United Airlines Chicago to San Diego Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to San Diego. Compare airline ticket prices and book air tickets starting from $338 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare Chicago (IL) — San Diego (CA) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in march: one-way - $338, two-way – $580.

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Cheap Flights from Chicago to San Diego by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $338. The fastest nonstop flight takes 4h 40m. The fastest connecting flight — 6h 13m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $338 Find flight	4:20 pm Chicago O'Hare International	7:00 pm San Diego San Diego	4h 40m	United Airlines	UA2184
from $338 Find flight	7:45 pm Chicago O'Hare International	10:30 pm San Diego San Diego	4h 45m	United Airlines	UA2154
from $344 Find flight	2:00 pm Chicago O'Hare International	8:18 pm San Diego San Diego	8h 18m layover 1h 32m - Houston	United Airlines	UA1373 UA1373
from $349 Find flight	3:59 pm Chicago O'Hare International	9:33 pm San Diego San Diego	7h 34m layover 0h 48m - Houston	United Airlines	UA725 UA2674
from $349 Find flight	3:40 pm Chicago O'Hare International	7:53 pm San Diego San Diego	6h 13m layover 0h 30m - Los Angeles	United Airlines	UA1310 UA5415
from $349 Find flight	6:25 pm Chicago O'Hare International	10:40 pm San Diego San Diego	6h 15m layover 0h 42m - Denver	United Airlines	UA2179 UA486

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 03/01/2025

United Airlines Flight Schedule Chicago to San Diego

Below is a detailed 2025 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.

Departure	Flight Details	Flight Time	Price
2:00 pm — 8:18 pm	2:00 pm — 5:03 pm UA1373 United Airlines Chicago — Houston 1h 32m stop 6:35 pm — 8:18 pm UA1373 United Airlines Houston — San Diego	8h 18m including layover	Find flight from$344
3:40 pm — 7:53 pm	3:40 pm — 6:25 pm UA1310 United Airlines Chicago — Los Angeles 30m stop 6:55 pm — 7:53 pm UA5415 United Airlines Los Angeles — San Diego	6h 13m including layover	Find flight from$349
3:59 pm — 9:33 pm	3:59 pm — 7:02 pm UA725 United Airlines Chicago — Houston 48m stop 7:50 pm — 9:33 pm UA2674 United Airlines Houston — San Diego	7h 34m including layover	Find flight from$349
4:20 pm — 7:00 pm	4:20 pm — 7:00 pm UA2184 United Airlines Chicago — San Diego	4h 40m	Find flight from$338
6:25 pm — 10:40 pm	6:25 pm — 8:23 pm UA2179 United Airlines Chicago — Denver 42m stop 9:05 pm — 10:40 pm UA486 United Airlines Denver — San Diego	6h 15m including layover	Find flight from$349
7:45 pm — 10:30 pm	7:45 pm — 10:30 pm UA2154 United Airlines Chicago — San Diego	4h 45m	Find flight from$338

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

*Departure and arrival times are local. Last updated on 03/01/2025

Flight Information

There are 2 flights by United Airlines from Chicago to San Diego every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at San Diego, AFB, Golden Triangle Reg., Lowndes County, San Diego Regional, El Cajon, Montgomery Field, Miramar NAS, North Island NAS, Brown Field Municipal, Gillespie Field.

Departures start from 2:00 pm to 7:45 pm. Nonstop flight is 4h 40m. The time difference between Chicago and San Diego is 2h.

The fastest flight 4h 40m
Average flight time 4h 43m
The earliest flight 2:00 pm
The latest flight 7:45 pm
Distance 1733 ml

The cheapest months for traveling to San Diego are february (from 338 $).

The cheapest flight by United Airlines that our users were able to find is $338. This airfare is economy class on one-way UA2184 flight for February 21, 2025 leaving O'Hare International in Chicago at 4:20 pm, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from Chicago to San Diego:

Other Popular Airlines on the Route

Besides United Airlines there are other 4 airline carriers between Chicago and San Diego. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to San Diego.

Nonstop flights

There are 4 direct flights every day from Chicago. Airlines and fares are below:

AS - Alaska Airlines

from $372

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Connecting Flights

List of flights with layovers (1 and more stops):

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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How to book an air 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 airfare.
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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