United Airlines San Diego to Chicago Flights

Return flight: Chicago – San Diego

Cheapflightsplus.com will find cheap United Airlines flights from San Diego to Chicago. Compare airline ticket prices and book air tickets starting from $564 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 may: one-way - $564, two-way – $967.
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Below is a detailed 2024 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
10:29 pm — 4:31 am
+1 day
10:29 pm — 4:31 am UA2478 United Airlines
San Diego — Chicago
4h 2m
Find flight
from$567
10:40 am — 9:25 pm
10:40 am — 9:25 pm UA2627 United Airlines
San Diego — Chicago
8h 45m
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from$594
10:51 am — 5:05 pm
10:51 am — 5:05 pm UA2419 United Airlines
San Diego — Chicago
4h 14m
Find flight
from$670
2:10 pm — 8:23 pm
2:10 pm — 8:23 pm UA2370 United Airlines
San Diego — Chicago
4h 13m
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from$1048
4:51 pm — 11:02 pm
4:51 pm — 11:02 pm UA1822 United Airlines
San Diego — Chicago
4h 11m
Find flight
from$567
6:30 am — 12:44 pm
6:30 am — 12:44 pm UA2182 United Airlines
San Diego — Chicago
4h 14m
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from$567
10:40 am — 9:25 pm
10:40 am — 12:18 pm UA2627 United Airlines
San Diego — San Francisco
2h 43m stop
3:01 pm — 9:25 pm UA2627 United Airlines
San Francisco — Chicago
8h 45m
including layover
Find flight
from$580
11:30 am — 9:09 pm
11:30 am — 3:00 pm UA264 United Airlines
San Diego — Denver
2h 35m stop
5:35 pm — 9:09 pm UA1898 United Airlines
Denver — Chicago
7h 39m
including layover
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from$595
11:54 am — 8:51 pm
11:54 am — 5:10 pm UA1759 United Airlines
San Diego — Houston
56m stop
6:06 pm — 8:51 pm UA2294 United Airlines
Houston — Chicago
6h 57m
including layover
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from$595
12:48 pm — 9:09 pm
12:48 pm — 4:18 pm UA1541 United Airlines
San Diego — Denver
1h 17m stop
5:35 pm — 9:09 pm UA1898 United Airlines
Denver — Chicago
6h 21m
including layover
Find flight
from$595
12:48 pm — 10:52 pm
12:48 pm — 4:18 pm UA1541 United Airlines
San Diego — Denver
3h stop
7:18 pm — 10:52 pm UA1844 United Airlines
Denver — Chicago
8h 4m
including layover
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from$595
1:43 pm — 10:51 pm
1:43 pm — 6:59 pm UA1696 United Airlines
San Diego — Houston
1h 10m stop
8:09 pm — 10:51 pm UA2106 United Airlines
Houston — Chicago
7h 8m
including layover
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from$595
1:57 pm — 11:01 pm
1:57 pm — 3:35 pm UA1201 United Airlines
San Diego — San Francisco
1h 9m stop
4:44 pm — 11:01 pm UA729 United Airlines
San Francisco — Chicago
7h 4m
including layover
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from$595
3:36 pm — 0:30 am
+1 day
3:36 pm — 8:48 pm UA2210 United Airlines
San Diego — Houston
1h 3m stop
9:51 pm — 0:30 am UA787 United Airlines
Houston — Chicago
6h 54m
including layover
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from$595
3:41 pm — 1:11 am
+1 day
3:41 pm — 5:15 pm UA1285 United Airlines
San Diego — San Francisco
1h 42m stop
6:57 pm — 1:11 am UA468 United Airlines
San Francisco — Chicago
7h 30m
including layover
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from$595
4:33 pm — 1:11 am
+1 day
4:33 pm — 6:07 pm UA2117 United Airlines
San Diego — San Francisco
50m stop
6:57 pm — 1:11 am UA468 United Airlines
San Francisco — Chicago
6h 38m
including layover
Find flight
from$595
6:30 am — 2:54 pm
6:30 am — 7:36 am UA4723 United Airlines
San Diego — Los Angeles
1h 4m stop
8:40 am — 2:54 pm UA2039 United Airlines
Los Angeles — Chicago
6h 24m
including layover
Find flight
from$595
7:10 am — 2:54 pm
7:10 am — 10:35 am UA562 United Airlines
San Diego — Denver
45m stop
11:20 am — 2:54 pm UA1401 United Airlines
Denver — Chicago
5h 44m
including layover
Find flight
from$595
7:47 am — 5:08 pm
7:47 am — 9:25 am UA1734 United Airlines
San Diego — San Francisco
1h 21m stop
10:46 am — 5:08 pm UA2230 United Airlines
San Francisco — Chicago
7h 21m
including layover
Find flight
from$595
8:14 pm — 5:38 am
+1 day
8:14 pm — 9:15 pm UA5482 United Airlines
San Diego — Los Angeles
2h 17m stop
11:32 pm — 5:38 am UA2622 United Airlines
Los Angeles — Chicago
7h 24m
including layover
Find flight
from$595
9:00 am — 8:03 pm
9:00 am — 12:30 pm UA2476 United Airlines
San Diego — Denver
4h 5m stop
4:35 pm — 8:03 pm UA1104 United Airlines
Denver — Chicago
9h 3m
including layover
Find flight
from$912
9:17 pm — 9:39 am
+1 day
9:17 pm — 5:14 am UA584 United Airlines
San Diego — Washington D.C.
3h 16m stop
8:30 am — 9:39 am UA1678 United Airlines
Washington D.C. — Chicago
10h 22m
including layover
Find flight
from$999
8:14 pm — 9:38 pm
+1 day
8:14 pm — 9:15 pm UA5482 United Airlines
San Diego — Los Angeles
1h 20m stop
10:35 pm — 11:59 pm UA5440 United Airlines
Los Angeles — Las Vegas
16h 1m stop
4:00 pm — 9:38 pm F92114 Frontier Airlines
Las Vegas — Chicago
23h 24m
including layover
Find flight
from$564
*Departure and arrival times are local. Last updated on 04/24/2024

Flight Information

There are 6 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 10:17 pm to 9:17 pm. Nonstop flight is 4h 2m. The time difference between San Diego and Chicago is 2h.

  • The fastest flight 4h 2m
  • Average flight time 4h 14m
  • The earliest flight 10:17 pm
  • The latest flight 9:17 pm
  • Distance 1733 ml

The cheapest months for traveling to Chicago are august (from 564 $).

The cheapest flight by United Airlines that our users were able to find is $564. This airfare is economy class on one-way UA5482 flight for August 29, 2023 leaving San Diego in San Diego at 8:14 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 8 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 22 direct flights every day from San Diego. Airlines and fares are below:

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Connecting Flights

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

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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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