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Airports in San Diego
The cheapest time of year to fly to San Diego from Chicago is September. Most expensive is March
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
in the afternoon
Chicago to San Diego flights are approximately 13% more expensive at noon than in the afternoon
Alaska Airlines, American Airlines, and Frontier are the most popular carriers operating from Chicago to San Diego
Chicago O'Hare Intl - San Diego
Fly from Chicago O'Hare Intl to San Diego for the best Chicago - San Diego flight prices
44 days before
The cheapest time to buy a flight from Chicago to San Diego is approximately 44 days to departure
When you’re planning your trip from Chicago to San Diego, the most popular airport-to-airport route is Chicago O'Hare Intl Airport to San Diego Airport. You may be looking for an airport near Chicago O'Hare Intl Airport to depart from when traveling to San Diego and Chicago Midway Airport, located in Chicago is a great option. When traveling from Chicago, it is helpful to have an alternative airport to fly into when you land in San Diego. Good options for arrival airports in San Diego, you can try Santa Ana J. Wayne/Orange Cnty Airport (in Santa Ana), Ontario Airport (in Ontario), or Palm Springs Airport (in Palm Springs). In June, $125 is typically the cheapest round trip price you’ll find from Chicago to San Diego which you can find when you fly ORD — SAN.
|Chicago O'Hare Intl Airport (ORD) to San Diego Airport (SAN)||$125|
|Chicago O'Hare Intl Airport (ORD) to Santa Ana J. Wayne/Orange Cnty Airport (SNA)||$196|
|Chicago Midway Airport (MDW) to San Diego Airport (SAN)||$261|
|Chicago O'Hare Intl Airport (ORD) to Ontario Airport (ONT)||$273|
|Chicago O'Hare Intl Airport (ORD) to Palm Springs Airport (PSP)||$290|
|Chicago Midway Airport (MDW) to Ontario Airport (ONT)||$242|
|Juneyao Airlines||PriceFrom $12||Free Cancellation||Rating|
|Spirit Airlines||PriceFrom $52||Free Cancellation||Rating|
We arrived 15 minutes early ,but the luggage take more than 30 minutes to appear.
1 / 10
|Frontier||PriceFrom $91||Free Cancellation||Rating|
Late like always. Harassed over the new luggage policy even after paying for our bags. Online check constantly badgers you to buy bags, buy the perks, and book extra things like cars and hotels. Don’t bother unless you are traveling on a day trip. After luggage fees you pay more than Southwest with terrible service and always late.
1 / 10
|American Airlines||PriceFrom $103||Free Cancellation||Rating|
Tried to check in online as per usual - what a nightmare. Couldn't change my seat, tried 16 times and was rejected from process at change seat screen every time. Ended up having to phone BA at 5.30 am in the UK on my mobile from the US as was automatically allocated last row non-aisle seat - the worst place on the plane. On hold with executive club for 25 mins - I'm dreading the charges. Executive club customer service also couldn't change the seat (no reason given) but could see a free seat was available and would put a note about seat change for the airport check in staff. Got to airport - told no note on system and that UK BA executive club customer service staff had 'lied' to me by check in staff at san diego End up sitting next to toilet with constant noise all night. I will not fly with BA again (other than to try and use up existing avios). Virgin are now giving way superior service on my transatlantic routes and swiss air for my short hauls. This flight was confirmation that ba no longer offers good value or service.
1 / 10
|Delta||PriceFrom $108||Free Cancellation||Rating|
One of the crew member weren’t to pleasant
1 / 10
|United Airlines||PriceFrom $118||Free Cancellation||Rating|
Very bad things so I don’t like it and when airplane arrive at EWR then stay on parking for over 30 minutes so the people got complaints so this very bad
1 / 10
|Alaska Airlines||PriceFrom $195||Free Cancellation||Rating|
1 / 10
Alaska Airlines flies from Chicago to San Diego around 20 times per week, with 663 momondo users rating the airline 7.9/10. The cheapest Alaska Airlines deal from Chicago to San Diego in the last 72 hours was $195 (round-trip), much lower than the average airfare cost of $473 for Alaska Airlines flights on this route.
$118 is the best United Airlines flight deal from Chicago to San Diego found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $469, however, with flight time and availability significantly affecting the price. United Airlines (7.2/10 from 902 user reviews) flies into San Diego from Chicago 30 times in an average week so prices can vary.
Some of our partner airlines flying from Chicago to San Diego are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, American Airlines, and Spirit Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.
There are 1730.3 mi between Chicago and San Diego. In terms of flight time, this usually takes a little over 4h 21m.
Finding the right flight to San Diego from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Diego quick and easy, saving you time and money.
Flights from Chicago to San Diego with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
momondo provides multiple filters to help you find the best flight to San Diego from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
If you are simply researching potential flights to San Diego, momondo offers a useful price alert feature which will track prices for flights to San Diego from Chicago and alert you when they change.