United Airlines Chicago to San Diego Flights

Return flight: San Diego – Chicago

Cheapflightsplus.com will find cheap United Airlines flights from Chicago to San Diego. Compare airline ticket prices and book air tickets starting from $241 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 april: one-way - $241, two-way – $413.
Direct flights
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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 Arrival Flight Details Flight Time Price
1:02 pm — 3:32 pm
1:02 pm — 3:32 pm UA2683 United Airlines
Chicago — San Diego
4h 30m
Find flight
from$317
4:20 pm — 6:51 pm
4:20 pm — 6:51 pm UA2080 United Airlines
Chicago — San Diego
4h 31m
Find flight
from$317
4:20 pm — 7:00 pm
4:20 pm — 7:00 pm UA2184 United Airlines
Chicago — San Diego
4h 40m
Find flight
from$338
4:20 pm — 6:51 pm
4:20 pm — 6:51 pm UA1631 United Airlines
Chicago — San Diego
4h 31m
Find flight
from$371
7:10 am — 9:45 am
7:10 am — 9:45 am UA1382 United Airlines
Chicago — San Diego
4h 35m
Find flight
from$371
7:45 pm — 10:30 pm
7:45 pm — 10:30 pm UA2154 United Airlines
Chicago — San Diego
4h 45m
Find flight
from$338
7:50 pm — 10:22 pm
7:50 pm — 10:22 pm UA2735 United Airlines
Chicago — San Diego
4h 32m
Find flight
from$317
7:55 pm — 10:30 pm
7:55 pm — 10:30 pm UA1773 United Airlines
Chicago — San Diego
4h 35m
Find flight
from$334
8:15 pm — 10:47 pm
8:15 pm — 10:47 pm UA1182 United Airlines
Chicago — San Diego
4h 32m
Find flight
from$371
8:50 am — 11:28 am
8:50 am — 11:28 am UA660 United Airlines
Chicago — San Diego
4h 38m
Find flight
from$334
8:59 am — 11:34 am
8:59 am — 11:34 am UA1928 United Airlines
Chicago — San Diego
4h 35m
Find flight
from$371
9:00 am — 11:35 am
9:00 am — 11:35 am UA1334 United Airlines
Chicago — San Diego
4h 35m
Find flight
from$317
10:35 am — 10:30 pm
10:35 am — 12:28 pm UA1803 United Airlines
Chicago — Denver
8h 32m stop
9:00 pm — 10:30 pm UA778 United Airlines
Denver — San Diego
13h 55m
including layover
Find flight
from$270
11:51 am — 11:28 pm
11:51 am — 3:06 pm UA2133 United Airlines
Chicago — Newark
5h 17m stop
8:23 pm — 11:28 pm UA1726 United Airlines
Newark — San Diego
13h 37m
including layover
Find flight
from$312
12:45 pm — 8:53 pm
12:45 pm — 2:34 pm UA2311 United Airlines
Chicago — Denver
4h 51m stop
7:25 pm — 8:53 pm UA540 United Airlines
Denver — San Diego
10h 8m
including layover
Find flight
from$265
12:45 pm — 9:10 pm
12:45 pm — 2:36 pm UA1491 United Airlines
Chicago — Denver
5h 4m stop
7:40 pm — 9:10 pm UA540 United Airlines
Denver — San Diego
10h 25m
including layover
Find flight
from$270
1:15 pm — 10:28 pm
1:15 pm — 3:05 pm UA1882 United Airlines
Chicago — Denver
5h 55m stop
9:00 pm — 10:28 pm UA765 United Airlines
Denver — San Diego
11h 13m
including layover
Find flight
from$319
2:35 pm — 0:14 am
+1 day
2:35 pm — 5:30 pm UA1577 United Airlines
Chicago — San Francisco
5h 5m stop
10:35 pm — 0:14 am UA2201 United Airlines
San Francisco — San Diego
11h 39m
including layover
Find flight
from$288
2:39 pm — 10:30 pm
2:39 pm — 4:30 pm UA310 United Airlines
Chicago — Denver
4h 30m stop
9:00 pm — 10:30 pm UA778 United Airlines
Denver — San Diego
9h 51m
including layover
Find flight
from$270
3:35 pm — 7:53 pm
3:35 pm — 6:13 pm UA2669 United Airlines
Chicago — Los Angeles
37m stop
6:50 pm — 7:53 pm UA5415 United Airlines
Los Angeles — San Diego
6h 18m
including layover
Find flight
from$329
3:50 pm — 9:47 pm
3:50 pm — 6:49 pm UA2617 United Airlines
Chicago — Houston
1h 28m stop
8:17 pm — 9:47 pm UA2674 United Airlines
Houston — San Diego
7h 57m
including layover
Find flight
from$329
4:10 pm — 10:27 pm
4:10 pm — 6:50 pm UA2409 United Airlines
Chicago — San Francisco
2h stop
8:50 pm — 10:27 pm UA214 United Airlines
San Francisco — San Diego
8h 17m
including layover
Find flight
from$329
5:45 am — 11:00 am
5:45 am — 8:42 am UA2437 United Airlines
Chicago — Houston
48m stop
9:30 am — 11:00 am UA2491 United Airlines
Houston — San Diego
7h 15m
including layover
Find flight
from$329
5:45 am — 11:07 am
5:45 am — 8:44 am UA2622 United Airlines
Chicago — Houston
46m stop
9:30 am — 11:07 am UA2491 United Airlines
Houston — San Diego
7h 22m
including layover
Find flight
from$345
6:00 pm — 11:58 pm
6:00 pm — 8:37 pm UA1755 United Airlines
Chicago — Los Angeles
2h 18m stop
10:55 pm — 11:58 pm UA5612 United Airlines
Los Angeles — San Diego
7h 58m
including layover
Find flight
from$332
6:50 am — 12:27 pm
6:50 am — 9:38 am UA1962 United Airlines
Chicago — San Francisco
1h 12m stop
10:50 am — 12:27 pm UA1998 United Airlines
San Francisco — San Diego
7h 37m
including layover
Find flight
from$329
7:10 am — 8:53 pm
7:10 am — 9:00 am UA711 United Airlines
Chicago — Denver
10h 25m stop
7:25 pm — 8:53 pm UA540 United Airlines
Denver — San Diego
15h 43m
including layover
Find flight
from$264
7:10 am — 5:25 pm
7:10 am — 9:00 am UA711 United Airlines
Chicago — Denver
6h 55m stop
4:00 pm — 5:28 pm UA1281 United Airlines
Denver — San Diego
12h 15m
including layover
Find flight
from$294
8:20 pm — 8:37 am
+1 day
8:20 pm — 11:08 pm UA210 United Airlines
Chicago — San Francisco
7h 52m stop
7:00 am — 8:37 am UA1640 United Airlines
San Francisco — San Diego
14h 17m
including layover
Find flight
from$278
8:45 am — 8:39 pm
8:45 am — 11:33 am UA1387 United Airlines
Chicago — San Francisco
7h 27m stop
7:00 pm — 8:39 pm UA2633 United Airlines
San Francisco — San Diego
13h 54m
including layover
Find flight
from$288
9:36 pm — 9:28 am
+1 day
7:40 pm — 9:29 pm UA2485 United Airlines
Chicago — Denver
8h 41m stop
8:05 am — 9:33 am UA2309 United Airlines
Denver — San Diego
13h 52m
including layover
Find flight
from$241
10:35 am — 9:22 pm
10:35 am — 12:27 pm UA1803 United Airlines
Chicago — Denver
58m stop
1:25 pm — 3:14 pm UA1812 United Airlines
Denver — San Francisco
4h 31m stop
7:45 pm — 9:22 pm UA1395 United Airlines
San Francisco — San Diego
12h 47m
including layover
Find flight
from$283
*Departure and arrival times are local. Last updated on 04/04/2025

Flight Information

There are 12 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 9:36 pm. Nonstop flight is 4h 30m. The time difference between Chicago and San Diego is 2h.

  • The fastest flight 4h 30m
  • Average flight time 4h 35m
  • The earliest flight 10:35 am
  • The latest flight 9:36 pm
  • Distance 1733 ml

The cheapest months for traveling to San Diego are december (from 241 $), january (from 270 $), february (from 270 $).

The most expensive and popular months are november (from 312 $), february (from 270 $), january (from 270 $).

The cheapest flight by United Airlines that our users were able to find is $241. This airfare is economy class on one-way UA2485 flight for December 13, 2024 leaving O'Hare International in Chicago at 9:36 pm, it includes all taxes and additional fees.

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

  • AS - Alaska Airlines
    from $372
    Find
See more direct flights

Connecting Flights

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

  • AS - Alaska Airlines
    from $185
    Find
  • F9 - Frontier Airlines
    from $62
    Find
  • PD - Porter Airlines
    from $446
    Find
  • SY - Sun Country Airlines
    from $128
    Find
  • NK - Spirit Airlines
    from $85
    Find
  • TS - Air Transat
    from $479
    Find
See more connecting flights

How to book an air ticket yourself?

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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