Cheap Flights from Chicago, IL to San Diego, CA from $87

Return flight: San Diego – Chicago
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On Cheapflightsplus.com you will find 8 direct and 95 connecting flights from Chicago to San Diego. You can compare airfare deals from 7 airlines and multiple travel sites from $87, 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: $87 (one-way), $149 (round-trip).
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Best Flights from Chicago to San Diego Today

Take a look at the list of non stop flights and flights with layovers from Chicago to San Diego with the lowest price of $87. The fastest direct flight takes 4h 12m and the fastest connecting – 6h 7m.
Price Departure Arrival Flight Duration Airline Flight
from $87
Find flight
13:56
Chicago
O'Hare International
 16:08
San Diego
San Diego
 4h 12m Frontier Airlines
F91855
from $153
Find flight
20:20
Chicago
O'Hare International
 22:44
San Diego
San Diego
 4h 24m United Airlines
UA1842
from $199
Find flight
21:04
Chicago
O'Hare International
 23:26
San Diego
San Diego
 4h 22m Alaska Airlines
AS4345
from $93
Find flight
22:15
Chicago
O'Hare International
 07:13+1 день
San Diego
San Diego
 10h 58m
layover
5h 41m - Las Vegas
 Spirit Airlines
NK2179
NK2502
from $111
Find flight
14:44
Chicago
Midway
 09:52+1 день
San Diego
San Diego
 21h 8m
layover
15h 46m - Denver
 Frontier Airlines
F92209
F92817
from $128
Find flight
22:15
Chicago
O'Hare International
 16:55+1 день
San Diego
San Diego
 20h 40m
layover
8h 19m - Las Vegas
5h 20m - San Jose
 Spirit Airlines
NK2179
NK2386
NK2506
from $128
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09:12
Chicago
Midway
 09:55+1 день
San Diego
San Diego
 26h 43m
layover
9h 45m - Fort Walton Beach
9h 4m - Las Vegas
 Allegiant Air
G43081
G4126
NK1154
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 19, 2025
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
06:40 — 09:55
+1 day
06:40 — 09:08 NK1104 Spirit Airlines
Chicago — Los Angeles
7h 42m stop
16:46 — 18:03 NK1550 Spirit Airlines
Los Angeles — Las Vegas
14h 37m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
29h 15m
including layover
Find flight
from$128
06:40 — 09:55
+1 day
06:40 — 09:08 NK1104 Spirit Airlines
Chicago — Los Angeles
12h stop
21:08 — 22:26 NK1052 Spirit Airlines
Los Angeles — Las Vegas
10h 14m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
29h 15m
including layover
Find flight
from$128
07:11 — 09:34
07:11 — 09:34 UA2237 United Airlines
Chicago — San Diego
4h 23m
Find flight
from$172
07:11 — 09:34
07:11 — 09:34 UA264 United Airlines
Chicago — San Diego
4h 23m
Find flight
from$337
07:14 — 09:28
07:14 — 09:28 AS4232 Alaska Airlines
Chicago — San Diego
4h 14m
Find flight
from$234
10:05 — 12:22
10:05 — 12:22 AS6057 Alaska Airlines
Chicago — San Diego
4h 17m
Find flight
from$234
11:44 — 13:58
11:44 — 13:58 AS6492 Alaska Airlines
Chicago — San Diego
4h 14m
Find flight
from$235
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
Find flight
from$95
13:56 — 16:08
13:56 — 16:08 F91855 Frontier Airlines
Chicago — San Diego
4h 12m
Find flight
from$87
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
Find flight
from$111
20:20 — 22:44
20:20 — 22:44 UA1842 United Airlines
Chicago — San Diego
4h 24m
Find flight
from$153
21:04 — 23:26
21:04 — 23:26 AS4345 Alaska Airlines
Chicago — San Diego
4h 22m
Find flight
from$199
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
Find flight
from$93
22:15 — 18:26
+1 day
21:02 — 23:07 NK2179 Spirit Airlines
Chicago — Las Vegas
16h 50m stop
16:43 — 18:03 NK2295 Spirit Airlines
Las Vegas — San Diego
22h 11m
including layover
Find flight
from$99
22:15 — 23:29
+1 day
21:02 — 23:07 NK2179 Spirit Airlines
Chicago — Las Vegas
21h 56m stop
22:42 — 23:56 NK2390 Spirit Airlines
Las Vegas — San Diego
27h 14m
including layover
Find flight
from$99
*Departure and arrival times - local. Updated on September 19, 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 22:15 from 7 Chicago airports and arrive 05:00 to 22:15 to 11 San Diego airports. Average flight time is 4h 20m.

  • The fastest flight 4h 12m
  • Average flight time 4h 20m
  • The earliest flight 05:00
  • The latest flight 22:15
  • Distance 1733 ml

The cheapest months to travel to San Diego are june (from 87 $), july (from 93 $), may (from 114 $).

The most expensive months are september (from 186 $), october (from 185 $), august (from 119 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $87. This airfare is for economy class on one-way F91855 flight by Frontier Airlines for June 29, 2025 which leaves O'Hare International in Chicago at 13:56 am and arrives at San Diego San Diego at 16:08.

Economy class
$87
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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 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 9 departures per week at the price of from $ 171 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 749.

Direct flights

There are 8 nonstop flights on the route. The fastest direct flight is F91855 by Frontier Airlines takes 4h 12m and the cheapest is F91855 by Frontier Airlines for $87.

  • AS - Alaska Airlines
    from $199
    Find
  • F9 - Frontier Airlines
    from $87
    Find
  • UA - United Airlines
    from $153
    Find
See more direct flights

Connecting Flights

There are 95 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is F91855 by Frontier Airlines for $93.

  • AS - Alaska Airlines
    from $171
    Find
  • F9 - Frontier Airlines
    from $111
    Find
  • SY - Sun Country Airlines
    from $166
    Find
  • HA - Hawaiian Airlines
    from $237
    Find
  • UA - United Airlines
    from $185
    Find
  • NK - Spirit Airlines
    from $93
    Find
  • G4 - Allegiant Air
    from $128
    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 $87
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  • Midway-MDW
    from $111
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

San Diego airports

  • San Diego-SAN
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  • San Diego Regional-USA
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  • Gillespie Field-SEE
    Find
  • Golden Triangle Reg.-GTR
    Find
  • El Cajon-CJN
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  • Lowndes County-UBS
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  • Miramar NAS-NKX
    Find
  • 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
    Find

Airplanes

There are flights to San Diego from Chicago by 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Chicago

You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.

Top International Destinations from Chicago

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

How to book an air ticket yourself?
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  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
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  • 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.

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