Cheap Flights from Chicago, IL to San Diego, CA from $90
Return flight: San Diego – Chicago
On Cheapflightsplus.com you will find 8 direct and 95 connecting flights from Chicago to San Diego. You can compare airfare deals from 7 airlines and multiple travel sites from $90, 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: $90 (one-way), $154 (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 $90. The fastest direct flight takes 4h 12m and the fastest connecting – 6h 7m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $90 | 13:56 Chicago O'Hare International | 16:08 San Diego San Diego | 4h 12m | Frontier Airlines | F91855 |
| from $157 | 20:20 Chicago O'Hare International | 22:44 San Diego San Diego | 4h 24m | United Airlines | UA1842 |
| from $205 | 21:04 Chicago O'Hare International | 23:26 San Diego San Diego | 4h 22m | Alaska Airlines | AS4345 |
| from $241 | 07:14 Chicago O'Hare International | 09:28 San Diego San Diego | 4h 14m | Alaska Airlines | AS4232 |
| from $347 | 07:11 Chicago O'Hare International | 09:34 San Diego San Diego | 4h 23m | United Airlines | UA264 |
| from $95 | 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 $97 | 11:50 Chicago O'Hare International | 23:29 San Diego San Diego | 13h 39m layover 8h 25m - Las Vegas | Spirit Airlines | NK2620 NK2390 |
| from $114 | 14:44 Chicago Midway | 09:52+1 день San Diego San Diego | 21h 8m layover 15h 46m - Denver | Frontier Airlines | F92209 F92817 |
| from $170 | 11:32 Chicago O'Hare International | 17:01 San Diego San Diego | 7h 29m layover 2h 6m - Minneapolis | Sun Country Airlines | SY260 SY407 |
| from $131 | 16:58 Chicago O'Hare International | 23:29+1 день San Diego San Diego | 32h 31m layover 2h 51m - Los Angeles 22h 40m - Las Vegas | Spirit Airlines | NK2544 NK2509 NK2390 |
| from $132 | 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 $132 | 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 $132 | 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 $132 | 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 $132 | 19:03 Chicago O'Hare International | 23:06+1 день San Diego San Diego | 30h 3m layover 8h 26m - Los Angeles 14h 37m - Las Vegas | Spirit Airlines | NK1117 NK1658 NK1152 |
| from $134 | 19:03 Chicago O'Hare International | 09:55+1 день San Diego San Diego | 16h 52m layover 8h 26m - Los Angeles 1h 25m - Las Vegas | Spirit Airlines | NK1117 NK1658 NK1154 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on August 27, 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
UA2237
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$177 |
|
|
07:11 — 09:34
|
07:11 — 09:34
UA264
United Airlines
Chicago — San Diego
|
4h 23m |
Find flight
from$347 |
|
|
07:14 — 09:28
|
07:14 — 09:28
AS4232
Alaska Airlines
Chicago — San Diego
|
4h 14m |
Find flight
from$241 |
|
|
10:05 — 12:22
|
10:05 — 12:22
AS6057
Alaska Airlines
Chicago — San Diego
|
4h 17m |
Find flight
from$241 |
|
|
11:44 — 13:58
|
11:44 — 13:58
AS6492
Alaska Airlines
Chicago — San Diego
|
4h 14m |
Find flight
from$242 |
|
|
13:56 — 16:08
|
13:56 — 16:08
F91855
Frontier Airlines
Chicago — San Diego
|
4h 12m |
Find flight
from$90 |
|
|
20:20 — 22:44
|
20:20 — 22:44
UA1842
United Airlines
Chicago — San Diego
|
4h 24m |
Find flight
from$157 |
|
|
21:04 — 23:26
|
21:04 — 23:26
AS4345
Alaska Airlines
Chicago — San Diego
|
4h 22m |
Find flight
from$205 |
|
|
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$191 |
|
|
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$247 |
|
|
08:52 — 14:54
|
08:52 — 11:55
UA2277
United Airlines
Chicago — Washington D.C.
45m stop
12:40 — 14:54
UA2710
United Airlines
Washington D.C. — San Diego
|
8h 2m including layover |
Find flight
from$252 |
|
|
11:32 — 17:01
|
18:15 — 19:55
SY260
Sun Country Airlines
Chicago — Minneapolis
2h 6m stop
15:18 — 17:01
SY407
Sun Country Airlines
Minneapolis — San Diego
|
7h 29m including layover |
Find flight
from$170 |
|
|
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$97 |
|
|
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$247 |
|
|
12:46 — 18:20
|
12:48 — 15:35
UA1878
United Airlines
Chicago — San Francisco
1h 12m stop
16:45 — 18:25
UA1434
United Airlines
San Francisco — San Diego
|
7h 34m including layover |
Find flight
from$235 |
|
|
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$114 |
|
|
14:44 — 19:37
|
14:44 — 16:36
F92209
Frontier Airlines
Chicago — Denver
1h 32m stop
18:08 — 19:37
F94989
Frontier Airlines
Denver — San Diego
|
6h 53m including layover |
Find flight
from$199 |
|
|
18:02 — 22:58
|
18:02 — 20:47
F92999
Frontier Airlines
Chicago — Dallas
58m stop
21:45 — 22:58
F91425
Frontier Airlines
Dallas — San Diego
|
6h 56m including layover |
Find flight
from$192 |
|
|
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$95 |
|
|
22:15 — 18:26
+1 day
|
21:02 — 23:07
NK2179
Spirit Airlines
Chicago — Las Vegas
16h 50m stop
16:43 — 18:03
NK2295
Spirit Airlines
Las Vegas — San Diego
|
22h 11m including layover |
Find flight
from$102 |
|
|
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$132 |
|
|
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$132 |
|
|
07:42 — 18:26
+1 day
|
07:42 — 10:09
NK2544
Spirit Airlines
Chicago — Los Angeles
8h 43m stop
18:52 — 20:08
NK2076
Spirit Airlines
Los Angeles — Las Vegas
21h 1m stop
17:09 — 18:26
NK2295
Spirit Airlines
Las Vegas — San Diego
|
36h 44m including layover |
Find flight
from$184 |
|
|
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$132 |
|
|
10:43 — 23:29
|
10:00 — 13:06
NK2708
Spirit Airlines
Chicago — Atlanta
4h 32m stop
17:52 — 19:11
NK2572
Spirit Airlines
Atlanta — Las Vegas
2h 28m stop
22:42 — 23:56
NK2390
Spirit Airlines
Las Vegas — San Diego
|
14h 46m including layover |
Find flight
from$145 |
|
|
10:43 — 07:13
+1 day
|
10:43 — 13:42
NK2708
Spirit Airlines
Chicago — Atlanta
4h 32m stop
18:14 — 19:47
NK2572
Spirit Airlines
Atlanta — Las Vegas
10h 13m stop
06:00 — 07:13
NK2502
Spirit Airlines
Las Vegas — San Diego
|
22h 30m including layover |
Find flight
from$198 |
|
|
13:43 — 23:29
+1 day
|
13:43 — 18:00
NK2193
Spirit Airlines
Chicago — Miami
2h 55m stop
20:55 — 23:29
NK2697
Spirit Airlines
Miami — Las Vegas
22h 46m stop
22:15 — 23:29
NK2390
Spirit Airlines
Las Vegas — San Diego
|
35h 46m including layover |
Find flight
from$172 |
|
|
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$146 |
|
|
16:58 — 23:29
+1 day
|
08:37 — 11:08
NK2544
Spirit Airlines
Chicago — Los Angeles
2h 51m stop
22:10 — 23:28
NK2509
Spirit Airlines
Los Angeles — Las Vegas
22h 40m stop
22:42 — 23:56
NK2390
Spirit Airlines
Las Vegas — San Diego
|
32h 31m including layover |
Find flight
from$131 |
|
|
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$146 |
|
|
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$174 |
|
|
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$132 |
|
|
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$132 |
|
|
21:45 — 18:26
+1 day
|
21:14 — 23:59
NK2274
Spirit Airlines
Chicago — Houston
5h 56m stop
06:36 — 07:46
NK2379
Spirit Airlines
Houston — Las Vegas
9h 28m stop
16:43 — 18:03
NK2295
Spirit Airlines
Las Vegas — San Diego
|
22h 41m including layover |
Find flight
from$254 |
|
*Departure and arrival times - local. Updated on August 27, 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 22:15 from 7 Chicago airports and arrive 05:00 to 22:15 to 11 San Diego airports. Average flight time is 4h 20m.
- The fastest flight 4h 12m
- Average flight time 4h 20m
- The earliest flight 05:00
- The latest flight 22:15
- Distance 1733 ml
The cheapest months to travel to San Diego are june (from 90 $), july (from 95 $), may (from 117 $).
The most expensive months are september (from 191 $), october (from 191 $), august (from 123 $).
What is the lowest airfare Chicago to San Diego?
The cheapest plane ticket found by our users is $90. This airfare is for economy class on one-way F91855 flight by Frontier Airlines for June 29, 2025 which leaves O'Hare International in Chicago at 13:56 am and arrives at San Diego San Diego at 16:08.
Economy class
$90
Business class
?
First class
?
Popular Airlines on the Route
The flight Chicago — San Diego is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 34 departures per week at the price of from $ 157 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 771.
Direct flights
There are 8 nonstop flights on the route. The fastest direct flight is F91855 by Frontier Airlines takes 4h 12m and the cheapest is F91855 by Frontier Airlines for $90.
- from $157Find
- AS - Alaska Airlinesfrom $205Find
- F9 - Frontier Airlinesfrom $90Find
See more direct flights
Connecting Flights
There are 95 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is F91855 by Frontier Airlines for $95.
- from $191Find
- AS - Alaska Airlinesfrom $175Find
- F9 - Frontier Airlinesfrom $114Find
- SY - Sun Country Airlinesfrom $170Find
- HA - Hawaiian Airlinesfrom $244Find
- NK - Spirit Airlinesfrom $95Find
- G4 - Allegiant Airfrom $132Find
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 $90Find
- Midway-MDWfrom $114Find
- 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 7 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.
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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.