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Cheap Flights from San Diego to Chicago $236.56

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

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

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

Question : Looking for the cheapest flight over the next 30 days?
Answer : As of December 5th, the cheapest day to fly from San Diego to Chicago is December 12th. Tickets have been sold for 51% below the average price for this route.

Question : How often are flights on schedule from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW)?
Answer : Passengers are currently getting to their destination on schedule 88% of the time, which ranks in the top half across all routes. When a flight is delayed, it averages about 10 minutes.

Question : How long are most people's visits to Chicago when they fly in from San Diego?
Answer : Travelers from SAN to MDW stay seven days on average.

Question : If speed is all that matters, how can you get to Chicago as quickly as possible?
Answer : Southwest Airlines currently has the fastest travel time with 3 hours and 40 minutes. So, you would arrive in Chicago at 12:10 AM CST if you left San Diego at 6:30 PM. Remember, there is a two-hour time change.

Question : Should you be aware of any airlines that have a reputation of delays for this route?
Answer : If you decide to book your flight with XOJET, keep an eye on your departure time. Over the past month, XOJET flights from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) are delayed 100% of the time.

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

Question : Is there a day that has more departure times to choose from than other days?
Answer : The day with the most departure times for this route is Wednesday with 56 options. The day with the fewest options is Friday with 40 different times.