Cheap Flights from Chicago, IL to San Diego, CA from $67

One way Round trip

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On Cheapflightsplus.com you will find 15 direct and 265 connecting flights from Chicago to San Diego. You can compare airfare deals from 7 airlines and multiple travel sites from $67, 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: $67 (one-way), $115 (round-trip).

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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 $67. The fastest direct flight takes 4h 18m and the fastest connecting – 6h 3m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $345 Find flight	13:02 Chicago O'Hare International	15:32 San Diego San Diego	4h 30m	United Airlines	UA2683
from $403 Find flight	16:20 Chicago O'Hare International	18:51 San Diego San Diego	4h 31m	United Airlines	UA1631
from $404 Find flight	21:09 Chicago O'Hare International	23:30 San Diego San Diego	4h 21m	Alaska Airlines	AS4762
from $67 Find flight	06:05 Chicago Midway	12:18 San Diego San Diego	8h 13m layover 3h 1m - Denver	Frontier Airlines	F92209 F94927
from $67 Find flight	18:13 Chicago Midway	11:15+1 день San Diego San Diego	19h 2m layover 13h 45m - Denver	Frontier Airlines	F91227 F94927
from $67 Find flight	06:00 Chicago O'Hare International	23:56 San Diego San Diego	19h 56m layover 14h 45m - Denver	Frontier Airlines	F93173 F94927
from $70 Find flight	09:35 Chicago O'Hare International	14:59 San Diego San Diego	7h 24m layover 1h 31m - Dallas	Frontier Airlines	F93143 F91769
from $70 Find flight	12:43 Chicago Midway	19:10 San Diego San Diego	8h 27m layover 2h 45m - Las Vegas	Frontier Airlines	F92329 F91465
from $70 Find flight	16:40 Chicago O'Hare International	23:56 San Diego San Diego	9h 16m layover 3h 59m - Denver	Frontier Airlines	F93173 F92711
from $71 Find flight	06:00 Chicago O'Hare International	18:26 San Diego San Diego	14h 26m layover 9h 14m - Denver	Frontier Airlines	F93173 F94989
from $71 Find flight	16:40 Chicago O'Hare International	07:01+1 день San Diego San Diego	16h 21m layover 11h 0m - Denver	Frontier Airlines	F93173 F92817
from $85 Find flight	16:44 Chicago O'Hare International	23:56 San Diego San Diego	9h 12m layover 3h 55m - Denver	Frontier Airlines	F92003 F92711
from $89 Find flight	15:20 Chicago O'Hare International	20:06 San Diego San Diego	6h 46m layover 1h 18m - Las Vegas	Frontier Airlines	F92145 F91465
from $89 Find flight	14:01 Chicago Midway	20:48 San Diego San Diego	8h 47m layover 3h 15m - Phoenix	Frontier Airlines	F91735 F91571
from $89 Find flight	07:00 Chicago Midway	14:27 San Diego San Diego	9h 27m layover 3h 17m - Dallas	Frontier Airlines	F91887 F91425
from $92 Find flight	13:09 Chicago O'Hare International	18:02 San Diego San Diego	6h 53m layover 1h 30m - Las Vegas	Spirit Airlines	NK188 NK2907

Show all tickets

*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on April 28, 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	Flight Details	Flight Duration	Price
07:10 — 09:45	07:10 — 09:45 UA1382 United Airlines Chicago — San Diego	4h 35m	Find flight from$403
08:50 — 11:28	08:50 — 11:28 UA660 United Airlines Chicago — San Diego	4h 38m	Find flight from$362
08:59 — 11:34	08:59 — 11:34 UA1928 United Airlines Chicago — San Diego	4h 35m	Find flight from$403
09:00 — 11:35	09:00 — 11:35 UA1334 United Airlines Chicago — San Diego	4h 35m	Find flight from$345
10:05 — 12:26	10:05 — 12:26 AS4232 Alaska Airlines Chicago — San Diego	4h 21m	Find flight from$405
13:02 — 15:32	13:02 — 15:32 UA2683 United Airlines Chicago — San Diego	4h 30m	Find flight from$345
16:20 — 18:51	16:20 — 18:51 UA2080 United Airlines Chicago — San Diego	4h 31m	Find flight from$345
16:20 — 19:00	16:20 — 19:00 UA2184 United Airlines Chicago — San Diego	4h 40m	Find flight from$367
16:20 — 18:51	16:20 — 18:51 UA1631 United Airlines Chicago — San Diego	4h 31m	Find flight from$403
16:55 — 19:13	16:55 — 19:13 AS4231 Alaska Airlines Chicago — San Diego	4h 18m	Find flight from$405
19:45 — 22:30	19:45 — 22:30 UA2154 United Airlines Chicago — San Diego	4h 45m	Find flight from$367
19:50 — 22:22	19:50 — 22:22 UA2735 United Airlines Chicago — San Diego	4h 32m	Find flight from$345
19:55 — 22:30	19:55 — 22:30 UA1773 United Airlines Chicago — San Diego	4h 35m	Find flight from$362
20:15 — 22:47	20:15 — 22:47 UA1182 United Airlines Chicago — San Diego	4h 32m	Find flight from$403
21:09 — 23:30	21:09 — 23:30 AS4762 Alaska Airlines Chicago — San Diego	4h 21m	Find flight from$404
06:00 — 23:56	10:57 — 12:46 F93173 Frontier Airlines Chicago — Denver 14h 45m stop 09:45 — 11:15 F94927 Frontier Airlines Denver — San Diego	19h 56m including layover	Find flight from$67
06:05 — 12:18	09:45 — 11:33 F92209 Frontier Airlines Chicago — Denver 3h 1m stop 10:15 — 11:41 F94927 Frontier Airlines Denver — San Diego	8h 13m including layover	Find flight from$67
07:00 — 14:27	07:00 — 09:49 F91887 Frontier Airlines Chicago — Dallas 3h 17m stop 13:06 — 14:27 F91425 Frontier Airlines Dallas — San Diego	9h 27m including layover	Find flight from$89
07:25 — 18:26	07:15 — 09:05 F92209 Frontier Airlines Chicago — Denver 7h 48m stop 22:15 — 23:49 F94989 Frontier Airlines Denver — San Diego	13h 1m including layover	Find flight from$71
08:15 — 12:41	09:45 — 11:33 F92209 Frontier Airlines Chicago — Denver 53m stop 05:35 — 07:05 F92817 Frontier Airlines Denver — San Diego	6h 26m including layover	Find flight from$70
08:15 — 23:52	08:15 — 10:08 F92209 Frontier Airlines Chicago — Denver 12h 7m stop 22:15 — 23:52 F94993 Frontier Airlines Denver — San Diego	17h 37m including layover	Find flight from$72
09:35 — 14:59	09:35 — 12:09 F93143 Frontier Airlines Chicago — Dallas 1h 31m stop 13:40 — 14:59 F91769 Frontier Airlines Dallas — San Diego	7h 24m including layover	Find flight from$70
09:45 — 23:56	09:45 — 11:33 F92209 Frontier Airlines Chicago — Denver 10h 57m stop 22:30 — 23:56 F92711 Frontier Airlines Denver — San Diego	16h 11m including layover	Find flight from$67
11:55 — 16:32	11:55 — 13:31 SY260 Sun Country Airlines Chicago — Minneapolis 1h 9m stop 14:40 — 16:32 SY407 Sun Country Airlines Minneapolis — San Diego	6h 37m including layover	Find flight from$139
12:43 — 19:10	12:43 — 15:07 F92329 Frontier Airlines Chicago — Las Vegas 2h 45m stop 17:52 — 19:10 F91465 Frontier Airlines Las Vegas — San Diego	8h 27m including layover	Find flight from$70
12:57 — 21:36	12:57 — 15:02 NK188 Spirit Airlines Chicago — Las Vegas 5h 19m stop 20:21 — 21:36 NK3791 Spirit Airlines Las Vegas — San Diego	10h 39m including layover	Find flight from$159
13:09 — 18:02	13:09 — 15:14 NK188 Spirit Airlines Chicago — Las Vegas 1h 30m stop 16:44 — 18:02 NK2907 Spirit Airlines Las Vegas — San Diego	6h 53m including layover	Find flight from$92
14:01 — 20:48	14:01 — 17:10 F91735 Frontier Airlines Chicago — Phoenix 3h 15m stop 20:25 — 20:48 F91571 Frontier Airlines Phoenix — San Diego	8h 47m including layover	Find flight from$89
15:20 — 20:06	20:25 — 22:49 F92145 Frontier Airlines Chicago — Las Vegas 1h 18m stop 17:52 — 19:10 F91465 Frontier Airlines Las Vegas — San Diego	6h 46m including layover	Find flight from$89
15:21 — 22:17	15:21 — 17:28 NK2859 Spirit Airlines Chicago — Las Vegas 3h 37m stop 21:05 — 22:17 NK1496 Spirit Airlines Las Vegas — San Diego	8h 56m including layover	Find flight from$127
16:40 — 23:56	10:57 — 12:46 F93173 Frontier Airlines Chicago — Denver 3h 59m stop 22:30 — 23:56 F92711 Frontier Airlines Denver — San Diego	9h 16m including layover	Find flight from$70
16:40 — 07:01 +1 day	12:21 — 14:11 F93173 Frontier Airlines Chicago — Denver 11h stop 05:35 — 07:05 F92817 Frontier Airlines Denver — San Diego	16h 21m including layover	Find flight from$71
18:13 — 11:15 +1 day	18:13 — 20:00 F91227 Frontier Airlines Chicago — Denver 13h 45m stop 09:45 — 11:15 F94927 Frontier Airlines Denver — San Diego	19h 2m including layover	Find flight from$67
18:48 — 06:24 +1 day	16:48 — 18:39 F91483 Frontier Airlines Chicago — Denver 8h 29m stop 11:01 — 12:38 F92817 Frontier Airlines Denver — San Diego	13h 36m including layover	Find flight from$92
19:30 — 10:05 +1 day	19:30 — 21:48 F92145 Frontier Airlines Chicago — Las Vegas 11h stop 08:48 — 10:05 F91469 Frontier Airlines Las Vegas — San Diego	16h 35m including layover	Find flight from$92
20:54 — 07:46 +1 day	20:54 — 23:24 F92881 Frontier Airlines Chicago — Dallas 7h 21m stop 06:45 — 07:46 F91425 Frontier Airlines Dallas — San Diego	12h 52m including layover	Find flight from$92
20:56 — 07:42 +1 day	20:50 — 00:05 F91827 Frontier Airlines Chicago — Phoenix 7h 14m stop 07:25 — 07:42 F92083 Frontier Airlines Phoenix — San Diego	12h 46m including layover	Find flight from$94
21:09 — 07:42 +1 day	21:09 — 00:13 F91735 Frontier Airlines Chicago — Phoenix 7h 12m stop 07:25 — 07:42 F92083 Frontier Airlines Phoenix — San Diego	12h 33m including layover	Find flight from$92
22:00 — 10:05 +1 day	22:00 — 23:59 F92329 Frontier Airlines Chicago — Las Vegas 8h 49m stop 08:48 — 10:05 F91469 Frontier Airlines Las Vegas — San Diego	14h 5m including layover	Find flight from$92
22:13 — 06:40 +1 day	22:13 — 00:21 NK330 Spirit Airlines Chicago — Las Vegas 5h 9m stop 05:30 — 06:40 NK1496 Spirit Airlines Las Vegas — San Diego	10h 27m including layover	Find flight from$92
13:09 — 06:40 +1 day	13:09 — 16:57 NK1146 Spirit Airlines Chicago — Orlando 3h 33m stop 20:30 — 22:41 NK1852 Spirit Airlines Orlando — Las Vegas 6h 49m stop 05:30 — 06:40 NK1496 Spirit Airlines Las Vegas — San Diego	19h 31m including layover	Find flight from$159
17:41 — 06:40 +1 day	13:40 — 17:46 NK1 Spirit Airlines Chicago — Miami 1h 13m stop 20:30 — 23:06 NK777 Spirit Airlines Miami — Las Vegas 3h 53m stop 05:30 — 06:40 NK1496 Spirit Airlines Las Vegas — San Diego	14h 59m including layover	Find flight from$147
19:46 — 12:20 +1 day	19:46 — 23:54 NK158 Spirit Airlines Chicago — Miami 6h 26m stop 06:20 — 08:54 NK866 Spirit Airlines Miami — Las Vegas 2h 8m stop 11:02 — 12:20 NK1475 Spirit Airlines Las Vegas — San Diego	18h 34m including layover	Find flight from$147

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on April 28, 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 05:15 to 22:47 from 7 Chicago airports and arrive 05:15 to 22:47 to 11 San Diego airports. Average flight time is 4h 32m.

The fastest flight 4h 18m
Average flight time 4h 32m
The earliest flight 05:15
The latest flight 22:47
Distance 1733 ml

The cheapest months to travel to San Diego are november (from 67 $), january (from 70 $), december (from 70 $).

The most expensive months are february (from 92 $), december (from 70 $), january (from 70 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $67. This airfare is for economy class on one-way F93173 flight by Frontier Airlines for December 2, 2024 which leaves O'Hare International in Chicago at 06:00 am and arrives at San Diego San Diego at 23:56.

Economy class

$67

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Business class

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First class

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Popular Airlines on the Route

The flight Chicago — San Diego is served by 7 regular airlines and 5 low-cost airlines. Most of the flights on this route are operated by United Airlines - 135 departures per week at the price of from $ 262 . And the most expensive tickets are offered by United Airlines airline - from $ 532.

Direct flights

There are 15 nonstop flights on the route. The fastest direct flight is AS4231 by Alaska Airlines takes 4h 18m and the cheapest is F93173 by Frontier Airlines for $345.

UA - United Airlines

from $345

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AS - Alaska Airlines

from $404

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Connecting Flights

There are 265 flights with layovers on the route. The fastest connecting flight is UA1803 by United Airlines takes 6h 3m and the cheapest is F93173 by Frontier Airlines for $67.

UA - United Airlines

from $262

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AS - Alaska Airlines

from $201

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F9 - Frontier Airlines

from $67

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PD - Porter Airlines

from $485

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SY - Sun Country Airlines

from $139

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NK - Spirit Airlines

from $92

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TS - Air Transat

from $521

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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-ORD

from $67
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Midway-MDW

from $67
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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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San Diego airports

San Diego-SAN

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San Diego Regional-USA

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Gillespie Field-SEE

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Golden Triangle Reg.-GTR

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El Cajon-CJN

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Lowndes County-UBS

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Miramar NAS-NKX

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Montgomery Field-MYF

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North Island NAS-NZY

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Brown Field Municipal-SDM

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AFB-CBM

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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.

Chicago — Las Vegas

from $508

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Chicago — New York

from $74

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Chicago — Atlanta

from $76

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Chicago — Orlando

from $62

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Chicago — Miami

from $66

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Chicago — Dallas

from $70

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Chicago — Houston

from $66

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Chicago — Boston

from $61

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Chicago — Phoenix

from $65

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Chicago — Denver

from $61

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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.

Chicago — London

from $60

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Chicago — Cancun

from $72

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Chicago — Toronto

from $73

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Chicago — Paris

from $61

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Chicago — Rome

from $79

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Chicago — Hyderabad

from $73

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Chicago — Mexico City

from $76

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Chicago — Tokyo

from $60

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Chicago — Dublin

from $59

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Chicago — Mumbai

from $74

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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.
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