Cheap Flights from Chicago, IL to San Diego, CA from $71

Return flight: San Diego – Chicago

On Cheapflightsplus.com you will find 22 direct and 261 connecting flights from Chicago to San Diego. You can compare airfare deals from 8 airlines and multiple travel sites from $71, book and save on cheap plane tickets and last minute offers. Also check out CHI-SAN flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Chicago to San Diego Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $71 (one-way), $122 (round-trip).
Direct flights
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Full flight schedule will help you in detecting at what time planes fly from Chicago to San Diego. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
07:10 — 09:30
07:10 — 09:30 UA542 United Airlines
Chicago — San Diego
4h 20m
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from$127
07:10 — 09:24
07:10 — 09:24 AS4232 Alaska Airlines
Chicago — San Diego
4h 14m
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from$186
07:11 — 09:34
07:11 — 09:34 UA2071 United Airlines
Chicago — San Diego
4h 23m
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from$129
07:11 — 09:34
07:11 — 09:34 UA2237 United Airlines
Chicago — San Diego
4h 23m
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from$136
07:11 — 09:34
07:11 — 09:34 UA1610 United Airlines
Chicago — San Diego
4h 23m
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from$180
08:20 — 11:20
08:20 — 11:20 HA6158 Hawaiian Airlines
Chicago — San Diego
5h
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from$93
08:20 — 11:20
08:20 — 11:20 AS1205 Alaska Airlines
Chicago — San Diego
5h
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from$96
09:13 — 11:40
09:13 — 11:40 UA660 United Airlines
Chicago — San Diego
4h 27m
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from$127
10:05 — 12:22
10:05 — 12:22 AS6057 Alaska Airlines
Chicago — San Diego
4h 17m
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from$186
10:38 — 12:56
10:38 — 12:56 AS4021 Alaska Airlines
Chicago — San Diego
4h 18m
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from$186
11:45 — 14:00
11:45 — 14:00 AS4010 Alaska Airlines
Chicago — San Diego
4h 15m
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from$186
11:47 — 14:02
11:47 — 14:02 AS4762 Alaska Airlines
Chicago — San Diego
4h 15m
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from$186
13:30 — 15:50
13:30 — 15:50 UA2683 United Airlines
Chicago — San Diego
4h 20m
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from$127
13:56 — 16:08
13:56 — 16:08 F91855 Frontier Airlines
Chicago — San Diego
4h 12m
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from$73
15:50 — 18:50
15:50 — 18:50 HA6164 Hawaiian Airlines
Chicago — San Diego
5h
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from$93
15:50 — 18:50
15:50 — 18:50 AS1207 Alaska Airlines
Chicago — San Diego
5h
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from$96
16:00 — 18:20
16:00 — 18:20 UA2417 United Airlines
Chicago — San Diego
4h 20m
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from$127
17:49 — 20:03
17:49 — 20:03 AS4231 Alaska Airlines
Chicago — San Diego
4h 14m
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from$304
19:35 — 22:02
19:35 — 22:02 UA734 United Airlines
Chicago — San Diego
4h 27m
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from$129
19:59 — 22:59
19:59 — 22:59 HA6165 Hawaiian Airlines
Chicago — San Diego
5h
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from$93
19:59 — 22:59
19:59 — 22:59 AS1209 Alaska Airlines
Chicago — San Diego
5h
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from$96
20:20 — 22:44
20:20 — 22:44 UA1842 United Airlines
Chicago — San Diego
4h 24m
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from$129
06:00 — 17:20
18:48 — 20:32 F91483 Frontier Airlines
Chicago — Denver
7h 46m stop
18:37 — 20:04 F94989 Frontier Airlines
Denver — San Diego
13h 20m
including layover
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from$71
06:25 — 11:55
22:00 — 23:59 F92329 Frontier Airlines
Chicago — Las Vegas
2h 10m stop
08:48 — 10:05 F91469 Frontier Airlines
Las Vegas — San Diego
7h 30m
including layover
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from$71
07:09 — 17:55
07:09 — 09:07 NK1033 Spirit Airlines
Chicago — Las Vegas
7h 31m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
12h 46m
including layover
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from$84
07:09 — 09:55
+1 day
07:09 — 09:07 NK1033 Spirit Airlines
Chicago — Las Vegas
23h 33m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
28h 46m
including layover
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from$84
11:50 — 23:29
11:50 — 13:51 NK2620 Spirit Airlines
Chicago — Las Vegas
8h 25m stop
22:42 — 23:56 NK2390 Spirit Airlines
Las Vegas — San Diego
13h 39m
including layover
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from$84
14:44 — 09:52
+1 day
14:44 — 16:33 F92209 Frontier Airlines
Chicago — Denver
15h 46m stop
08:22 — 09:55 F92817 Frontier Airlines
Denver — San Diego
21h 8m
including layover
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from$87
14:44 — 23:02
14:44 — 16:33 F92209 Frontier Airlines
Chicago — Denver
5h 3m stop
22:29 — 23:59 F92711 Frontier Airlines
Denver — San Diego
10h 18m
including layover
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from$94
15:51 — 20:30
15:51 — 17:52 NK1270 Spirit Airlines
Chicago — Las Vegas
1h 22m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
6h 39m
including layover
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from$84
15:51 — 23:00
15:51 — 17:52 NK1270 Spirit Airlines
Chicago — Las Vegas
3h 54m stop
21:46 — 23:00 NK1152 Spirit Airlines
Las Vegas — San Diego
9h 9m
including layover
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from$84
19:01 — 23:50
19:01 — 20:45 F91227 Frontier Airlines
Chicago — Denver
1h 44m stop
22:29 — 23:50 F92711 Frontier Airlines
Denver — San Diego
6h 49m
including layover
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from$90
21:56 — 18:10
+1 day
21:50 — 00:12 F92145 Frontier Airlines
Chicago — Las Vegas
16h 42m stop
17:01 — 18:26 F91465 Frontier Airlines
Las Vegas — San Diego
22h 14m
including layover
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from$84
22:02 — 11:56
+1 day
19:30 — 21:48 F92145 Frontier Airlines
Chicago — Las Vegas
10h 27m stop
08:48 — 10:05 F91469 Frontier Airlines
Las Vegas — San Diego
15h 54m
including layover
Find flight
from$71
22:15 — 07:13
+1 day
21:02 — 23:07 NK2179 Spirit Airlines
Chicago — Las Vegas
5h 41m stop
10:55 — 12:08 NK2502 Spirit Airlines
Las Vegas — San Diego
10h 58m
including layover
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from$73
09:12 — 09:55
+1 day
09:12 — 11:23 G43081 Allegiant Air
Chicago — Fort Walton Beach
9h 45m stop
21:08 — 23:36 G4126 Allegiant Air
Fort Walton Beach — Las Vegas
9h 4m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
26h 43m
including layover
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from$102
09:12 — 17:55
+1 day
09:12 — 11:23 G43081 Allegiant Air
Chicago — Fort Walton Beach
9h 45m stop
21:08 — 23:36 G4126 Allegiant Air
Fort Walton Beach — Las Vegas
17h 2m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
34h 43m
including layover
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from$102
18:22 — 09:55
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
9h 45m stop
06:40 — 07:55 NK1658 Spirit Airlines
Los Angeles — Las Vegas
45m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
17h 33m
including layover
Find flight
from$102
18:22 — 17:55
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
9h 45m stop
06:40 — 07:55 NK1658 Spirit Airlines
Los Angeles — Las Vegas
8h 43m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
25h 33m
including layover
Find flight
from$102
*Departure and arrival times - local. Updated on July 3, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Chicago to San Diego depends on and how to choose the most interesting flight option for you.

Distance between Chicago and San Diego is 2788 miles. Time difference between the cities is 2h. Airplanes depart 05:00 to 22:56 from 7 Chicago airports and arrive 05:00 to 22:56 to 11 San Diego airports. Average flight time is 4h 23m.

  • The fastest flight 4h 12m
  • Average flight time 4h 23m
  • The earliest flight 05:00
  • The latest flight 22:56
  • Distance 1733 ml

The cheapest months to travel to San Diego are june (from 92 $), february (from 95 $), july (from 98 $).

The most expensive months are november (from 414 $), january (from 373 $), december (from 355 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $71. This airfare is for economy class on one-way F92329 flight by Frontier Airlines for July 4, 2025 which leaves Midway in Chicago at 06:25 am and arrives at San Diego San Diego at 11:55.

Economy class
$71
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Business class
?
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First class
?
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Popular Airlines on the Route

The flight Chicago — San Diego is served by 8 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by United Airlines - 87 departures per week at the price of from $ 127 . And the most expensive tickets are offered by TAP Portugal airline - from $ 1129.

Direct flights

There are 22 nonstop flights on the route. The fastest direct flight is F91855 by Frontier Airlines takes 4h 12m and the cheapest is F92329 by Frontier Airlines for $73.

  • from $127
    Find
  • AS - Alaska Airlines
    from $96
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  • F9 - Frontier Airlines
    from $73
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  • HA - Hawaiian Airlines
    from $93
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See more direct flights

Connecting Flights

There are 261 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is F92329 by Frontier Airlines for $71.

  • from $147
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  • F9 - Frontier Airlines
    from $71
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  • AS - Alaska Airlines
    from $104
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  • SY - Sun Country Airlines
    from $131
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  • HA - Hawaiian Airlines
    from $98
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  • TP - TAP Portugal
    from $1129
    Find
  • NK - Spirit Airlines
    from $73
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  • G4 - Allegiant Air
    from $102
    Find
See more connecting flights

Airports

You can fly from Chicago to San Diego from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).

Chicago airports

  • O'Hare International-ORD
    from $71
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  • Midway-MDW
    from $71
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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San Diego airports

  • San Diego-SAN
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  • San Diego Regional-USA
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  • Gillespie Field-SEE
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  • Golden Triangle Reg.-GTR
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  • El Cajon-CJN
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  • Lowndes County-UBS
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  • Miramar NAS-NKX
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  • Montgomery Field-MYF
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  • North Island NAS-NZY
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  • Brown Field Municipal-SDM
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  • AFB-CBM
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How to book a plane 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 flight ticket.
  • 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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