Cheap Flights from Chicago, IL to San Diego, CA from $68

One way Round trip

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On Cheapflightsplus.com you will find 26 direct and 316 connecting flights from Chicago to San Diego. You can compare airfare deals from 8 airlines and multiple travel sites from $68, 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: $68 (one-way), $117 (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 $68. The fastest direct flight takes 4h 12m and the fastest connecting – 6h 7m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $68 Find flight	13:56 Chicago O'Hare International	16:08 San Diego San Diego	4h 12m	Frontier Airlines	F91855
from $92 Find flight	08:20 Chicago O'Hare International	11:20 San Diego San Diego	5h 0m	Hawaiian Airlines	HA6158
from $94 Find flight	08:20 Chicago O'Hare International	11:20 San Diego San Diego	5h 0m	Alaska Airlines	AS1205
from $119 Find flight	20:20 Chicago O'Hare International	22:44 San Diego San Diego	4h 24m	United Airlines	UA1842
from $150 Find flight	07:15 Chicago O'Hare International	09:38 San Diego San Diego	4h 23m	United Airlines	UA470
from $178 Find flight	07:11 Chicago O'Hare International	09:34 San Diego San Diego	4h 23m	United Airlines	UA1610
from $183 Find flight	07:10 Chicago O'Hare International	09:24 San Diego San Diego	4h 14m	Alaska Airlines	AS4232
from $69 Find flight	06:00 Chicago O'Hare International	17:20 San Diego San Diego	13h 20m layover 7h 46m - Denver	Frontier Airlines	F91483 F94989
from $72 Find flight	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 $74 Find flight	11:50 Chicago O'Hare International	23:29 San Diego San Diego	13h 39m layover 8h 25m - Las Vegas	Spirit Airlines	NK2620 NK2390
from $79 Find flight	06:00 Chicago O'Hare International	10:45 San Diego San Diego	6h 45m layover 1h 36m - Las Vegas	Spirit Airlines	NK183 NK1475
from $79 Find flight	06:00 Chicago O'Hare International	14:11 San Diego San Diego	10h 11m layover 5h 2m - Las Vegas	Spirit Airlines	NK183 NK3791
from $82 Find flight	21:56 Chicago O'Hare International	18:10+1 день San Diego San Diego	22h 14m layover 16h 42m - Las Vegas	Frontier Airlines	F92145 F91465
from $84 Find flight	15:51 Chicago O'Hare International	20:30 San Diego San Diego	6h 39m layover 1h 22m - Las Vegas	Spirit Airlines	NK1270 NK1150
from $86 Find flight	18:59 Chicago O'Hare International	18:03+1 день San Diego San Diego	25h 4m layover 13h 0m - Los Angeles 4h 56m - Las Vegas	Spirit Airlines	NK2191 NK2685 NK2295
from $100 Find flight	06:40 Chicago O'Hare International	20:30 San Diego San Diego	15h 50m layover 7h 38m - Los Angeles 1h 11m - Las Vegas	Spirit Airlines	NK1104 NK1550 NK1150

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on June 06, 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 — 09:30	07:10 — 09:30 UA542 United Airlines Chicago — San Diego	4h 20m	Find flight from$126
07:10 — 09:24	07:10 — 09:24 AS4232 Alaska Airlines Chicago — San Diego	4h 14m	Find flight from$183
07:11 — 09:34	07:11 — 09:34 UA2071 United Airlines Chicago — San Diego	4h 23m	Find flight from$126
07:11 — 09:34	07:11 — 09:34 UA2237 United Airlines Chicago — San Diego	4h 23m	Find flight from$135
07:11 — 09:34	07:11 — 09:34 UA1610 United Airlines Chicago — San Diego	4h 23m	Find flight from$178
07:15 — 09:38	07:15 — 09:38 UA470 United Airlines Chicago — San Diego	4h 23m	Find flight from$150
08:20 — 11:20	08:20 — 11:20 HA6158 Hawaiian Airlines Chicago — San Diego	5h	Find flight from$92
08:20 — 11:20	08:20 — 11:20 AS1205 Alaska Airlines Chicago — San Diego	5h	Find flight from$94
09:13 — 11:40	09:13 — 11:40 UA660 United Airlines Chicago — San Diego	4h 27m	Find flight from$126
10:05 — 12:22	10:05 — 12:22 AS6057 Alaska Airlines Chicago — San Diego	4h 17m	Find flight from$183
10:38 — 12:56	10:38 — 12:56 AS4021 Alaska Airlines Chicago — San Diego	4h 18m	Find flight from$183
11:44 — 13:58	11:44 — 13:58 AS6492 Alaska Airlines Chicago — San Diego	4h 14m	Find flight from$183
11:45 — 14:00	11:45 — 14:00 AS4010 Alaska Airlines Chicago — San Diego	4h 15m	Find flight from$183
11:47 — 14:02	11:47 — 14:02 AS4762 Alaska Airlines Chicago — San Diego	4h 15m	Find flight from$183
13:30 — 15:50	13:30 — 15:50 UA2683 United Airlines Chicago — San Diego	4h 20m	Find flight from$126
13:56 — 16:08	13:56 — 16:08 F91855 Frontier Airlines Chicago — San Diego	4h 12m	Find flight from$68
15:50 — 18:50	15:50 — 18:50 HA6164 Hawaiian Airlines Chicago — San Diego	5h	Find flight from$92
15:50 — 18:50	15:50 — 18:50 AS1207 Alaska Airlines Chicago — San Diego	5h	Find flight from$94
16:00 — 18:20	16:00 — 18:20 UA2417 United Airlines Chicago — San Diego	4h 20m	Find flight from$126
17:49 — 20:03	17:49 — 20:03 AS4231 Alaska Airlines Chicago — San Diego	4h 14m	Find flight from$183
19:35 — 22:02	19:35 — 22:02 UA734 United Airlines Chicago — San Diego	4h 27m	Find flight from$127
19:50 — 22:14	19:50 — 22:14 UA630 United Airlines Chicago — San Diego	4h 24m	Find flight from$150
19:59 — 22:59	19:59 — 22:59 HA6165 Hawaiian Airlines Chicago — San Diego	5h	Find flight from$92
19:59 — 22:59	19:59 — 22:59 AS1209 Alaska Airlines Chicago — San Diego	5h	Find flight from$94
20:20 — 22:44	20:20 — 22:44 UA1842 United Airlines Chicago — San Diego	4h 24m	Find flight from$119
21:04 — 23:26	21:04 — 23:26 AS4345 Alaska Airlines Chicago — San Diego	4h 22m	Find flight from$183
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$69
06:00 — 10:45	11:00 — 12:56 NK183 Spirit Airlines Chicago — Las Vegas 1h 36m stop 09:30 — 10:45 NK1475 Spirit Airlines Las Vegas — San Diego	6h 45m including layover	Find flight from$79
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
09:05 — 23:55	09:05 — 10:58 F93173 Frontier Airlines Chicago — Denver 11h 31m stop 22:29 — 23:55 F92711 Frontier Airlines Denver — San Diego	16h 50m including layover	Find flight from$95
09:05 — 09:52 +1 day	09:05 — 10:58 F93173 Frontier Airlines Chicago — Denver 21h 24m stop 08:22 — 09:52 F92817 Frontier Airlines Denver — San Diego	26h 47m including layover	Find flight from$95
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$74
14:44 — 09:52 +1 day	14:44 — 16:33 F92209 Frontier Airlines Chicago — Denver 15h 49m stop 08:22 — 09:55 F92817 Frontier Airlines Denver — San Diego	21h 8m including layover	Find flight from$86
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$93
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$88
21:02 — 19:53 +1 day	21:02 — 23:07 NK2179 Spirit Airlines Chicago — Las Vegas 19h 29m stop 18:36 — 19:53 NK2020 Spirit Airlines Las Vegas — San Diego	24h 51m including layover	Find flight from$78
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$82
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$69
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$72
17:20 — 18:03 +1 day	17:20 — 18:52 NK2029 Spirit Airlines Chicago — Nashville 13h 43m stop 08:35 — 10:37 NK2249 Spirit Airlines Nashville — Las Vegas 6h 6m stop 16:43 — 18:03 NK2295 Spirit Airlines Las Vegas — San Diego	26h 43m including layover	Find flight from$90
17:20 — 19:53 +1 day	17:20 — 18:52 NK2029 Spirit Airlines Chicago — Nashville 13h 43m stop 08:35 — 10:37 NK2249 Spirit Airlines Nashville — Las Vegas 7h 59m stop 18:36 — 19:53 NK2020 Spirit Airlines Las Vegas — San Diego	28h 33m including layover	Find flight from$90
18:59 — 18:03 +1 day	18:59 — 21:30 NK2191 Spirit Airlines Chicago — Los Angeles 13h stop 10:30 — 11:47 NK2685 Spirit Airlines Los Angeles — Las Vegas 4h 56m stop 16:43 — 18:03 NK2295 Spirit Airlines Las Vegas — San Diego	25h 4m including layover	Find flight from$86
18:59 — 19:53 +1 day	18:59 — 21:30 NK2191 Spirit Airlines Chicago — Los Angeles 13h stop 10:30 — 11:47 NK2685 Spirit Airlines Los Angeles — Las Vegas 6h 49m stop 18:36 — 19:53 NK2020 Spirit Airlines Las Vegas — San Diego	26h 54m including layover	Find flight from$86

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

*Departure and arrival times - local. Updated on June 6, 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 22:56 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 91 $), february (from 93 $), july (from 97 $).

The most expensive months are november (from 408 $), january (from 367 $), december (from 273 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $68. This airfare is for economy class on one-way F91855 flight by Frontier Airlines for June 28, 2025 which leaves O'Hare International in Chicago at 13:56 am and arrives at San Diego San Diego at 16:08.

Economy class

$68

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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 8 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 106 departures per week at the price of from $ 119 . And the most expensive tickets are offered by TAP Portugal airline - from $ 1112.

Direct flights

There are 26 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 $68.

UA - United Airlines

from $119

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AS - Alaska Airlines

from $94

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F9 - Frontier Airlines

from $68

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HA - Hawaiian Airlines

from $92

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See more direct flights

Connecting Flights

There are 316 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 $69.

UA - United Airlines

from $144

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AS - Alaska Airlines

from $102

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F9 - Frontier Airlines

from $69

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SY - Sun Country Airlines

from $115

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HA - Hawaiian Airlines

from $96

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TP - TAP Portugal

from $1112

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NK - Spirit Airlines

from $72

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G4 - Allegiant Air

from $100

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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 $68
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Midway-MDW

from $86
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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 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.

Chicago — Las Vegas

from $508

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Chicago — New York

from $74

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Chicago — Atlanta

from $76

Find
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

Find

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.