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Cheap flights from Chicago to San Diego

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Cheap return flights

KAYAK's recommended return flight deals from the most popular airlines that fly from Chicago to San Diego.
American Airlines Logo
ORD-SAN
4h 21mdirect
American Airlines Logo
SAN-ORD
4h 14mdirect
American Airlines
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Qatar Airways Logo
ORD-SAN
4h 19mdirect
Qatar Airways Logo
SAN-ORD
4h 14mdirect
Qatar Airways
Find Deal
Air Canada Logo
ORD-SAN
4h 23mdirect
Air Canada Logo
SAN-ORD
4h 19mdirect
Air Canada
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Japan Airlines Logo
ORD-SAN
4h 21mdirect
Japan Airlines Logo
SAN-ORD
4h 18mdirect
Japan Airlines
Find Deal
Aer Lingus Logo
ORD-SAN
4h 21mdirect
Aer Lingus Logo
SAN-ORD
4h 14mdirect
Aer Lingus
Find Deal
Austrian Airlines Logo
ORD-SAN
4h 22mdirect
Austrian Airlines Logo
SAN-ORD
4h 19mdirect
Austrian Airlines
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Emirates Logo
ORD-SAN
4h 12mdirect
Emirates Logo
SAN-ORD
4h 19mdirect
Emirates
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SWISS Logo
ORD-SAN
4h 22mdirect
SWISS Logo
SAN-ORD
4h 19mdirect
United Airlines Logo
ORD-SAN
4h 23mdirect
United Airlines Logo
SAN-ORD
4h 19mdirect
United Airlines
Find Deal
Alaska Airlines Logo
ORD-SAN
4h 21mdirect
Alaska Airlines Logo
SAN-ORD
4h 14mdirect
Alaska Airlines
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Frontier Logo
ORD-SAN
4h 22mdirect
Frontier Logo
SAN-ORD
4h 16mdirect
Frontier
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Cathay Pacific Logo
ORD-SAN
4h 19mdirect
Cathay Pacific Logo
SAN-ORD
4h 14mdirect
Cathay Pacific
Find Deal
Southwest Logo
MDW-SAN
4h 15mdirect
Southwest Logo
SAN-MDW
4h 00mdirect
Southwest
Find Deal
Finnair Logo
ORD-SAN
4h 14mdirect
Finnair Logo
SAN-ORD
4h 14mdirect
Finnair
Find Deal
Royal Jordanian Logo
ORD-SAN
4h 25mdirect
Royal Jordanian Logo
SAN-ORD
4h 16mdirect
Royal Jordanian
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Iberia Logo
ORD-SAN
4h 19mdirect
Iberia Logo
SAN-ORD
4h 14mdirect
Iberia
Find Deal
Brussels Airlines Logo
ORD-SAN
4h 22mdirect
Brussels Airlines Logo
SAN-ORD
4h 19mdirect
Brussels Airlines
Find Deal
Lufthansa Logo
ORD-SAN
4h 34mdirect
Lufthansa Logo
SAN-ORD
4h 19mdirect
Lufthansa
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British Airways Logo
ORD-SAN
4h 14mdirect
British Airways Logo
SAN-ORD
4h 14mdirect
British Airways
Find Deal
Gulf Air Logo
ORD-SAN
4h 10mdirect
Gulf Air Logo
SAN-ORD
4h 14mdirect
Gulf Air
Find Deal

See travel insights to San Diego from

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 February is, on average, the cheapest month to fly to San Diego from Chicago, with most prices found around R7 042. The month of September is another great option to travel to San Diego, with average flight prices from Chicago averaging around R7 042.

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 5 weeks ahead of your departure date. In general, you can expect to find flights to San Diego for around R7 976 when searching 5 weeks out.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 R7 175 on momondo.

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

As of April 2025, prices for Chicago to San Diego flights are approximately 15% cheaper 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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