Cheap flights from Chicago Midway to San Diego

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adult
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

Planning a flight from Chicago Midway to San Diego?

Flight prices from Chicago to San Diego change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Which airports near Chicago or San Diego offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

  • Airports in Chicago: 3 airports are active - Midway, O'Hare, Rockford.
  • Airports in San Diego: McClellan-Palomar is also worth a look.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Flights from Chicago - Midway to San Diego - International

Refine your flight search from Chicago Midway to San Diego

With Jetcost, it’s easy to narrow down results to find flights that match your schedule and preferences. You can filter by airline, price, trip type, and more — including offers from the best airlines and travel agencies.

Other popular destinations

Also looking at United States? These cities are trending: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Online agencies can show different offers for the same flight — it’s worth comparing. Filters let you narrow things down further, like selecting a specific time slot to find flights that suit you best.
Frequently Asked Questions

Frequently asked questions about flights from Chicago Midway to San Diego.

How much does an airline ticket from Chicago Midway to San Diego cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago Midway to San Diego.

How far is Chicago from San Diego?

Chicago is about 2776 km from San Diego.

What are the airports in San Diego?

San Diego has another airport: McClellan-Palomar.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in United States?

The most popular cities in United States according to our users' searches are: Las Vegas, Los Angeles, Miami, New York City, Orlando.

When should I book a flight from Chicago to San Diego?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to San Diego?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to San Diego?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to San Diego?

This information is not available at the moment.