Cheap Flights from Chicago, IL to San Diego, CA from $85

One way Round trip

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On Cheapflightsplus.com you will find 4 direct and 23 connecting flights from Chicago to San Diego. You can compare airfare deals from 5 airlines and multiple travel sites from $85, 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: $85 (one-way), $146 (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 $85. The fastest direct flight takes 4h 18m and the fastest connecting – 6h 13m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $338 Find flight	16:20 Chicago O'Hare International	19:00 San Diego San Diego	4h 40m	United Airlines	UA2184
from $372 Find flight	21:09 Chicago O'Hare International	23:30 San Diego San Diego	4h 21m	Alaska Airlines	AS4762
from $85 Find flight	06:05 Chicago Midway	14:07 San Diego San Diego	10h 2m layover 4h 33m - Dallas	Frontier Airlines	F91887 F91769
from $85 Find flight	20:54 Chicago Midway	07:46+1 день San Diego San Diego	12h 52m layover 7h 21m - Dallas	Frontier Airlines	F92881 F91425
from $85 Find flight	18:48 Chicago O'Hare International	06:24+1 день San Diego San Diego	13h 36m layover 8h 29m - Denver	Frontier Airlines	F91483 F92817
from $85 Find flight	22:00 Chicago Midway	10:05+1 день San Diego San Diego	14h 5m layover 8h 49m - Las Vegas	Frontier Airlines	F92329 F91469
from $85 Find flight	19:30 Chicago O'Hare International	10:05+1 день San Diego San Diego	16h 35m layover 11h 0m - Las Vegas	Frontier Airlines	F92145 F91469
from $85 Find flight	18:48 Chicago O'Hare International	20:04+1 день San Diego San Diego	27h 16m layover 22h 5m - Denver	Frontier Airlines	F91483 F94989
from $203 Find flight	17:54 Chicago O'Hare International	09:49+1 день San Diego San Diego	17h 55m layover 10h 25m - Seattle	Alaska Airlines	AS353 AS1258
from $213 Find flight	19:00 Chicago O'Hare International	07:36+1 день San Diego San Diego	14h 36m layover 7h 50m - San Francisco	Alaska Airlines	AS597 AS3401
from $213 Find flight	19:00 Chicago O'Hare International	08:35+1 день San Diego San Diego	15h 35m layover 8h 50m - San Francisco	Alaska Airlines	AS597 AS912
from $221 Find flight	10:00 Chicago O'Hare International	16:34 San Diego San Diego	8h 34m layover 1h 6m - Seattle	Alaska Airlines	AS462 AS1454
from $221 Find flight	10:00 Chicago O'Hare International	19:10 San Diego San Diego	11h 10m layover 3h 41m - Seattle	Alaska Airlines	AS462 AS1142
from $344 Find flight	14:00 Chicago O'Hare International	20:18 San Diego San Diego	8h 18m layover 1h 32m - Houston	United Airlines	UA1373 UA1373
from $256 Find flight	07:45 Chicago O'Hare International	17:03 San Diego San Diego	11h 18m layover 1h 8m - Seattle 2h 4m - Portland	Alaska Airlines	AS333 AS1039 AS1204
from $304 Find flight	07:45 Chicago O'Hare International	17:39 San Diego San Diego	11h 54m layover 1h 0m - Seattle 2h 19m - San Francisco	Alaska Airlines	AS333 AS1284 AS3482

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on March 01, 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
16:20 — 19:00	16:20 — 19:00 UA2184 United Airlines Chicago — San Diego	4h 40m	Find flight from$338
16:55 — 19:13	16:55 — 19:13 AS4231 Alaska Airlines Chicago — San Diego	4h 18m	Find flight from$373
19:45 — 22:30	19:45 — 22:30 UA2154 United Airlines Chicago — San Diego	4h 45m	Find flight from$338
21:09 — 23:30	21:09 — 23:30 AS4762 Alaska Airlines Chicago — San Diego	4h 21m	Find flight from$372
06:05 — 14:07	06:20 — 09:04 F91887 Frontier Airlines Chicago — Dallas 4h 33m stop 13:57 — 15:16 F91769 Frontier Airlines Dallas — San Diego	10h 2m including layover	Find flight from$85
10:00 — 16:34	10:00 — 12:43 AS462 Alaska Airlines Chicago — Seattle 1h 6m stop 13:49 — 16:34 AS1454 Alaska Airlines Seattle — San Diego	8h 34m including layover	Find flight from$221
10:00 — 19:10	10:00 — 12:43 AS462 Alaska Airlines Chicago — Seattle 3h 41m stop 16:24 — 19:10 AS1142 Alaska Airlines Seattle — San Diego	11h 10m including layover	Find flight from$221
14:00 — 20:18	14:00 — 17:03 UA1373 United Airlines Chicago — Houston 1h 32m stop 18:35 — 20:18 UA1373 United Airlines Houston — San Diego	8h 18m including layover	Find flight from$344
15:40 — 19:53	15:40 — 18:25 UA1310 United Airlines Chicago — Los Angeles 30m stop 18:55 — 19:53 UA5415 United Airlines Los Angeles — San Diego	6h 13m including layover	Find flight from$349
15:59 — 21:33	15:59 — 19:02 UA725 United Airlines Chicago — Houston 48m stop 19:50 — 21:33 UA2674 United Airlines Houston — San Diego	7h 34m including layover	Find flight from$349
17:54 — 09:49 +1 day	17:28 — 20:11 AS353 Alaska Airlines Chicago — Seattle 10h 25m stop 07:00 — 09:48 AS1258 Alaska Airlines Seattle — San Diego	17h 55m including layover	Find flight from$203
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$85
18:48 — 20:04 +1 day	18:48 — 20:32 F91483 Frontier Airlines Chicago — Denver 22h 5m stop 18:37 — 20:04 F94989 Frontier Airlines Denver — San Diego	27h 16m including layover	Find flight from$85
19:00 — 07:36 +1 day	19:00 — 22:10 AS597 Alaska Airlines Chicago — San Francisco 7h 50m stop 06:00 — 07:36 AS3401 Alaska Airlines San Francisco — San Diego	14h 36m including layover	Find flight from$213
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$85
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$85
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$85
07:45 — 17:03	07:45 — 10:28 AS333 Alaska Airlines Chicago — Seattle 1h 8m stop 11:36 — 12:33 AS1039 Alaska Airlines Seattle — Portland 2h 4m stop 14:37 — 17:03 AS1204 Alaska Airlines Portland — San Diego	11h 18m including layover	Find flight from$256
07:45 — 17:39	07:45 — 10:28 AS333 Alaska Airlines Chicago — Seattle 1h stop 11:28 — 13:47 AS1284 Alaska Airlines Seattle — San Francisco 2h 19m stop 16:06 — 17:39 AS3482 Alaska Airlines San Francisco — San Diego	11h 54m including layover	Find flight from$304
12:55 — 11:46 +1 day	12:55 — 15:37 TS7058 Air Transat Chicago — Toronto 4h 23m stop 20:00 — 22:27 WS675 WestJet Toronto — Calgary 10h 53m stop 09:20 — 11:46 WS1564 WestJet Calgary — San Diego	24h 51m including layover	Find flight from$479
13:05 — 11:46 +1 day	13:05 — 15:47 PD2388 Porter Airlines Chicago — Toronto 4h 13m stop 20:00 — 22:27 WS675 WestJet Toronto — Calgary 10h 53m stop 09:20 — 11:46 WS1564 WestJet Calgary — San Diego	24h 41m including layover	Find flight from$446
17:54 — 08:35 +1 day	17:54 — 20:35 AS353 Alaska Airlines Chicago — Seattle 56m stop 21:31 — 23:44 AS158 Alaska Airlines Seattle — San Francisco 7h 16m stop 07:00 — 08:35 AS912 Alaska Airlines San Francisco — San Diego	16h 41m including layover	Find flight from$219

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

*Departure and arrival times - local. Updated on March 1, 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 06:05 to 22:00 from 7 Chicago airports and arrive 06:05 to 22:00 to 11 San Diego airports. Average flight time is 4h 31m.

The fastest flight 4h 18m
Average flight time 4h 31m
The earliest flight 06:05
The latest flight 22:00
Distance 1733 ml

The cheapest months to travel to San Diego are february (from 85 $), january (from 203 $), november (from 231 $).

The most expensive months are december (from 270 $), november (from 231 $), january (from 203 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $85. This airfare is for economy class on one-way F91483 flight by Frontier Airlines for February 21, 2025 which leaves O'Hare International in Chicago at 18:48 am and arrives at San Diego San Diego at 20:04.

Economy class

$85

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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 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by United Airlines - 6 departures per week at the price of from $ 338 . And the most expensive tickets are offered by Air Transat airline - from $ 479.

Direct flights

There are 4 nonstop flights on the route. The fastest direct flight is AS4231 by Alaska Airlines takes 4h 18m and the cheapest is F91483 by Frontier Airlines for $338.

UA - United Airlines

from $338

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AS - Alaska Airlines

from $372

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Connecting Flights

There are 23 flights with layovers on the route. The fastest connecting flight is UA1310 by United Airlines takes 6h 13m and the cheapest is F91483 by Frontier Airlines for $85.

UA - United Airlines

from $344

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AS - Alaska Airlines

from $203

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F9 - Frontier Airlines

from $85

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PD - Porter Airlines

from $446

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TS - Air Transat

from $479

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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 $85
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Midway-MDW

from $85
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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 5 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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