Cheap Flights from Chicago, IL to San Diego, CA from $90

Return flight: San Diego – Chicago

On Cheapflightsplus.com you will find 28 direct and 195 connecting flights from Chicago to San Diego. You can compare airfare deals from 7 airlines and multiple travel sites from $90, 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 22:15 from 7 Chicago airports and arrive 05:00 to 22:15 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 22:15
  • Distance 1733 ml

The cheapest months to travel to San Diego are june (from 90 $), july (from 95 $), october (from 104 $).

The most expensive months are february (from 362 $), january (from 362 $), december (from 344 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $90. 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
$90
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Business class
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First class
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Flight Schedule Chicago (Illinois) to San Diego (California)

07:10 — 09:30
4h 20m flight time
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from$165
Chicago — San Diego
UA542 United Airlines
07:11 — 09:34
4h 23m flight time
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from$167
Chicago — San Diego
UA2071 United Airlines
08:20 — 11:20
5h flight time
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from$121
Chicago — San Diego
HA6158 Hawaiian Airlines
08:20 — 11:20
5h flight time
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from$125
Chicago — San Diego
AS1205 Alaska Airlines
09:13 — 11:40
4h 27m flight time
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from$165
Chicago — San Diego
UA660 United Airlines
10:03 — 12:28
4h 25m flight time
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from$204
Chicago — San Diego
AS4455 Alaska Airlines
11:44 — 13:58
4h 14m flight time
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from$241
Chicago — San Diego
AS6492 Alaska Airlines
13:30 — 15:50
4h 20m flight time
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from$165
Chicago — San Diego
UA2683 United Airlines
13:56 — 16:08
4h 12m flight time
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from$90
Chicago — San Diego
F91855 Frontier Airlines
15:50 — 18:50
5h flight time
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from$121
Chicago — San Diego
HA6164 Hawaiian Airlines
15:50 — 18:50
5h flight time
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from$125
Chicago — San Diego
AS1207 Alaska Airlines
16:00 — 18:20
4h 20m flight time
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from$165
Chicago — San Diego
UA2417 United Airlines
17:49 — 20:03
4h 14m flight time
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from$203
Chicago — San Diego
AS4231 Alaska Airlines
19:59 — 22:59
5h flight time
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from$121
Chicago — San Diego
HA6165 Hawaiian Airlines
19:59 — 22:59
5h flight time
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from$125
Chicago — San Diego
AS1209 Alaska Airlines
20:20 — 22:44
4h 24m flight time
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from$157
Chicago — San Diego
UA1842 United Airlines
21:04 — 23:26
4h 22m flight time
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from$204
Chicago — San Diego
AS4345 Alaska 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 November 5, 2025.

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 - 26 departures per week at the price of from $ 125 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 770.

Direct flights

There are 28 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 $90.

  • AS - Alaska Airlines
    from $125
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  • F9 - Frontier Airlines
    from $90
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  • HA - Hawaiian Airlines
    from $121
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  • UA - United Airlines
    from $157
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See more direct flights

Connecting Flights

There are 195 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 $95.

  • AS - Alaska Airlines
    from $135
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  • F9 - Frontier Airlines
    from $108
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  • SY - Sun Country Airlines
    from $152
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  • HA - Hawaiian Airlines
    from $127
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  • UA - United Airlines
    from $190
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  • NK - Spirit Airlines
    from $95
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  • G4 - Allegiant Air
    from $132
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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 $90
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  • Midway-MDW
    from $114
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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
    Find
  • 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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