United Airlines San Diego to Chicago Flights

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Cheapflightsplus.com will find cheap United Airlines flights from San Diego to Chicago. 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 San Diego (CA) — Chicago (IL) 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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Cheap Flights from San Diego to Chicago 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 $119. The fastest nonstop flight takes 4h 7m. The fastest connecting flight — 5h 49m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $119 Find flight	5:01 pm San Diego San Diego	11:14 pm Chicago O'Hare International	4h 13m	United Airlines	UA2486
from $119 Find flight	10:20 pm San Diego San Diego	4:30 am+1 день Chicago O'Hare International	4h 10m	United Airlines	UA1513
from $126 Find flight	2:11 pm San Diego San Diego	8:25 pm Chicago O'Hare International	4h 14m	United Airlines	UA1779
from $126 Find flight	10:30 pm San Diego San Diego	4:37 am+1 день Chicago O'Hare International	4h 7m	United Airlines	UA2624
from $126 Find flight	2:05 pm San Diego San Diego	8:20 pm Chicago O'Hare International	4h 15m	United Airlines	UA2628
from $126 Find flight	6:35 am San Diego San Diego	12:54 pm Chicago O'Hare International	4h 19m	United Airlines	UA2343
from $126 Find flight	10:20 pm San Diego San Diego	4:30 am+1 день Chicago O'Hare International	4h 10m	United Airlines	UA1726
from $150 Find flight	10:41 am San Diego San Diego	4:57 pm Chicago O'Hare International	4h 16m	United Airlines	UA2677
from $144 Find flight	4:05 pm San Diego San Diego	11:59 pm Chicago O'Hare International	5h 54m layover 0h 56m - Denver	United Airlines	UA682 UA377
from $144 Find flight	10:38 am San Diego San Diego	7:58 pm Chicago O'Hare International	7h 20m layover 1h 20m - San Francisco	United Airlines	UA2855 UA1470
from $144 Find flight	8:37 pm San Diego San Diego	5:01 am+1 день Chicago O'Hare International	6h 24m layover 0h 59m - Los Angeles	United Airlines	UA5636 UA301
from $144 Find flight	9:02 am San Diego San Diego	5:05 pm Chicago O'Hare International	6h 3m layover 0h 55m - Denver	United Airlines	UA2476 UA617
from $144 Find flight	11:17 am San Diego San Diego	7:50 pm Chicago O'Hare International	6h 33m layover 1h 25m - Denver	United Airlines	UA1337 UA213
from $144 Find flight	11:08 am San Diego San Diego	7:33 pm Chicago O'Hare International	6h 25m layover 0h 58m - Los Angeles	United Airlines	UA5249 UA1244
from $167 Find flight	12:45 pm San Diego San Diego	9:10 pm Chicago O'Hare International	6h 25m layover 1h 12m - Denver	United Airlines	UA1220 UA1898
from $195 Find flight	12:45 pm San Diego San Diego	0:30 am+1 день Chicago O'Hare International	9h 45m layover 4h 42m - Denver	United Airlines	UA1483 UA377

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 06/06/2025

United Airlines Flight Schedule San Diego to Chicago

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
10:20 pm — 4:30 am +1 day	10:20 pm — 4:30 am UA1513 United Airlines San Diego — Chicago	4h 10m	Find flight from$119
10:20 pm — 4:30 am +1 day	10:20 pm — 4:30 am UA1726 United Airlines San Diego — Chicago	4h 10m	Find flight from$126
10:30 pm — 4:37 am +1 day	10:30 pm — 4:37 am UA2624 United Airlines San Diego — Chicago	4h 7m	Find flight from$126
10:30 pm — 4:40 am +1 day	10:30 pm — 4:40 am UA2633 United Airlines San Diego — Chicago	4h 10m	Find flight from$150
10:41 am — 4:57 pm	10:41 am — 4:57 pm UA2677 United Airlines San Diego — Chicago	4h 16m	Find flight from$150
10:41 am — 5:00 pm	10:41 am — 5:00 pm UA1712 United Airlines San Diego — Chicago	4h 19m	Find flight from$160
1:58 pm — 8:13 pm	1:58 pm — 8:13 pm UA369 United Airlines San Diego — Chicago	4h 15m	Find flight from$150
2:05 pm — 8:20 pm	2:05 pm — 8:20 pm UA2628 United Airlines San Diego — Chicago	4h 15m	Find flight from$126
2:11 pm — 8:25 pm	2:11 pm — 8:25 pm UA1779 United Airlines San Diego — Chicago	4h 14m	Find flight from$126
5:01 pm — 11:14 pm	5:01 pm — 11:14 pm UA2486 United Airlines San Diego — Chicago	4h 13m	Find flight from$119
6:35 am — 12:54 pm	6:35 am — 12:54 pm UA2343 United Airlines San Diego — Chicago	4h 19m	Find flight from$126
11:08 am — 7:33 pm	11:08 am — 12:20 pm UA5249 United Airlines San Diego — Los Angeles 58m stop 1:18 pm — 7:33 pm UA1244 United Airlines Los Angeles — Chicago	6h 25m including layover	Find flight from$144
11:17 am — 7:50 pm	11:17 am — 2:45 pm UA1337 United Airlines San Diego — Denver 1h 25m stop 4:10 pm — 7:50 pm UA213 United Airlines Denver — Chicago	6h 33m including layover	Find flight from$144
12:01 pm — 9:25 pm	12:01 pm — 5:20 pm UA2237 United Airlines San Diego — Houston 1h 15m stop 6:50 pm — 9:40 pm UA2197 United Airlines Houston — Chicago	7h 24m including layover	Find flight from$150
12:52 pm — 9:30 pm	12:52 pm — 4:20 pm UA1483 United Airlines San Diego — Denver 1h 38m stop 5:58 pm — 9:30 pm UA2292 United Airlines Denver — Chicago	6h 38m including layover	Find flight from$144
1:58 pm — 11:12 pm	1:58 pm — 3:35 pm UA1763 United Airlines San Diego — San Francisco 1h 20m stop 4:55 pm — 11:12 pm UA1482 United Airlines San Francisco — Chicago	7h 14m including layover	Find flight from$150
3:15 pm — 0:15 am +1 day	3:15 pm — 8:31 pm UA1179 United Airlines San Diego — Houston 1h 3m stop 9:34 pm — 0:15 am UA2234 United Airlines Houston — Chicago	7h including layover	Find flight from$161
3:25 pm — 0:15 am +1 day	3:25 pm — 8:45 pm UA1179 United Airlines San Diego — Houston 47m stop 9:32 pm — 0:15 am UA532 United Airlines Houston — Chicago	6h 50m including layover	Find flight from$181
4:05 pm — 11:59 pm	4:05 pm — 7:32 pm UA682 United Airlines San Diego — Denver 56m stop 8:50 pm — 0:25 am UA377 United Airlines Denver — Chicago	5h 54m including layover	Find flight from$144
4:11 pm — 0:45 am +1 day	4:10 pm — 5:47 pm UA2117 United Airlines San Diego — San Francisco 40m stop 6:40 pm — 0:59 am UA2117 United Airlines San Francisco — Chicago	6h 34m including layover	Find flight from$189
5:50 pm — 5:18 am +1 day	5:50 pm — 7:28 pm UA1871 United Airlines San Diego — San Francisco 3h 27m stop 10:55 pm — 5:18 am UA2097 United Airlines San Francisco — Chicago	9h 28m including layover	Find flight from$181
6:15 am — 2:35 pm	6:15 am — 7:28 am UA4723 United Airlines San Diego — Los Angeles 47m stop 8:15 am — 2:35 pm UA1946 United Airlines Los Angeles — Chicago	6h 20m including layover	Find flight from$150
7:00 am — 5:05 pm	6:45 am — 10:13 am UA2270 United Airlines San Diego — Denver 2h 57m stop 1:25 pm — 5:05 pm UA617 United Airlines Denver — Chicago	8h 5m including layover	Find flight from$181
7:27 pm — 5:39 am +1 day	7:27 pm — 9:05 pm UA505 United Airlines San Diego — San Francisco 2h 20m stop 11:25 pm — 5:39 am UA567 United Airlines San Francisco — Chicago	8h 12m including layover	Find flight from$181
8:11 pm — 5:13 am +1 day	8:11 pm — 9:50 pm UA285 United Airlines San Diego — San Francisco 1h 10m stop 11:00 pm — 5:13 am UA2097 United Airlines San Francisco — Chicago	7h 2m including layover	Find flight from$144
8:37 pm — 5:01 am +1 day	8:37 pm — 9:51 pm UA5636 United Airlines San Diego — Los Angeles 59m stop 10:50 pm — 5:01 am UA301 United Airlines Los Angeles — Chicago	6h 24m including layover	Find flight from$144
9:02 am — 5:05 pm	8:45 am — 12:13 pm UA2476 United Airlines San Diego — Denver 55m stop 1:25 pm — 5:05 pm UA617 United Airlines Denver — Chicago	6h 3m including layover	Find flight from$144
9:02 am — 6:25 pm	8:45 am — 12:13 pm UA2476 United Airlines San Diego — Denver 2h 15m stop 2:44 pm — 6:24 pm UA1023 United Airlines Denver — Chicago	7h 23m including layover	Find flight from$153

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

*Departure and arrival times are local. Last updated on 06/06/2025

Flight Information

There are 11 flights by United Airlines from San Diego to Chicago every week with departures from 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. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:00 pm to 9:45 am. Nonstop flight is 4h 7m. The time difference between San Diego and Chicago is 2h.

The fastest flight 4h 7m
Average flight time 4h 14m
The earliest flight 10:00 pm
The latest flight 9:45 am
Distance 1733 ml

The cheapest months for traveling to Chicago are june (from 159 $), september (from 168 $), august (from 169 $).

The most expensive and popular months are november (from 420 $), may (from 200 $), july (from 179 $).

The cheapest flight by United Airlines that our users were able to find is $119. This airfare is economy class on one-way UA2486 flight for June 28, 2025 leaving San Diego in San Diego at 5:01 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 San Diego to Chicago:

Other Popular Airlines on the Route

Besides United Airlines there are other 6 airline carriers between San Diego and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from San Diego to Chicago.

Nonstop flights

There are 26 direct flights every day from San Diego. Airlines and fares are below:

AS - Alaska Airlines

from $94

Find
F9 - Frontier Airlines

from $72

Find
HA - Hawaiian Airlines

from $92

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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 $54

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SY - Sun Country Airlines

from $108

Find
HA - Hawaiian Airlines

from $96

Find
NK - Spirit Airlines

from $65

Find
G4 - Allegiant Air

from $126

Find

See more connecting flights

How to book an air ticket yourself?

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