Cheap Flights from Chicago, IL to San Diego, CA from $136
Return flight: San Diego – Chicago
On Cheapflightsplus.com you will find 4 direct and 45 connecting flights from Chicago to San Diego. You can compare airfare deals from 5 airlines and multiple travel sites from $136, 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
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $136 (one-way), $233 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Chicago to San Diego Today
Take a look at the list of non stop flights and flights with layovers from Chicago to San Diego with the lowest price of $136. The fastest direct flight takes 4h 14m and the fastest connecting – 6h 7m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $172 | 20:20 Chicago O'Hare International | 22:44 San Diego San Diego | 4h 24m | United Airlines | UA1842 |
| from $249 | 07:14 Chicago O'Hare International | 09:28 San Diego San Diego | 4h 14m | Alaska Airlines | AS4232 |
| from $358 | 07:11 Chicago O'Hare International | 09:34 San Diego San Diego | 4h 23m | United Airlines | UA264 |
| from $184 | 19:18 Chicago O'Hare International | 09:02+1 день San Diego San Diego | 15h 44m layover 9h 14m - San Francisco | Alaska Airlines | AS597 AS912 |
| from $197 | 05:00 Chicago O'Hare International | 09:09 San Diego San Diego | 6h 9m layover 1h 2m - Denver | United Airlines | UA2666 UA2309 |
| from $208 | 14:40 Chicago O'Hare International | 20:16 San Diego San Diego | 7h 36m layover 1h 24m - San Francisco | United Airlines | UA1577 UA2633 |
| from $229 | 06:00 Chicago O'Hare International | 10:52 San Diego San Diego | 6h 52m layover 0h 40m - Houston | United Airlines | UA468 UA2491 |
| from $136 | 19:03 Chicago O'Hare International | 17:55+1 день San Diego San Diego | 24h 52m layover 8h 26m - Los Angeles 9h 23m - Las Vegas | Spirit Airlines | NK1117 NK1658 NK1150 |
| from $136 | 06:40 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 29h 15m layover 7h 42m - Los Angeles 14h 37m - Las Vegas | Spirit Airlines | NK1104 NK1550 NK1154 |
| from $136 | 06:40 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 29h 15m layover 12h 0m - Los Angeles 10h 14m - Las Vegas | Spirit Airlines | NK1104 NK1052 NK1154 |
| from $151 | 17:49 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 18h 6m layover 0h 59m - New Orleans 9h 31m - Las Vegas | Spirit Airlines | NK2168 NK1282 NK1154 |
| from $151 | 16:37 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 19h 18m layover 3h 49m - Nashville 8h 41m - Las Vegas | Spirit Airlines | NK1184 NK1772 NK1154 |
| from $179 | 11:21 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 24h 34m layover 8h 54m - Dallas 8h 53m - Las Vegas | Spirit Airlines | NK1633 NK1381 NK1154 |
| from $179 | 18:19 Chicago O'Hare International | 17:55+1 день San Diego San Diego | 25h 36m layover 12h 31m - Minneapolis 6h 47m - Las Vegas | Sun Country Airlines | SY260 SY103 NK1150 |
| from $185 | 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 |
| from $193 | 16:36 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 19h 19m layover 1h 5m - Orlando 9h 11m - Las Vegas | Spirit Airlines | NK1370 NK1371 NK1154 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 31, 2025
Flight Schedule Chicago (Illinois) to San Diego (California)
Full flight schedule will help you in detecting at what time planes fly from Chicago to San Diego. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
07:11 — 09:34
|
07:11 — 09:34
UA264
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$358 |
|
|
07:14 — 09:28
|
07:14 — 09:28
AS4232
Alaska Airlines
Chicago — San Diego
|
4h 14m |
Find flight
from$249 |
|
|
10:05 — 12:22
|
10:05 — 12:22
AS6057
Alaska Airlines
Chicago — San Diego
|
4h 17m |
Find flight
from$249 |
|
|
20:20 — 22:44
|
20:20 — 22:44
UA1842
United Airlines
Chicago — San Diego
|
4h 24m |
Find flight
from$172 |
|
|
05:00 — 09:09
|
05:02 — 06:45
UA2666
United Airlines
Chicago — Denver
1h 2m stop
07:50 — 09:14
UA2309
United Airlines
Denver — San Diego
|
6h 9m including layover |
Find flight
from$197 |
|
|
07:10 — 14:11
|
07:10 — 10:04
UA2105
United Airlines
Chicago — Houston
2h 46m stop
12:50 — 14:11
UA2486
United Airlines
Houston — San Diego
|
9h 1m including layover |
Find flight
from$246 |
|
|
08:45 — 12:52
|
08:45 — 10:35
UA1599
United Airlines
Chicago — Denver
53m stop
11:28 — 12:52
UA2412
United Airlines
Denver — San Diego
|
6h 7m including layover |
Find flight
from$256 |
|
|
08:50 — 15:06
|
08:50 — 11:29
UA1387
United Airlines
Chicago — San Francisco
1h 56m stop
13:25 — 15:06
UA1259
United Airlines
San Francisco — San Diego
|
8h 16m including layover |
Find flight
from$298 |
|
|
12:45 — 20:01
|
12:45 — 15:40
UA2657
United Airlines
Chicago — Houston
3h stop
18:50 — 20:11
UA743
United Airlines
Houston — San Diego
|
9h 16m including layover |
Find flight
from$256 |
|
|
12:45 — 17:39
|
12:45 — 15:37
UA2657
United Airlines
Chicago — Houston
40m stop
16:35 — 17:59
UA2399
United Airlines
Houston — San Diego
|
6h 54m including layover |
Find flight
from$263 |
|
|
13:03 — 21:47
|
13:03 — 15:42
AS891
Alaska Airlines
Chicago — Seattle
3h 13m stop
18:55 — 21:47
AS939
Alaska Airlines
Seattle — San Diego
|
10h 44m including layover |
Find flight
from$211 |
|
|
13:04 — 17:32
|
13:04 — 14:46
UA622
United Airlines
Chicago — Denver
1h 22m stop
16:08 — 17:32
UA1281
United Airlines
Denver — San Diego
|
6h 28m including layover |
Find flight
from$242 |
|
|
14:35 — 20:38
|
14:33 — 16:26
UA503
United Airlines
Chicago — Denver
2h 47m stop
19:50 — 21:14
UA540
United Airlines
Denver — San Diego
|
8h 3m including layover |
Find flight
from$242 |
|
|
14:40 — 20:16
|
14:33 — 17:23
UA1577
United Airlines
Chicago — San Francisco
1h 24m stop
18:55 — 20:36
UA2633
United Airlines
San Francisco — San Diego
|
7h 36m including layover |
Find flight
from$208 |
|
|
21:40 — 07:42
+1 day
|
21:40 — 00:30
UA2106
United Airlines
Chicago — San Francisco
5h 30m stop
06:00 — 07:42
HA7014
Hawaiian Airlines
San Francisco — San Diego
|
12h 2m including layover |
Find flight
from$723 |
|
|
05:51 — 23:06
|
05:51 — 09:00
NK1176
Spirit Airlines
Chicago — Newark
8h 58m stop
17:58 — 20:31
NK1386
Spirit Airlines
Newark — Las Vegas
1h 21m stop
21:52 — 23:06
NK1152
Spirit Airlines
Las Vegas — San Diego
|
19h 15m including layover |
Find flight
from$724 |
|
|
06:40 — 09:55
+1 day
|
06:40 — 09:08
NK1104
Spirit Airlines
Chicago — Los Angeles
7h 42m stop
16:46 — 18:03
NK1550
Spirit Airlines
Los Angeles — Las Vegas
14h 37m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
29h 15m including layover |
Find flight
from$136 |
|
|
06:40 — 09:55
+1 day
|
06:40 — 09:08
NK1104
Spirit Airlines
Chicago — Los Angeles
12h stop
21:08 — 22:26
NK1052
Spirit Airlines
Los Angeles — Las Vegas
10h 14m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
29h 15m including layover |
Find flight
from$136 |
|
|
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$185 |
|
|
10:00 — 09:55
+1 day
|
10:00 — 13:44
NK1113
Spirit Airlines
Chicago — Orlando
7h 44m stop
21:28 — 23:29
NK1371
Spirit Airlines
Orlando — Las Vegas
9h 11m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
25h 55m including layover |
Find flight
from$464 |
|
|
11:21 — 09:55
+1 day
|
11:21 — 13:51
NK1633
Spirit Airlines
Chicago — Dallas
8h 54m stop
22:26 — 23:28
NK1381
Spirit Airlines
Dallas — Las Vegas
8h 53m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
24h 34m including layover |
Find flight
from$179 |
|
|
16:36 — 09:55
+1 day
|
16:36 — 20:23
NK1370
Spirit Airlines
Chicago — Orlando
1h 5m stop
21:28 — 23:37
NK1371
Spirit Airlines
Orlando — Las Vegas
9h 11m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
19h 19m including layover |
Find flight
from$193 |
|
|
16:37 — 09:55
+1 day
|
15:36 — 17:05
NK1184
Spirit Airlines
Chicago — Nashville
3h 49m stop
21:44 — 23:54
NK1772
Spirit Airlines
Nashville — Las Vegas
8h 41m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
19h 18m including layover |
Find flight
from$151 |
|
|
17:49 — 09:55
+1 day
|
16:26 — 18:47
NK2168
Spirit Airlines
Chicago — New Orleans
59m stop
20:09 — 22:07
NK1282
Spirit Airlines
New Orleans — Las Vegas
9h 31m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
18h 6m including layover |
Find flight
from$151 |
|
|
17:49 — 17:55
+1 day
|
17:49 — 20:10
NK2168
Spirit Airlines
Chicago — New Orleans
59m stop
21:09 — 23:09
NK1282
Spirit Airlines
New Orleans — Las Vegas
17h 29m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
26h 6m including layover |
Find flight
from$442 |
|
|
18:19 — 17:55
+1 day
|
18:15 — 19:55
SY260
Sun Country Airlines
Chicago — Minneapolis
12h 31m stop
08:30 — 09:51
SY103
Sun Country Airlines
Minneapolis — Las Vegas
6h 47m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
25h 36m including layover |
Find flight
from$179 |
|
|
18:19 — 23:06
+1 day
|
18:19 — 19:59
SY260
Sun Country Airlines
Chicago — Minneapolis
12h 31m stop
08:30 — 09:51
SY103
Sun Country Airlines
Minneapolis — Las Vegas
12h 1m stop
21:52 — 23:06
NK1152
Spirit Airlines
Las Vegas — San Diego
|
30h 47m including layover |
Find flight
from$427 |
|
|
19:03 — 17:55
+1 day
|
18:22 — 20:55
NK1117
Spirit Airlines
Chicago — Los Angeles
8h 26m stop
06:40 — 07:55
NK1658
Spirit Airlines
Los Angeles — Las Vegas
9h 23m stop
16:38 — 17:55
NK1150
Spirit Airlines
Las Vegas — San Diego
|
24h 52m including layover |
Find flight
from$136 |
|
|
19:03 — 23:06
+1 day
|
18:22 — 20:55
NK1117
Spirit Airlines
Chicago — Los Angeles
8h 26m stop
06:40 — 07:55
NK1658
Spirit Airlines
Los Angeles — Las Vegas
14h 37m stop
21:46 — 23:00
NK1152
Spirit Airlines
Las Vegas — San Diego
|
30h 3m including layover |
Find flight
from$136 |
|
|
21:10 — 09:55
+1 day
|
21:10 — 23:59
NK1180
Spirit Airlines
Chicago — Houston
6h 15m stop
06:14 — 07:26
NK1139
Spirit Airlines
Houston — Las Vegas
1h 14m stop
08:40 — 09:55
NK1154
Spirit Airlines
Las Vegas — San Diego
|
14h 45m including layover |
Find flight
from$446 |
|
*Departure and arrival times - local. Updated on July 31, 2025
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 21:40 from 7 Chicago airports and arrive 05:00 to 21:40 to 11 San Diego airports. Average flight time is 4h 20m.
- The fastest flight 4h 14m
- Average flight time 4h 20m
- The earliest flight 05:00
- The latest flight 21:40
- Distance 1733 ml
The cheapest months to travel to San Diego are july (from 136 $), june (from 162 $), august (from 172 $).
The most expensive months are may (from 208 $), september (from 197 $), october (from 197 $).
What is the lowest airfare Chicago to San Diego?
The cheapest plane ticket found by our users is $136. This airfare is for economy class on one-way NK1104 flight by Spirit Airlines for July 21, 2025 which leaves O'Hare International in Chicago at 06:40 am and arrives at San Diego San Diego at 09:55.
Economy class
$136
Business class
?
First class
?
Popular Airlines on the Route
The flight Chicago — San Diego is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by United Airlines - 23 departures per week at the price of from $ 172 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 724.
Direct flights
There are 4 nonstop flights on the route. The fastest direct flight is AS4232 by Alaska Airlines takes 4h 14m and the cheapest is NK1104 by Spirit Airlines for $172.
- from $172Find
- AS - Alaska Airlinesfrom $249Find
See more direct flights
Connecting Flights
There are 45 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is NK1104 by Spirit Airlines for $136.
- from $197Find
- AS - Alaska Airlinesfrom $184Find
- SY - Sun Country Airlinesfrom $179Find
- NK - Spirit Airlinesfrom $136Find
- G4 - Allegiant Airfrom $185Find
See more connecting flights
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 $136Find
- Midway-MDWfrom $185Find
- 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 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Chicago
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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.
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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.