Cheap Flights from Chicago to San Diego International

Compare Chicago to San Diego International flight deals

Find the cheapest month or even day of the year to fly to San Diego International

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Flight deals from Chicago to San Diego International

Looking for a cheap last-minute deal or the best return flight from Chicago to San Diego International? Find the lowest prices on one-way and return tickets right here.

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Find the cheapest month to fly from Chicago to San Diego International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Diego International flights are currently cheapest in May.

Direct flights from Chicago to San Diego International

Chicago to San Diego International: Alternative routes

Compare routes from Chicago to San Diego below. You may find an airport to fly into that's cheaper, faster, or easier than San Diego International.

Chicago to San Diego: Flight information

The things to know before you go.
Cheapest flight found£38
Cheapest month to flyMay
Average flight time4 hrs, 19 mins
Most popular airlineUnited
Average flights per week554

Finding cheap flights from Chicago to San Diego International: Frequently asked questions

The best price we found for a return flight from Chicago to San Diego International is £91. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 19 minutes is the average flight time from Chicago to San Diego International.
United, Southwest Airlines and American Airlines fly direct from Chicago to San Diego International.
As of April 2024, there are 277 flights per week flying from Chicago to San Diego International.
The cheapest month to fly from Chicago to San Diego International is usually May.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Diego International Airport on Tuesday, 14 May 2024.
Yes – the average flight time is 4 hours and 19 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Diego International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Diego International is around 40 days in advance, so don’t leave your flight to the last minute.

How to find cheap flights to San Diego International from Chicago

Looking for cheap tickets from Chicago to San Diego International? Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from Chicago to San Diego International. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to San Diego International from Chicago from over 1,000 providers. Then choose the cheapest or fastest plane tickets.
  • Flex your dates to find the best Chicago-San Diego International ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to San Diego International from Chicago.
  • Set up a Price Alert. You can easily track the fare of your cheap Chicago-San Diego International flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Fly without stops. Only interested in direct flights between Chicago and San Diego International? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results.
  • Find the cheapest Business class flights from Chicago and San Diego International. We scour the internet for the best Business, Premium Economy and First Class flight fares to San Diego International, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for Chicago to San Diego International flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.
  • Combine your flight to San Diego International from Chicago with hotels and car hire

    Once you've secured your cheap flight ticket from Chicago to San Diego International, discover the best prices and exclusive rates for hotels in San Diego International or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


Prices shown on this page are estimated lowest prices only. Found in the last 45 days.