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Cheap Flights from San Diego to Chicago $267.6

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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 : How long does it take to get from SAN to MDW?
Answer : Southwest Airlines can get you there in 3 hours and 55 minutes. For example, if you were to leave San Diego at 10:50 AM, you would arrive in Chicago at 4:45 PM CST (remember, there is a two-hour time change).

Question : How many departure times from San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) are there on a daily basis?
Answer : On average, you can expect to see two available departure times for this route. Compared to the average route with 31 flight times, you won't have as many options as other routes.

Question : If punctuality is required for you to book a flight, which airline is your best bet?
Answer : The current leader is Delta Air Lines with a 100% on-time rate. Don't spend more time waiting in an airport than you have to; stick with Delta Air Lines on this route. Perfection is hard to come by, so hopefully it continues.

Question : Would you be willing to change your travel days if it saved you money?
Answer : Tuesday is your lowest-cost day to fly in February. Having flexibility in your travel plans means you can save, so be sure to plan ahead when possible.

Question : Do travelers from San Diego typically stay in Chicago for very long?
Answer : Over the next two months, travelers from SAN to MDW are planning on staying for four days on average.