United Airlines Chicago to San Diego Flights

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Cheapflightsplus.com will find cheap United Airlines flights from Chicago to San Diego. Compare airline ticket prices and book air tickets starting from $157 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 september: one-way - $157, two-way – $269.

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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 $157. The fastest nonstop flight takes 4h 23m. The fastest connecting flight — 6h 7m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $157 Find flight	8:20 pm Chicago O'Hare International	10:44 pm San Diego San Diego	4h 24m	United Airlines	UA1842
from $177 Find flight	7:11 am Chicago O'Hare International	9:34 am San Diego San Diego	4h 23m	United Airlines	UA2237
from $347 Find flight	7:11 am Chicago O'Hare International	9:34 am San Diego San Diego	4h 23m	United Airlines	UA264
from $191 Find flight	5:00 am Chicago O'Hare International	9:09 am San Diego San Diego	6h 9m layover 1h 2m - Denver	United Airlines	UA2666 UA2309
from $202 Find flight	2:26 pm Chicago O'Hare International	9:12 pm San Diego San Diego	8h 46m layover 2h 26m - Houston	United Airlines	UA1314 UA2674
from $202 Find flight	2:40 pm Chicago O'Hare International	8:16 pm San Diego San Diego	7h 36m layover 1h 24m - San Francisco	United Airlines	UA1577 UA2633
from $202 Find flight	2:35 pm Chicago O'Hare International	8:38 pm San Diego San Diego	8h 3m layover 2h 47m - Denver	United Airlines	UA503 UA540
from $202 Find flight	4:07 pm Chicago O'Hare International	9:12 pm San Diego San Diego	7h 5m layover 0h 46m - Houston	United Airlines	UA1124 UA2674
from $203 Find flight	4:20 pm Chicago O'Hare International	10:14 pm San Diego San Diego	7h 54m layover 2h 38m - Denver	United Airlines	UA1801 UA1835
from $222 Find flight	4:50 pm Chicago O'Hare International	11:44 pm San Diego San Diego	8h 54m layover 3h 22m - Los Angeles	United Airlines	UA1983 UA5612
from $222 Find flight	6:22 pm Chicago O'Hare International	11:44 pm San Diego San Diego	7h 22m layover 1h 49m - Los Angeles	United Airlines	UA2056 UA5612
from $222 Find flight	6:00 am Chicago O'Hare International	10:52 am San Diego San Diego	6h 52m layover 0h 40m - Houston	United Airlines	UA468 UA2491
from $234 Find flight	1:04 pm Chicago O'Hare International	5:32 pm San Diego San Diego	6h 28m layover 1h 22m - Denver	United Airlines	UA622 UA1281
from $235 Find flight	12:46 pm Chicago O'Hare International	6:20 pm San Diego San Diego	7h 34m layover 1h 12m - San Francisco	United Airlines	UA1878 UA1434
from $238 Find flight	2:26 pm Chicago O'Hare International	8:01 pm San Diego San Diego	7h 35m layover 1h 15m - Houston	United Airlines	UA1314 UA743
from $288 Find flight	8:50 am Chicago O'Hare International	3:06 pm San Diego San Diego	8h 16m layover 1h 56m - San Francisco	United Airlines	UA1387 UA1259

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 08/27/2025

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
7:11 am — 9:34 am	7:11 am — 9:34 am UA2237 United Airlines Chicago — San Diego	4h 23m	Find flight from$177
7:11 am — 9:34 am	7:11 am — 9:34 am UA264 United Airlines Chicago — San Diego	4h 23m	Find flight from$347
8:20 pm — 10:44 pm	8:20 pm — 10:44 pm UA1842 United Airlines Chicago — San Diego	4h 24m	Find flight from$157
10:35 am — 5:39 pm	10:35 am — 1:29 pm UA2483 United Airlines Chicago — Houston 2h 51m stop 4:20 pm — 5:39 pm UA2399 United Airlines Houston — San Diego	9h 4m including layover	Find flight from$453
12:45 pm — 8:01 pm	12:45 pm — 3:40 pm UA2657 United Airlines Chicago — Houston 3h stop 6:50 pm — 8:11 pm UA743 United Airlines Houston — San Diego	9h 16m including layover	Find flight from$247
12:46 pm — 6:20 pm	12:48 pm — 3:35 pm UA1878 United Airlines Chicago — San Francisco 1h 12m stop 4:45 pm — 6:25 pm UA1434 United Airlines San Francisco — San Diego	7h 34m including layover	Find flight from$235
1:04 pm — 5:32 pm	1:04 pm — 2:46 pm UA622 United Airlines Chicago — Denver 1h 22m stop 4:08 pm — 5:32 pm UA1281 United Airlines Denver — San Diego	6h 28m including layover	Find flight from$234
2:26 pm — 9:12 pm	2:26 pm — 5:25 pm UA1314 United Airlines Chicago — Houston 2h 26m stop 7:59 pm — 9:20 pm UA2674 United Airlines Houston — San Diego	8h 46m including layover	Find flight from$202
2:40 pm — 8:16 pm	2:33 pm — 5:23 pm UA1577 United Airlines Chicago — San Francisco 1h 24m stop 6:55 pm — 8:36 pm UA2633 United Airlines San Francisco — San Diego	7h 36m including layover	Find flight from$202
4:07 pm — 9:12 pm	4:04 pm — 7:02 pm UA1124 United Airlines Chicago — Houston 46m stop 7:59 pm — 9:20 pm UA2674 United Airlines Houston — San Diego	7h 5m including layover	Find flight from$202
4:20 pm — 10:14 pm	4:20 pm — 6:12 pm UA1801 United Airlines Chicago — Denver 2h 38m stop 9:00 pm — 10:24 pm UA1835 United Airlines Denver — San Diego	7h 54m including layover	Find flight from$203
5:00 am — 9:09 am	5:02 am — 6:45 am UA2666 United Airlines Chicago — Denver 1h 2m stop 7:50 am — 9:14 am UA2309 United Airlines Denver — San Diego	6h 9m including layover	Find flight from$191
6:00 am — 10:52 am	6:00 am — 8:50 am UA468 United Airlines Chicago — Houston 40m stop 9:30 am — 10:52 am UA2491 United Airlines Houston — San Diego	6h 52m including layover	Find flight from$222
6:22 pm — 11:44 pm	6:15 pm — 8:47 pm UA2056 United Airlines Chicago — Los Angeles 1h 49m stop 10:45 pm — 11:46 pm UA5612 United Airlines Los Angeles — San Diego	7h 22m including layover	Find flight from$222
7:10 am — 2:11 pm	7:10 am — 10:04 am UA2105 United Airlines Chicago — Houston 2h 46m stop 12:50 pm — 2:11 pm UA2486 United Airlines Houston — San Diego	9h 1m including layover	Find flight from$238
8:45 am — 12:52 pm	8:45 am — 10:35 am UA1599 United Airlines Chicago — Denver 53m stop 11:28 am — 12:52 pm UA2412 United Airlines Denver — San Diego	6h 7m including layover	Find flight from$247
9:40 pm — 7:42 am +1 day	9:40 pm — 0:30 am UA2106 United Airlines Chicago — San Francisco 5h 30m stop 6:00 am — 7:42 am HA7014 Hawaiian Airlines San Francisco — San Diego	12h 2m including layover	Find flight from$700

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

*Departure and arrival times are local. Last updated on 08/27/2025

Flight Information

There are 3 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 10:35 am to 9:40 pm. Nonstop flight is 4h 23m. The time difference between Chicago and San Diego is 2h.

The fastest flight 4h 23m
Average flight time 4h 23m
The earliest flight 10:35 am
The latest flight 9:40 pm
Distance 1733 ml

The cheapest months for traveling to San Diego are june (from 157 $), august (from 167 $), july (from 177 $).

The most expensive and popular months are may (from 202 $), september (from 191 $), october (from 191 $).

The cheapest flight by United Airlines that our users were able to find is $157. This airfare is economy class on one-way UA1842 flight for July 21, 2025 leaving O'Hare International in Chicago at 8:20 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 6 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 8 direct flights every day from Chicago. Airlines and fares are below:

AS - Alaska Airlines

from $205

Find
F9 - Frontier Airlines

from $90

Find

See more direct flights

Connecting Flights

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

AS - Alaska Airlines

from $175

Find
F9 - Frontier Airlines

from $114

Find
SY - Sun Country Airlines

from $170

Find
HA - Hawaiian Airlines

from $244

Find
NK - Spirit Airlines

from $95

Find
G4 - Allegiant Air

from $132

Find

See more connecting flights

How to book an air ticket yourself?

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