Cheap Flights from Chicago, IL to San Diego, CA from $129
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
Best Flights from Chicago to San Diego Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $154 | 20:20 Chicago O'Hare International | 22:44 San Diego San Diego | 4h 24m | United Airlines | UA1842 |
from $199 | 07:14 Chicago O'Hare International | 09:28 San Diego San Diego | 4h 14m | Alaska Airlines | AS4232 |
from $339 | 07:11 Chicago O'Hare International | 09:34 San Diego San Diego | 4h 23m | United Airlines | UA264 |
from $171 | 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 $186 | 05:00 Chicago O'Hare International | 09:09 San Diego San Diego | 6h 9m layover 1h 2m - Denver | United Airlines | UA2666 UA2309 |
from $129 | 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 $129 | 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 |
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.
Flight Schedule Chicago (Illinois) to San Diego (California)
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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 $ 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 Airlinesfrom $199Find
- UA - United Airlinesfrom $154Find
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 Airlinesfrom $171Find
- SY - Sun Country Airlinesfrom $170Find
- UA - United Airlinesfrom $186Find
- NK - Spirit Airlinesfrom $129Find
- G4 - Allegiant Airfrom $129Find
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-ORDfrom $129Find
- Midway-MDWfrom $129Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
San Diego airports
- San Diego-SANFind
- San Diego Regional-USAFind
- Gillespie Field-SEEFind
- Golden Triangle Reg.-GTRFind
- El Cajon-CJNFind
- Lowndes County-UBSFind
- Miramar NAS-NKXFind
- Montgomery Field-MYFFind
- North Island NAS-NZYFind
- Brown Field Municipal-SDMFind
- AFB-CBMFind
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.
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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.
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How to book a plane 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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