MDW to SAN (Chicago to San Diego) Flights

Last Minute Flights from MDW to SAN

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWSan DiegoMay 2 to May 5$330
*Prices include taxes and fees

Cheapest MDW to SAN Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
MDWSan DiegoMay 4 to May 9$188
MDWSan DiegoMay 24 to June 5$198
MDWSan DiegoJune 3 to June 3$232
MDWSan DiegoNovember 11 to November 18$297
*Prices include taxes and fees
MDW to SAN Flight Details
Origin airport
Midway Intl.
Origin airport IATA code
MDW
Destination airport
San Diego Intl.
Destination airport IATA code
SAN
Distance
1725 mi

Frequently asked questions

What airlines fly direct from Chicago Airport to San Diego Airport?
Unfortunately, there aren’t any air carriers flying straight from Chicago Airport to SAN. If you want to reach San Diego, book a flight with at least one stop.
How many flights are there from MDW to SAN?
Approximately 15 flights operate daily from Chicago, IL (MDW-Midway Intl.) to San Diego, CA (SAN-San Diego Intl.). Fasten your seat belt because your plane to San Diego is ready to go.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to San Diego, CA (SAN-San Diego Intl.)?
Approximately 5 hours and 48 minutes. On a day flight? Lock in a seat next to the window and stare out at the changing views. Alternatively, if you’re traveling from Chicago, IL (MDW-Midway Intl.) to San Diego, CA (SAN-San Diego Intl.) at nighttime, get some shut-eye and touch down in San Diego feeling rested and refreshed.
What is the flight distance from Chicago, IL (MDW-Midway Intl.) to San Diego, CA (SAN-San Diego Intl.)?
At a distance of 1,750 miles (2,800 1), you’ll be cruising the skies for a while during this medium-haul journey. Need legroom? Grab an aisle seat. Otherwise, go for the window and peer down at the landscapes between Chicago and San Diego.
How many morning flights are there from MDW to SAN?
Early risers can decide between 49 morning flights from MDW to SAN every week.

  • You can depart as bright and early as 6:00AM if you travel with Delta Air Lines (DL). This airline operates 34 weekly services that leave before midday.
  • Frontier Airlines (F9) offers 15 weekly flights in the morning. The earliest time you can fly off with this carrier is 5:01AM.

How many afternoon flights are there from MDW to SAN?
If you like to sleep in, book your seat on one of the 57 afternoon and evening flights available weekly from MDW to SAN.

  • Come fly with Delta Air Lines (DL), which operates 36 afternoon and evening flights every week on this route. The first scheduled departure is 12:00PM.
  • Frontier Airlines (F9) is another popular option, offering 21 afternoon and evening flights per week. The earliest leaves the runway at 12:29PM.

What is the earliest departure time out of Chicago to San Diego?
The earliest flight jets off from MDW at 5:01AM and arrives at 8:09PM at SAN. Don’t forget to allow yourself adequate time in the morning to get to your gate.
What is the latest departure time out of Chicago to San Diego?
The latest flight departs MDW at 10:59PM and touches down at 4:26PM at SAN. You’ll have lots of time to prepare for this journey.
What is the average price from Chicago to San Diego?
On average, the best price for round-trip flights from MDW to SAN is $188. Scoop up your own bargain by booking your seats today. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Chicago to San Diego Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Chicago to San Diego to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from MDW to SAN, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Chicago to San Diego, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.