MDW to SAN (Chicago to San Diego) Flights

Last Minute Flights from MDW to SAN

Best airfare and ticket deals for MDW to SAN flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
MDWSan DiegoApril 27 to May 4$132
*Prices include taxes and fees

Cheapest MDW to SAN Flights

Best airfare and ticket deals for MDW to SAN flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
MDWSan DiegoMay 11 to May 15$100
MDWSan DiegoMay 12 to May 15$110
MDWSan DiegoMay 4 to May 11$114
MDWSan DiegoMay 26 to May 26$236
*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

Which airlines with flights from Chicago, IL Airport (MDW-Midway Intl.) to SAN allow free cancellation due to COVID-19?
Quite a few airlines are now offering airfares with more flexibility so you can organize your flight to SAN with confidence. To figure out which carriers have these kinds of tickets, use our smart filter tool. Simply check the “No change fee” box directly under the “Flexible change policies” subheading. Also carefully read the ticket’s terms and conditions so you understand what COVID-19 related changes are permitted.
What airlines fly direct from Chicago Airport to San Diego, CA Airport (SAN-San Diego Intl.)?
Reserve a ticket with Southwest Airlines (WN) and you won’t have to worry about switching planes or killing time on a stopover. This reputable airline lists 104 monthly nonstop flights from Chicago, IL Airport (MDW-Midway Intl.) to San Diego, CA Airport (SAN-San Diego Intl.).
How many flights are there from MDW to SAN?
Roughly 3 each day. If you’re in a rush to head to San Diego County, see if you can pick up an epic last-minute deal from Chicago, IL Airport (MDW-Midway Intl.) to San Diego, CA Airport (SAN-San Diego Intl.) and then book it right away!
How long does it take to fly from Chicago, IL Airport (MDW-Midway Intl.) to San Diego, CA Airport (SAN-San Diego Intl.)?
Chicago, IL Airport (MDW-Midway Intl.) to San Diego, CA Airport (SAN-San Diego Intl.) takes on average 4 hours and 18 minutes. That’s an ideal length of time to start watching a popular new series, get immersed in a podcast or enjoy some shut-eye.
What is the flight distance from Chicago, IL Airport (MDW-Midway Intl.) to San Diego, CA Airport (SAN-San Diego Intl.)?
At 1750 miles (2800 km), this medium-haul flight is no never-ending marathon, but it’s no quick hop either. Get to San Diego County feeling rested by getting some shut-eye en route.
How many morning flights are there from MDW to SAN?
Fly from MDW to SAN on board one of the 11 morning flights that are available every week. Southwest Airlines (WN) offers 11 of these flights, with the first departing at 11:05AM.
How many afternoon flights are there from MDW to SAN?
With around 13 afternoon and evening flights every week from MDW to SAN, you won’t have to worry about waking up at the crack of dawn. Southwest Airlines (WN) lists 13 weekly services after midday, with its earliest scheduled to depart at 12:50AM.
What is the earliest departure time out of Chicago to San Diego County?
Take off from MDW at 6:05AM and arrive at SAN at 10:25AM. This is the earliest flight you’ll find on this route.
What is the latest departure time out of Chicago to San Diego County?
From MDW, the latest flight you can get sets out at 9:10PM and arrives at SAN at 1:25AM. If you don’t do early mornings, this is the flight to catch.
What is the average price from Chicago to San Diego County?
Round-trip journeys for this route begin from around $100. When you’re ready to take to the skies, we’ll help you score the best possible price. 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 perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from MDW to SAN, we’ve got you covered here at Flights.com.

We present you with some of the hottest 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.