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 $313 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 march: one-way - $313, two-way – $537.

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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 $313. The fastest nonstop flight takes 3h 55m. The fastest connecting flight — 5h 56m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $318 Find flight	11:10 am San Diego San Diego	5:10 pm Chicago O'Hare International	4h 0m	United Airlines	UA714
from $318 Find flight	2:23 pm San Diego San Diego	8:25 pm Chicago O'Hare International	4h 2m	United Airlines	UA1023
from $338 Find flight	10:25 pm San Diego San Diego	4:20 am+1 день Chicago O'Hare International	3h 55m	United Airlines	UA2633
from $338 Find flight	7:00 am San Diego San Diego	1:04 pm Chicago O'Hare International	4h 4m	United Airlines	UA1502
from $313 Find flight	7:00 am San Diego San Diego	7:50 pm Chicago O'Hare International	10h 50m layover 5h 49m - Denver	United Airlines	UA2270 UA1495
from $329 Find flight	10:59 am San Diego San Diego	6:55 pm Chicago O'Hare International	5h 56m layover 0h 40m - Los Angeles	United Airlines	UA5249 UA1069
from $342 Find flight	4:01 pm San Diego San Diego	0:59 am+1 день Chicago O'Hare International	6h 58m layover 0h 54m - San Francisco	United Airlines	UA2117 UA2117
from $347 Find flight	8:49 pm San Diego San Diego	4:52 am+1 день Chicago O'Hare International	6h 3m layover 0h 50m - Los Angeles	United Airlines	UA5636 UA1843
from $347 Find flight	3:11 pm San Diego San Diego	0:15 am+1 день Chicago O'Hare International	7h 4m layover 1h 18m - Houston	United Airlines	UA1998 UA1692
from $347 Find flight	8:49 pm San Diego San Diego	5:53 am+1 день Chicago O'Hare International	7h 4m layover 2h 0m - Los Angeles	United Airlines	UA5636 UA2095

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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 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
10:25 pm — 4:20 am +1 day	10:25 pm — 4:20 am UA2633 United Airlines San Diego — Chicago	3h 55m	Find flight from$338
10:59 am — 6:55 pm	10:22 am — 11:28 am UA5249 United Airlines San Diego — Los Angeles 40m stop 12:40 pm — 6:53 pm UA1069 United Airlines Los Angeles — Chicago	5h 56m including layover	Find flight from$329
11:10 am — 5:10 pm	11:10 am — 5:10 pm UA714 United Airlines San Diego — Chicago	4h	Find flight from$318
2:23 pm — 8:25 pm	2:23 pm — 8:25 pm UA1023 United Airlines San Diego — Chicago	4h 2m	Find flight from$318
3:11 pm — 0:15 am +1 day	3:11 pm — 8:20 pm UA1998 United Airlines San Diego — Houston 1h 18m stop 9:38 pm — 0:15 am UA1692 United Airlines Houston — Chicago	7h 4m including layover	Find flight from$347
4:01 pm — 0:59 am +1 day	4:01 pm — 5:47 pm UA2117 United Airlines San Diego — San Francisco 54m stop 6:41 pm — 0:59 am UA2117 United Airlines San Francisco — Chicago	6h 58m including layover	Find flight from$342
7:00 am — 7:50 pm	7:00 am — 10:28 am UA2270 United Airlines San Diego — Denver 5h 49m stop 4:17 pm — 7:50 pm UA1495 United Airlines Denver — Chicago	10h 50m including layover	Find flight from$313
7:00 am — 1:04 pm	7:00 am — 1:04 pm UA1502 United Airlines San Diego — Chicago	4h 4m	Find flight from$338
8:49 pm — 4:52 am +1 day	8:49 pm — 9:55 pm UA5636 United Airlines San Diego — Los Angeles 50m stop 10:45 pm — 4:52 am UA1843 United Airlines Los Angeles — Chicago	6h 3m including layover	Find flight from$347
8:49 pm — 5:53 am +1 day	8:49 pm — 9:55 pm UA5636 United Airlines San Diego — Los Angeles 2h stop 11:55 pm — 5:53 am UA2095 United Airlines Los Angeles — Chicago	7h 4m including layover	Find flight from$347

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 4 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 10:25 pm to 8:49 pm. Nonstop flight is 3h 55m. The time difference between San Diego and Chicago is 2h.

The fastest flight 3h 55m
Average flight time 4h 1m
The earliest flight 10:25 pm
The latest flight 8:49 pm
Distance 1733 ml

The cheapest months for traveling to Chicago are february (from 313 $), december (from 318 $), january (from 334 $).

The most expensive and popular months are november (from 345 $), january (from 334 $), december (from 318 $).

The cheapest flight by United Airlines that our users were able to find is $313. This airfare is economy class on one-way UA2270 flight for February 21, 2025 leaving San Diego in San Diego at 7:00 am, 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 3 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 7 direct flights every day from San Diego. Airlines and fares are below:

AS - Alaska Airlines

from $373

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Connecting Flights

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

AS - Alaska Airlines

from $188

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F9 - Frontier Airlines

from $67

Find
NK - Spirit Airlines

from $147

Find

See more connecting flights

How to book an air ticket yourself?

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