska Airlines | AS4232 |
from $304 | 17:49 Chicago O'Hare International | 20:03 San Diego San Diego | 4h 14m | Alaska Airlines | AS4231 |
from $71 | 06:25 Chicago Midway | 11:55 San Diego San Diego | 7h 30m layover 2h 10m - Las Vegas | Frontier Airlines | F92329 F91469 |
from $71 | 06:00 Chicago O'Hare International | 17:20 San Diego San Diego | 13h 20m layover 7h 46m - Denver | Frontier Airlines | F91483 F94989 |
from $71 | 22:02 Chicago O'Hare International | 11:56+1 день San Diego San Diego | 15h 54m layover 10h 27m - Las Vegas | Frontier Airlines | F92145 F91469 |
from $73 | 22:15 Chicago O'Hare International | 07:13+1 день San Diego San Diego | 10h 58m layover 5h 41m - Las Vegas | Spirit Airlines | NK2179 NK2502 |
from $81 | 06:00 Chicago O'Hare International | 10:45 San Diego San Diego | 6h 45m layover 1h 36m - Las Vegas | Spirit Airlines | NK183 NK1475 |
from $81 | 06:00 Chicago O'Hare International | 14:11 San Diego San Diego | 10h 11m layover 5h 2m - Las Vegas | Spirit Airlines | NK183 NK3791 |
from $84 | 15:51 Chicago O'Hare International | 20:30 San Diego San Diego | 6h 39m layover 1h 22m - Las Vegas | Spirit Airlines | NK1270 NK1150 |
from $99 | 08:00 Chicago O'Hare International | 08:14+1 день San Diego San Diego | 26h 14m layover 10h 4m - Los Angeles 9h 7m - Las Vegas | Spirit Airlines | NK3016 NK473 NK1496 |
from $102 | 09:12 Chicago Midway | 09:55+1 день San Diego San Diego | 26h 43m layover 9h 45m - Fort Walton Beach 9h 4m - Las Vegas | Allegiant Air | G43081 G4126 NK1154 |
Flight Schedule Chicago (Illinois) to San Diego (California)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
07:10 — 09:30
|
07:10 — 09:30
UA542
United Airlines
Chicago — San Diego
|
4h 20m |
Find flight
from$127 |
|
07:10 — 09:24
|
07:10 — 09:24
AS4232
Alaska Airlines
Chicago — San Diego
|
4h 14m |
Find flight
from$186 |
|
07:11 — 09:34
|
07:11 — 09:34
UA2071
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$129 |
|
07:11 — 09:34
|
07:11 — 09:34
UA2237
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$136 |
|
07:11 — 09:34
|
07:11 — 09:34
UA1610
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$180 |
|
08:20 — 11:20
|
08:20 — 11:20
HA6158
Hawaiian Airlines
Chicago — San Diego
|
5h |
Find flight
from$93 |
|
08:20 — 11:20
|
08:20 — 11:20
AS1205
Alaska Airlines
Chicago — San Diego
|
5h |
Find flight
from$96 |
|
09:13 — 11:40
|
09:13 — 11:40
UA660
United Airlines
Chicago — San Diego
|
4h 27m |
Find flight
from$127 |
|
10:05 — 12:22
|
10:05 — 12:22
AS6057
Alaska Airlines
Chicago — San Diego
|
4h 17m |
Find flight
from$186 |
|
10:38 — 12:56
|
10:38 — 12:56
AS4021
Alaska Airlines
Chicago — San Diego
|
4h 18m |
Find flight
from$186 |
|
11:45 — 14:00
|
11:45 — 14:00
AS4010
Alaska Airlines
Chicago — San Diego
|
4h 15m |
Find flight
from$186 |
|
11:47 — 14:02
|
11:47 — 14:02
AS4762
Alaska Airlines
Chicago — San Diego
|
4h 15m |
Find flight
from$186 |
|
13:30 — 15:50
|
13:30 — 15:50
UA2683
United Airlines
Chicago — San Diego
|
4h 20m |
Find flight
from$127 |
|
13:56 — 16:08
|
13:56 — 16:08
F91855
Frontier Airlines
Chicago — San Diego
|
4h 12m |
Find flight
from$73 |
|
15:50 — 18:50
|
15:50 — 18:50
HA6164
Hawaiian Airlines
Chicago — San Diego
|
5h |
Find flight
from$93 |
|
15:50 — 18:50
|
15:50 — 18:50
AS1207
Alaska Airlines
Chicago — San Diego
|
5h |
Find flight
from$96 |
|
16:00 — 18:20
|
16:00 — 18:20
UA2417
United Airlines
Chicago — San Diego
|
4h 20m |
Find flight
from$127 |
|
17:49 — 20:03
|
17:49 — 20:03
AS4231
Alaska Airlines
Chicago — San Diego
|
4h 14m |
Find flight
from$304 |
|
19:35 — 22:02
|
19:35 — 22:02
UA734
United Airlines
Chicago — San Diego
|
4h 27m |
Find flight
from$129 |
|
19:59 — 22:59
|
19:59 — 22:59
HA6165
Hawaiian Airlines
Chicago — San Diego
|
5h |
Find flight
from$93 |
|
19:59 — 22:59
|
19:59 — 22:59
AS1209
Alaska Airlines
Chicago — San Diego
|
5h |
Find flight
from$96 |
|
20:20 — 22:44
|
20:20 — 22:44
UA1842
United Airlines
Chicago — San Diego
|
4h 24m |
Find flight
from$129 |
|
06:00 — 17:20
|
18:48 — 20:32
F91483
Frontier Airlines
Chicago — Denver
7h 46m stop
18:37 — 20:04
F94989
Frontier Airlines
Denver — San Diego
|
13h 20m including layover |
Find flight
from$71 |
|
06:25 — 11:55
|
22:00 — 23:59
F92329
Frontier Airlines
Chicago — Las Vegas
2h 10m stop
08:48 — 10:05
F91469
Frontier Airlines
Las Vegas — San Diego
|
7h 30m including layover |
Find flight
from$71 |
|
07:09 — 17:55
|
07:09 — 09:07
NK1033
Spirit Airlines
Chicago — Las Vegas
7h 31m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
12h 46m including layover |
Find flight
from$84 |
|
07:09 — 09:55
+1 day
|
07:09 — 09:07
NK1033
Spirit Airlines
Chicago — Las Vegas
23h 33m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
28h 46m including layover |
Find flight
from$84 |
|
11:50 — 23:29
|
11:50 — 13:51
NK2620
Spirit Airlines
Chicago — Las Vegas
8h 25m stop
22:42 — 23:56
NK2390
Spirit Airlines
Las Vegas — San Diego
|
13h 39m including layover |
Find flight
from$84 |
|
14:44 — 09:52
+1 day
|
14:44 — 16:33
F92209
Frontier Airlines
Chicago — Denver
15h 46m stop
08:22 — 09:55
F92817
Frontier Airlines
Denver — San Diego
|
21h 8m including layover |
Find flight
from$87 |
|
14:44 — 23:02
|
14:44 — 16:33
F92209
Frontier Airlines
Chicago — Denver
5h 3m stop
22:29 — 23:59
F92711
Frontier Airlines
Denver — San Diego
|
10h 18m including layover |
Find flight
from$94 |
|
15:51 — 20:30
|
15:51 — 17:52
NK1270
Spirit Airlines
Chicago — Las Vegas
1h 22m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
6h 39m including layover |
Find flight
from$84 |
|
15:51 — 23:00
|
15:51 — 17:52
NK1270
Spirit Airlines
Chicago — Las Vegas
3h 54m stop
21:46 — 23:00
NK1152
Spirit Airlines
Las Vegas — San Diego
|
9h 9m including layover |
Find flight
from$84 |
|
19:01 — 23:50
|
19:01 — 20:45
F91227
Frontier Airlines
Chicago — Denver
1h 44m stop
22:29 — 23:50
F92711
Frontier Airlines
Denver — San Diego
|
6h 49m including layover |
Find flight
from$90 |
|
21:56 — 18:10
+1 day
|
21:50 — 00:12
F92145
Frontier Airlines
Chicago — Las Vegas
16h 42m stop
17:01 — 18:26
F91465
Frontier Airlines
Las Vegas — San Diego
|
22h 14m including layover |
Find flight
from$84 |
|
22:02 — 11:56
+1 day
|
19:30 — 21:48
F92145
Frontier Airlines
Chicago — Las Vegas
10h 27m stop
08:48 — 10:05
F91469
Frontier Airlines
Las Vegas — San Diego
|
15h 54m including layover |
Find flight
from$71 |
|
22:15 — 07:13
+1 day
|
21:02 — 23:07
NK2179
Spirit Airlines
Chicago — Las Vegas
5h 41m stop
10:55 — 12:08
NK2502
Spirit Airlines
Las Vegas — San Diego
|
10h 58m including layover |
Find flight
from$73 |
|
09:12 — 09:55
+1 day
|
09:12 — 11:23
G43081
Allegiant Air
Chicago — Fort Walton Beach
9h 45m stop
21:08 — 23:36
G4126
Allegiant Air
Fort Walton Beach — Las Vegas
9h 4m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
26h 43m including layover |
Find flight
from$102 |
|
09:12 — 17:55
+1 day
|
09:12 — 11:23
G43081
Allegiant Air
Chicago — Fort Walton Beach
9h 45m stop
21:08 — 23:36
G4126
Allegiant Air
Fort Walton Beach — Las Vegas
17h 2m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
34h 43m including layover |
Find flight
from$102 |
|
18:22 — 09:55
+1 day
|
18:22 — 20:55
NK1117
Spirit Airlines
Chicago — Los Angeles
9h 45m stop
06:40 — 07:55
NK1658
Spirit Airlines
Los Angeles — Las Vegas
45m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
17h 33m including layover |
Find flight
from$102 |
|
18:22 — 17:55
+1 day
|
18:22 — 20:55
NK1117
Spirit Airlines
Chicago — Los Angeles
9h 45m stop
06:40 — 07:55
NK1658
Spirit Airlines
Los Angeles — Las Vegas
8h 43m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
25h 33m including layover |
Find flight
from$102 |
Flight Information
Below we will explain in detail what the flights cost on the destination from Chicago to San Diego depends on and how to choose the most interesting flight option for you.
Distance between Chicago and San Diego is 2788 miles. Time difference between the cities is 2h. Airplanes depart 05:00 to 22:56 from 7 Chicago airports and arrive 05:00 to 22:56 to 11 San Diego airports. Average flight time is 4h 23m.
- The fastest flight 4h 12m
- Average flight time 4h 23m
- The earliest flight 05:00
- The latest flight 22:56
- Distance 1733 ml
The cheapest months to travel to San Diego are june (from 92 $), february (from 95 $), july (from 98 $).
The most expensive months are november (from 414 $), january (from 373 $), december (from 355 $).
What is the lowest airfare Chicago to San Diego?
The cheapest plane ticket found by our users is $71. This airfare is for economy class on one-way F92329 flight by Frontier Airlines for July 4, 2025 which leaves Midway in Chicago at 06:25 am and arrives at San Diego San Diego at 11:55.
Popular Airlines on the Route
The flight Chicago — San Diego is served by 8 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 87 departures per week at the price of from $ 127 . And the most expensive tickets are offered by TAP Portugal airline - from $ 1129.
Direct flights
There are 22 nonstop flights on the route. The fastest direct flight is F91855 by Frontier Airlines takes 4h 12m and the cheapest is F92329 by Frontier Airlines for $73.
- from $127Find
- AS - Alaska Airlinesfrom $96Find
- F9 - Frontier Airlinesfrom $73Find
- HA - Hawaiian Airlinesfrom $93Find
Connecting Flights
There are 261 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is F92329 by Frontier Airlines for $71.
- from $147Find
- F9 - Frontier Airlinesfrom $71Find
- AS - Alaska Airlinesfrom $104Find
- SY - Sun Country Airlinesfrom $131Find
- HA - Hawaiian Airlinesfrom $98Find
- TP - TAP Portugalfrom $1129Find
- NK - Spirit Airlinesfrom $73Find
- G4 - Allegiant Airfrom $102Find
Airports
You can fly from Chicago to San Diego from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $71Find
- Midway-MDWfrom $71Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
San Diego airports
- San Diego-SANFind
- San Diego Regional-USAFind
- Gillespie Field-SEEFind
- Golden Triangle Reg.-GTRFind
- El Cajon-CJNFind
- Lowndes County-UBSFind
- Miramar NAS-NKXFind
- Montgomery Field-MYFFind
- North Island NAS-NZYFind
- Brown Field Municipal-SDMFind
- AFB-CBMFind
Airplanes
There are flights to San Diego from Chicago by 8 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $60Find
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How to book a plane ticket yourself?

- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.