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Cheap Flights from Chicago to San Diego $242.82

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Cheapest Flights from Chicago to San Diego (MDW to SAN)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Chicago to San Diego (MDW to SAN)

Question : How often is the price changing when booking a trip from Chicago Midway International Airport (MDW) to San Diego International Airport (SAN)?
Answer : Prices for this trip tend to fluctuate a lot more than others. Remember, you can save by booking further in advance.

Question : How does Chicago to San Diego stack up against the rest of the world in overall promptness?
Answer : MDW to SAN currently scores 2.9 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delayed minutes. With 2.9 stars, you should plan on being extra flexible with your arrival plans.

Question : If travelling from MDW to SAN, how long can you expect to be in the air?
Answer : This flight takes 21 minutes on average.

Question : Is there an alternative to Chicago Midway International Airport (MDW) for getting you to San Diego?
Answer : Try looking for flights from O'Hare International Airport (ORD) as well. Over the upcoming two months, flights from ORD to SAN are being booked 54% cheaper than flights from MDW to SAN. Being only 16 miles away, it's easily accessible for most.

Question : Is price more important than specific travel days for you?
Answer : The best day to fly on a budget this month is Thursday. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : Should you take that vacation to San Diego in the next 30 days?
Answer : January 24th offers bookings (as of January 16th) that are 22% below the average price for this route. Saving on booking fees means you'll have more money in hand for the trip.