Cheap Flights from San Diego, CA to Chicago, IL from $69
On Cheapflightsplus.com you will find 28 direct and 400 connecting flights from San Diego to Chicago. You can compare airfare deals from 7 airlines and multiple travel sites from $69, book and save on cheap plane tickets and last minute offers. Also check out SAN-CHI 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 San Diego to Chicago depends on and how to choose the most interesting flight option for you.
Distance between San Diego and Chicago is 2788 miles. Time difference between the cities is 2h. Airplanes depart 06:15 to 23:00 from 11 San Diego airport and arrive 06:15 to 23:00 to 7 Chicago airports. Average flight time is 4h 17m.
- The fastest flight 4h 3m
- Average flight time 4h 17m
- The earliest flight 06:15
- The latest flight 23:00
- Distance 1733 ml
Best Flights from San Diego to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $94 | 16:53 San Diego San Diego | 22:56 Chicago O'Hare International | 4h 3m | Frontier Airlines | F91856 |
| from $118 | 12:20 San Diego San Diego | 18:59 Chicago O'Hare International | 4h 39m | Hawaiian Airlines | HA6419 |
| from $122 | 12:20 San Diego San Diego | 18:59 Chicago O'Hare International | 4h 39m | Alaska Airlines | AS1186 |
| from $69 | 06:41 San Diego San Diego | 20:53 Chicago Midway | 12h 12m layover 7h 14m - Denver | Frontier Airlines | F92818 F92210 |
| from $71 | 20:48 San Diego San Diego | 05:25+1 день Chicago O'Hare International | 6h 37m layover 1h 39m - Las Vegas | Spirit Airlines | NK2021 NK2186 |
| from $110 | 20:48 San Diego San Diego | 08:55+1 день Chicago O'Hare International | 10h 7m layover 0h 55m - Las Vegas 1h 48m - Atlanta | Spirit Airlines | NK2021 NK2573 NK2707 |
| from $127 | 15:10 San Diego San Diego | 23:31+1 день Chicago O'Hare International | 30h 21m layover 2h 14m - Las Vegas 21h 16m - Los Angeles | Spirit Airlines | NK3792 NK1495 NK3010 |
The cheapest months to travel to Chicago are october (from 69 $), november (from 69 $), june (from 71 $).
The most expensive months are september (from 101 $), august (from 95 $), december (from 92 $).
What is the lowest airfare San Diego to Chicago?
The cheapest plane ticket found by our users is $69. This airfare is for economy class on one-way F92818 flight by Frontier Airlines for October 8, 2025 which leaves San Diego in San Diego at 06:41 am and arrives at Chicago Midway at 20:53.
Flight Schedule San Diego (California) to Chicago (Illinois)
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Popular Airlines on the Route
The flight San Diego — Chicago is served by 7 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 50 departures per week at the price of from $ 122 . And the most expensive tickets are offered by Alaska Airlines airline - from $ 6133.
Direct flights
There are 28 nonstop flights on the route. The fastest direct flight is F91856 by Frontier Airlines takes 4h 3m and the cheapest is F92818 by Frontier Airlines for $94.
- AS - Alaska Airlinesfrom $122Find
- F9 - Frontier Airlinesfrom $94Find
- HA - Hawaiian Airlinesfrom $118Find
- UA - United Airlinesfrom $154Find
Connecting Flights
There are 400 flights with layovers on the route. The fastest connecting flight is NK1157 by Spirit Airlines takes 5h 33m and the cheapest is F92818 by Frontier Airlines for $69.
- AS - Alaska Airlinesfrom $132Find
- F9 - Frontier Airlinesfrom $69Find
- SY - Sun Country Airlinesfrom $140Find
- HA - Hawaiian Airlinesfrom $124Find
- UA - United Airlinesfrom $193Find
- NK - Spirit Airlinesfrom $71Find
- G4 - Allegiant Airfrom $162Find
Airports
You can fly from San Diego to Chicago from 11 airports (San Diego, San Diego Regional, Gillespie Field, Golden Triangle Reg., El Cajon, Lowndes County, Miramar NAS, Montgomery Field, North Island NAS, Brown Field Municipal, AFB).
San Diego airports
- San Diego-SANfrom $69Find
- 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
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from San Diego by 7 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from San Diego
You may also consider searching for discounted plane tickets to some other popular places from San Diego within United States.
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Top International Destinations from San Diego
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.
- from $65Find
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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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