$139 Find Cheap Flights from Chicago Midway Airport to San Diego - Compare and Save

These are the earliest and latest flight times available from Chicago Midway Airport to San Diego:

• Earliest: departs at 5:25 am and lands at 9:54 am
• Latest: departs at 11:05 pm and lands at 3:34 am.

The flight takes about 4h 29m.

Only Economy Class is available on flights from Chicago Midway Airport to San Diego.

A nonstop flight from Chicago Midway Airport to San Diego takes 4h 29m, covering 1,725 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Chicago Midway Airport to San Diego range from $252 to $415, with an average of $332 over the past 12 months. Anything below $252 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 42% above the $332 route average. Book 22 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $186 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $334 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and American Airlines. Other aircraft seen on the route include Airbus A321-100/200 variants.

Morning is the busiest departure period on Chicago Midway Airport to San Diego flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $272 to $2,503. That means the highest observed fare was about 9x higher than the lowest one.

JetBlue is the only airline on the Chicago Midway Airport to San Diego route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Chicago Midway Airport to San Diego are currently lower than usual. Average one-way flight prices are about $140, which is 37% below the typical average for this route.

San Diego Airport (SAN) hosts 5 major car rental companies, with daily rates starting from around $14 for economy cars. Top options include:

• Dollar
• Payless
• Europcar
• Thrifty
• Fox

Flights from Chicago Midway Airport to San Diego usually depart from Chicago Midway (MDW) and arrive at San Diego (SAN).

One-stop flights from Chicago Midway Airport to San Diego most commonly connect through:

• Denver Intl (DEN) - 22% of one-stop connections
• Dallas/Fort Worth (DFW) - 22% of one-stop connections
• Phoenix Sky Harbor Intl (PHX) - 22% of one-stop connections
• Atlanta Hartsfield-Jackson (ATL) - 11% of one-stop connections

Yes. Flexible dates can save you up to 19% on flights from Chicago Midway Airport to San Diego. Sunday is the cheapest departure day at $296 round-trip on average, while Wednesday is the most expensive at $365, a difference of $69.

Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

Only Southwest operates flights between Chicago Midway Airport and San Diego.

Flying via Dallas Love Field (DAL) gives the shortest average 1-stop total travel time at 6h 06m, compared with 6h 33m via Phoenix Sky Harbor Intl (PHX) and 8h 13m via Atlanta Hartsfield-Jackson (ATL).

San Diego is 2 hours behind Chicago Midway Airport (Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in San Diego are Gaslamp Quarter, San Diego Convention Center and SeaWorld San Diego. These are among the most viewed places in San Diego on KAYAK.

Among airlines operating Chicago Midway Airport to San Diego flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag in Economy Class class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.