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 $119 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 june: one-way - $119, two-way – $204.
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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
1:30 pm — 3:50 pm
1:30 pm — 3:50 pm UA2683 United Airlines
Chicago — San Diego
4h 20m
Find flight
from$126
4:00 pm — 6:20 pm
4:00 pm — 6:20 pm UA2417 United Airlines
Chicago — San Diego
4h 20m
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from$126
7:10 am — 9:30 am
7:10 am — 9:30 am UA542 United Airlines
Chicago — San Diego
4h 20m
Find flight
from$126
7:11 am — 9:34 am
7:11 am — 9:34 am UA2071 United Airlines
Chicago — San Diego
4h 23m
Find flight
from$126
7:11 am — 9:34 am
7:11 am — 9:34 am UA2237 United Airlines
Chicago — San Diego
4h 23m
Find flight
from$135
7:11 am — 9:34 am
7:11 am — 9:34 am UA1610 United Airlines
Chicago — San Diego
4h 23m
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from$178
7:15 am — 9:38 am
7:15 am — 9:38 am UA470 United Airlines
Chicago — San Diego
4h 23m
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from$150
7:35 pm — 10:02 pm
7:35 pm — 10:02 pm UA734 United Airlines
Chicago — San Diego
4h 27m
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from$127
7:50 pm — 10:14 pm
7:50 pm — 10:14 pm UA630 United Airlines
Chicago — San Diego
4h 24m
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from$150
8:20 pm — 10:44 pm
8:20 pm — 10:44 pm UA1842 United Airlines
Chicago — San Diego
4h 24m
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from$119
9:13 am — 11:40 am
9:13 am — 11:40 am UA660 United Airlines
Chicago — San Diego
4h 27m
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from$126
10:35 am — 3:44 pm
10:35 am — 1:29 pm UA2483 United Airlines
Chicago — Houston
51m stop
2:20 pm — 3:44 pm UA1581 United Airlines
Houston — San Diego
7h 9m
including layover
Find flight
from$144
10:49 am — 4:30 pm
10:49 am — 1:35 pm UA343 United Airlines
Chicago — San Francisco
1h 17m stop
2:52 pm — 4:30 pm UA1142 United Airlines
San Francisco — San Diego
7h 41m
including layover
Find flight
from$151
12:53 pm — 6:23 pm
12:53 pm — 3:30 pm UA2465 United Airlines
Chicago — San Francisco
1h 15m stop
4:45 pm — 6:23 pm UA1434 United Airlines
San Francisco — San Diego
7h 30m
including layover
Find flight
from$151
12:55 pm — 5:24 pm
12:55 pm — 2:37 pm UA1484 United Airlines
Chicago — Denver
1h 26m stop
4:03 pm — 5:24 pm UA1281 United Airlines
Denver — San Diego
6h 29m
including layover
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from$144
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$177
2:20 pm — 8:04 pm
2:20 pm — 5:16 pm UA2621 United Airlines
Chicago — Houston
1h 24m stop
6:40 pm — 8:04 pm UA1373 United Airlines
Houston — San Diego
7h 44m
including layover
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from$144
2:53 pm — 8:25 pm
2:53 pm — 4:35 pm UA664 United Airlines
Chicago — Denver
2h 25m stop
7:00 pm — 8:25 pm UA540 United Airlines
Denver — San Diego
7h 32m
including layover
Find flight
from$155
3:40 pm — 7:51 pm
3:40 pm — 6:08 pm UA2124 United Airlines
Chicago — Los Angeles
42m stop
6:50 pm — 7:51 pm UA5415 United Airlines
Los Angeles — San Diego
6h 11m
including layover
Find flight
from$144
3:58 pm — 9:41 pm
3:58 pm — 6:53 pm UA592 United Airlines
Chicago — Houston
1h 24m stop
8:17 pm — 9:41 pm UA2638 United Airlines
Houston — San Diego
7h 43m
including layover
Find flight
from$144
4:10 pm — 8:25 pm
4:20 pm — 6:12 pm UA1801 United Airlines
Chicago — Denver
1h 4m stop
7:50 pm — 9:14 pm UA540 United Airlines
Denver — San Diego
6h 15m
including layover
Find flight
from$144
5:00 am — 9:09 am
5:02 am — 6:45 am UA2666 United Airlines
Chicago — Denver
1h 4m stop
7:50 am — 9:14 am UA2309 United Airlines
Denver — San Diego
6h 9m
including layover
Find flight
from$144
5:00 am — 12:52 pm
5:00 am — 6:43 am UA2666 United Airlines
Chicago — Denver
4h 45m stop
11:28 am — 12:52 pm UA2412 United Airlines
Denver — San Diego
9h 52m
including layover
Find flight
from$195
6:00 am — 10:55 am
6:00 am — 8:50 am UA256 United Airlines
Chicago — Houston
41m stop
9:31 am — 10:55 am UA2491 United Airlines
Houston — San Diego
6h 55m
including layover
Find flight
from$144
6:25 pm — 11:36 pm
6:25 pm — 8:57 pm UA1967 United Airlines
Chicago — Los Angeles
1h 35m stop
10:40 pm — 11:41 pm UA5612 United Airlines
Los Angeles — San Diego
7h 11m
including layover
Find flight
from$151
8:52 am — 2:54 pm
8:52 am — 11:55 am UA1068 United Airlines
Chicago — Washington D.C.
45m stop
12:40 pm — 2:54 pm UA2736 United Airlines
Washington D.C. — San Diego
8h 2m
including layover
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from$168
9:17 pm — 9:09 am
+1 day
9:17 pm — 11:03 pm UA2296 United Airlines
Chicago — Denver
8h 42m stop
7:45 am — 9:09 am UA2309 United Airlines
Denver — San Diego
13h 52m
including layover
Find flight
from$186
*Departure and arrival times are local. Last updated on 06/06/2025

Flight Information

There are 11 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 9:50 pm. Nonstop flight is 4h 20m. The time difference between Chicago and San Diego is 2h.

  • The fastest flight 4h 20m
  • Average flight time 4h 23m
  • The earliest flight 10:35 am
  • The latest flight 9:50 pm
  • Distance 1733 ml

The cheapest months for traveling to San Diego are june (from 159 $), october (from 168 $), september (from 168 $).

The most expensive and popular months are november (from 408 $), january (from 367 $), december (from 349 $).

The cheapest flight by United Airlines that our users were able to find is $119. This airfare is economy class on one-way UA1842 flight for June 28, 2025 leaving O'Hare International in Chicago at 8:20 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 7 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 26 direct flights every day from Chicago. Airlines and fares are below:

  • AS - Alaska Airlines
    from $94
    Find
  • F9 - Frontier Airlines
    from $68
    Find
  • HA - Hawaiian Airlines
    from $92
    Find
See more direct flights

Connecting Flights

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

  • AS - Alaska Airlines
    from $102
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  • F9 - Frontier Airlines
    from $69
    Find
  • SY - Sun Country Airlines
    from $115
    Find
  • HA - Hawaiian Airlines
    from $96
    Find
  • TP - TAP Portugal
    from $1112
    Find
  • NK - Spirit Airlines
    from $72
    Find
  • G4 - Allegiant Air
    from $100
    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.

    To find a plane ticket, please select dates.

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