Cheap Flights from Chicago, IL to San Diego, CA from $128

Return flight: San Diego – Chicago
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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 $128, 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: $128 (one-way), $220 (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 $128. The fastest direct flight takes 4h 14m and the fastest connecting – 6h 7m.
Price Departure Arrival Flight Duration Airline Flight
from $153
Find flight
20:20
Chicago
O'Hare International
 22:44
San Diego
San Diego
 4h 24m United Airlines
UA1842
from $234
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07:14
Chicago
O'Hare International
 09:28
San Diego
San Diego
 4h 14m Alaska Airlines
AS4232
from $337
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07:11
Chicago
O'Hare International
 09:34
San Diego
San Diego
 4h 23m United Airlines
UA264
from $171
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19:18
Chicago
O'Hare International
 09:02+1 день
San Diego
San Diego
 15h 44m
layover
9h 14m - San Francisco
 Alaska Airlines
AS597
AS912
from $185
Find flight
05:00
Chicago
O'Hare International
 09:09
San Diego
San Diego
 6h 9m
layover
1h 2m - Denver
 United Airlines
UA2666
UA2309
from $128
Find flight
19:03
Chicago
O'Hare International
 17:55+1 день
San Diego
San Diego
 24h 52m
layover
8h 26m - Los Angeles
9h 23m - Las Vegas
 Spirit Airlines
NK1117
NK1658
NK1150
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
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 18, 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 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
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
Find flight
from$128
10:05 — 12:22
10:05 — 12:22 AS6057 Alaska Airlines
Chicago — San Diego
4h 17m
Find flight
from$234
11:21 — 09:55
+1 day
11:21 — 13:51 NK1633 Spirit Airlines
Chicago — Dallas
8h 54m stop
22:26 — 23:28 NK1381 Spirit Airlines
Dallas — Las Vegas
8h 53m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
24h 34m
including layover
Find flight
from$169
16:37 — 09:55
+1 day
15:36 — 17:05 NK1184 Spirit Airlines
Chicago — Nashville
3h 49m stop
21:44 — 23:54 NK1772 Spirit Airlines
Nashville — Las Vegas
8h 41m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
19h 18m
including layover
Find flight
from$142
17:49 — 09:55
+1 day
16:26 — 18:47 NK2168 Spirit Airlines
Chicago — New Orleans
59m stop
20:09 — 22:07 NK1282 Spirit Airlines
New Orleans — Las Vegas
9h 31m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
18h 6m
including layover
Find flight
from$142
18:19 — 17:55
+1 day
18:15 — 19:55 SY260 Sun Country Airlines
Chicago — Minneapolis
12h 31m stop
08:30 — 09:51 SY103 Sun Country Airlines
Minneapolis — Las Vegas
6h 47m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
25h 36m
including layover
Find flight
from$169
19:03 — 17:55
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
8h 26m stop
06:40 — 07:55 NK1658 Spirit Airlines
Los Angeles — Las Vegas
9h 23m stop
16:38 — 17:55 NK1150 Spirit Airlines
Las Vegas — San Diego
24h 52m
including layover
Find flight
from$128
19:03 — 23:06
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
8h 26m stop
06:40 — 07:55 NK1658 Spirit Airlines
Los Angeles — Las Vegas
14h 37m stop
21:46 — 23:00 NK1152 Spirit Airlines
Las Vegas — San Diego
30h 3m
including layover
Find flight
from$128
19:03 — 09:55
+1 day
18:22 — 20:55 NK1117 Spirit Airlines
Chicago — Los Angeles
8h 26m stop
06:40 — 07:55 NK1658 Spirit Airlines
Los Angeles — Las Vegas
1h 25m stop
08:40 — 09:55 NK1154 Spirit Airlines
Las Vegas — San Diego
16h 52m
including layover
Find flight
from$130
19:18 — 09:02
+1 day
19:18 — 22:06 AS597 Alaska Airlines
Chicago — San Francisco
9h 14m stop
07:20 — 09:02 AS912 Alaska Airlines
San Francisco — San Diego
15h 44m
including layover
Find flight
from$171
20:20 — 22:44
20:20 — 22:44 UA1842 United Airlines
Chicago — San Diego
4h 24m
Find flight
from$153
*Departure and arrival times - local. Updated on September 18, 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 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 128 $), june (from 153 $), august (from 162 $).

The most expensive months are may (from 196 $), september (from 186 $), october (from 185 $).

What is the lowest airfare Chicago to San Diego?

The cheapest plane ticket found by our users is $128. 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
$128
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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 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 $ 682.

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 $153.

  • AS - Alaska Airlines
    from $234
    Find
  • UA - United Airlines
    from $153
    Find
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 $128.

  • AS - Alaska Airlines
    from $171
    Find
  • SY - Sun Country Airlines
    from $169
    Find
  • UA - United Airlines
    from $185
    Find
  • NK - Spirit Airlines
    from $128
    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 $128
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  • Midway-MDW
    from $128
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  • Dupage County-DPA
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  • 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
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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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Airplanes

There are flights to San Diego from Chicago by 5 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?
  • 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.

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