Cheap Flights from Chicago, IL to San Diego, CA from $129

Return flight: San Diego – Chicago

On Cheapflightsplus.com you will find 4 direct and 45 connecting flights from Chicago to San Diego. You can compare airfare deals from 5 airlines and multiple travel sites from $129, 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.

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 21:40 from 7 Chicago airports and arrive 05:00 to 21:40 to 11 San Diego airports. Average flight time is 4h 20m.

  • The fastest flight 4h 14m
  • Average flight time 4h 20m
  • The earliest flight 05:00
  • The latest flight 21:40
  • Distance 1733 ml

The cheapest months to travel to San Diego are july (from 129 $), june (from 154 $), august (from 163 $).

The most expensive months are may (from 197 $), september (from 187 $), october (from 186 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $129. This airfare is for economy class on one-way NK1104 flight by Spirit Airlines for July 21, 2025 which leaves O'Hare International in Chicago at 06:40 am and arrives at San Diego San Diego at 09:55.

Economy class
$129
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Business class
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First class
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Flight Schedule Chicago (Illinois) to San Diego (California)

06:40 — 09:55+1day
29h 15m flight time
Find flight
from$129
06:40 — 09:08 Chicago — Los Angeles
NK1104 Spirit Airlines
7h 42m stop
16:46 — 18:03 Los Angeles — Las Vegas
NK1550 Spirit Airlines
14h 37m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
06:40 — 09:55+1day
29h 15m flight time
Find flight
from$129
06:40 — 09:08 Chicago — Los Angeles
NK1104 Spirit Airlines
12h stop
21:08 — 22:26 Los Angeles — Las Vegas
NK1052 Spirit Airlines
10h 14m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
07:11 — 09:34
4h 23m flight time
Find flight
from$339
Chicago — San Diego
UA264 United Airlines
07:14 — 09:28
4h 14m flight time
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from$199
Chicago — San Diego
AS4232 Alaska Airlines
09:12 — 09:55+1day
26h 43m flight time
Find flight
from$129
09:12 — 11:23 Chicago — Fort Walton Beach
G43081 Allegiant Air
9h 45m stop
21:08 — 23:36 Fort Walton Beach — Las Vegas
G4126 Allegiant Air
9h 4m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
10:05 — 12:22
4h 17m flight time
Find flight
from$201
Chicago — San Diego
AS6057 Alaska Airlines
11:21 — 09:55+1day
24h 34m flight time
Find flight
from$170
11:21 — 13:51 Chicago — Dallas
NK1633 Spirit Airlines
8h 54m stop
22:26 — 23:28 Dallas — Las Vegas
NK1381 Spirit Airlines
8h 53m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
16:37 — 09:55+1day
19h 18m flight time
Find flight
from$143
15:36 — 17:05 Chicago — Nashville
NK1184 Spirit Airlines
3h 49m stop
21:44 — 23:54 Nashville — Las Vegas
NK1772 Spirit Airlines
8h 41m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
17:49 — 09:55+1day
18h 6m flight time
Find flight
from$143
16:26 — 18:47 Chicago — New Orleans
NK2168 Spirit Airlines
59m stop
20:09 — 22:07 New Orleans — Las Vegas
NK1282 Spirit Airlines
9h 31m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
18:19 — 17:55+1day
25h 36m flight time
Find flight
from$170
18:15 — 19:55 Chicago — Minneapolis
SY260 Sun Country Airlines
12h 31m stop
08:30 — 09:51 Minneapolis — Las Vegas
SY103 Sun Country Airlines
6h 47m stop
16:38 — 17:55 Las Vegas — San Diego
NK1150 Spirit Airlines
19:03 — 17:55+1day
24h 52m flight time
Find flight
from$129
18:22 — 20:55 Chicago — Los Angeles
NK1117 Spirit Airlines
8h 26m stop
06:40 — 07:55 Los Angeles — Las Vegas
NK1658 Spirit Airlines
9h 23m stop
16:38 — 17:55 Las Vegas — San Diego
NK1150 Spirit Airlines
19:03 — 23:06+1day
30h 3m flight time
Find flight
from$129
18:22 — 20:55 Chicago — Los Angeles
NK1117 Spirit Airlines
8h 26m stop
06:40 — 07:55 Los Angeles — Las Vegas
NK1658 Spirit Airlines
14h 37m stop
21:46 — 23:00 Las Vegas — San Diego
NK1152 Spirit Airlines
19:03 — 09:55+1day
16h 52m flight time
Find flight
from$131
18:22 — 20:55 Chicago — Los Angeles
NK1117 Spirit Airlines
8h 26m stop
06:40 — 07:55 Los Angeles — Las Vegas
NK1658 Spirit Airlines
1h 25m stop
08:40 — 09:55 Las Vegas — San Diego
NK1154 Spirit Airlines
19:18 — 09:02+1day
15h 44m flight time
Find flight
from$171
19:18 — 22:06 Chicago — San Francisco
AS597 Alaska Airlines
9h 14m stop
07:20 — 09:02 San Francisco — San Diego
AS912 Alaska Airlines
20:20 — 22:44
4h 24m flight time
Find flight
from$154
Chicago — San Diego
UA1842 United Airlines
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 and arrival times - local. Updated on October 3, 2025.

Popular Airlines on the Route

The flight Chicago — San Diego is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 4 departures per week at the price of from $ 171 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 686.

Direct flights

There are 4 nonstop flights on the route. The fastest direct flight is AS4232 by Alaska Airlines takes 4h 14m and the cheapest is NK1104 by Spirit Airlines for $154.

  • AS - Alaska Airlines
    from $199
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  • UA - United Airlines
    from $154
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See more direct flights

Connecting Flights

There are 45 flights with layovers on the route. The fastest connecting flight is UA1599 by United Airlines takes 6h 7m and the cheapest is NK1104 by Spirit Airlines for $129.

  • AS - Alaska Airlines
    from $171
    Find
  • SY - Sun Country Airlines
    from $170
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  • UA - United Airlines
    from $186
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  • NK - Spirit Airlines
    from $129
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  • G4 - Allegiant Air
    from $129
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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 $129
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  • Midway-MDW
    from $129
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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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