Cheap flights from Chicago to San Diego

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CHI-SAN
4485 kmmulti-stop
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SAN-CHI
4485 kmmulti-stop
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How to get the cheapest flight ticket from Chicago to San Diego

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San Diego?

The month of August is, on average, the cheapest month to fly to San Diego from Chicago, with most prices found around R4 494. The month of September is another great option to travel to San Diego, with average flight prices from Chicago averaging around R4 494.

How far in advance should I book a flight to San Diego?

You are more likely to see cheaper flights to San Diego from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to San Diego for around R6 318 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San Diego from Chicago for as low as R4 945 on momondo.

How have Chicago to San Diego flight prices changed over time?

As of September 2025, prices for Chicago to San Diego flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to San Diego

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to San Diego according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap Chicago to San Diego (CHI to SAN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Diego

Direct flights

None
There are no direct flights from Chicago to San Diego. There are no popular flight routes from Chicago to San Diego.
  • How far is Chicago to San Diego by plane?

    A flight from Chicago to San Diego will travel around 2784,6 km.

  • When did momondo last update prices for flights from Chicago to San Diego Airport?

    Prices for flights from Chicago to San Diego Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago to San Diego Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to San Diego Airport.

  • What documentation or ID do you need to fly to San Diego Airport?

    The travel and health documents required for your trip to San Diego Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s licence, and a passport valid for six-months after you plan to arrive at San Diego Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to San Diego?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Diego?

Finding the right flight to San Diego from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to San Diego quick and easy, saving you time and money.

Can I find flights from Chicago to San Diego with flexible booking policies on momondo?

Yes. All flights to San Diego from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to San Diego?

momondo helps you find the best flight between Chicago and San Diego by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to San Diego right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to San Diego from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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