Question 1

What are the cheapest airlines flying from Chicago to San Diego round-trip?

Accepted Answer

Cheapflights users have booked flights from Chicago to San Diego round-trip from $160. Other airlines that can offer you cheap pricing are Frontier, from $161, and American Airlines, from $237. Users have found that Spirit Airlines is 61% cheaper than the other options available to this destination.

Question 2

What are the cheapest airlines to fly from Chicago to San Diego one-way?

Accepted Answer

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Chicago to San Diego for a low price.

Question 3

How far ahead should I book a flight from Chicago to San Diego?

Accepted Answer

Booking 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to San Diego. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Question 4

What is the cheapest month to book a flight from Chicago to San Diego?

Accepted Answer

Currently, September is the cheapest month in which you can book a flight from Chicago to San Diego (average of $266). Flying from Chicago to San Diego in March is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Question 5

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

Accepted Answer

Travelers seeking maximum savings on their Chicago to San Diego flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Question 6

Weekly flight availability from Chicago to San Diego

Accepted Answer

The most flights from CHI to SAN are scheduled on a Thursday (35 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

Question 7

E

Accepted Answer

In terms of precipitation, rainfall in San Diego ranges from 0.0 - 2.3 inches per month. February is typically the wettest month, when rainfall can reach 2.3 in. July is typically the driest time to visit San Diego when rainfall is around 0.0 in.

Question 8

E

Accepted Answer

If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).

Question 9

What are the cheapest flights from Chicago to San Diego?

Accepted Answer

While on average a flight from Chicago to San Diego is generally $680, our data shows the cheapest flight currently is $190. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $116 for that flight.

Question 10

What are the most reliable airlines from Chicago to San Diego?

Accepted Answer

No one likes to see their flight delayed. When booking a flight from Chicago to San Diego consider choosing Japan Airlines (100%), Air Canada (85%) or Brussels Airlines (83%) as they are the most reliable in getting you off to your destination on time.

Question 11

What are the most popular airlines that fly from Chicago to San Diego?

Accepted Answer

Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from Chicago to San Diego.

Question 12

Where are the most common layover locations when flying from Chicago to San Diego?

Accepted Answer

Chicago to San Diego flights have a layover in Las Vegas most often. Denver sees the second most layovers for non-direct flights flying from Chicago to San Diego.

Question 13

Where are the least popular layover locations for Chicago to San Diego flights?

Accepted Answer

Chicago to San Diego flights have a layover in Phoenix least often.

Question 14

What are some popular things to do or see while on a layover in Las Vegas?

Accepted Answer

If you're on a layover in Las Vegas and looking for things to do, consider visiting Fremont Street Experience, Colosseum at Caesars Palace, or Stratosphere Tower. Fremont Street Experience, Colosseum at Caesars Palace and Stratosphere Tower are located about 5.9 mi, 2.6 mi, and 4.3 mi, respectively from Las Vegas Harry Reid Intl if you are interested in checking them out. Those looking to explore during their layover in Las Vegas can rent a car from Las Vegas Harry Reid Intl for about $52 per day.

Question 15

What are some popular points of interest to see during a layover in Denver?

Accepted Answer

Coors Field, 16th Street Mall, and Paramount Theatre are the most popular attractions in Denver if you're in need of something to do during your layover. Coors Field, 16th Street Mall, and Paramount Theatre can be visited by traveling about 18.4 mi, 18.7 mi, and 18.6 mi respectively from Denver Intl. Those landing in Denver looking to spend some time exploring during their layover can rent a car for about $60 per day.

Question 16

What is the cheapest day to fly round-trip from Chicago to San Diego?

Accepted Answer

Flights from Chicago to San Diego are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San Diego.

Question 17

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

Accepted Answer

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 56 days in advance, which can save you up to 29% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 56 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $378. For sooner than that we have options available in the next 3 days from $514.

Question 18

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

Accepted Answer

Our data shows that April tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $413 for the month, but tickets can be as low as $147. Due to multiple factors, prepare for potentially higher prices in December.

Question 19

What is the cheapest time of day to fly from CHI to SAN?

Accepted Answer

A simple way to save on the total cost of your ticket is to fly from Chicago to San Diego in the evening. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight at noon.

Question 20

E

Accepted Answer

Most accurate provider: When it comes to deals on Chicago-San Diego flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Diego flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Diego flight searches over the past month and is updated monthly.

Question 21

E

Accepted Answer

Most trusted provider: When it comes to deals on Chicago-San Diego flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-San Diego flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Question 22

What airport do you fly into for flights to San Diego from Chicago?

Accepted Answer

For a flight from Chicago to San Diego, you will be flying into San Diego. San Diego (SAN) is just 2.6 mi from the center of the city. San Diego is the only San Diego airport and it handles 29 inbound flights from Chicago per day. 7 airlines have flights to San Diego from Chicago on a regular basis.

Question 23

Can I find deals for flights from Chicago to San Diego that include hotel bookings?

Accepted Answer

Yes. In addition to deals on Chicago to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

Question 24

How can I find direct flights from Chicago to San Diego?

Accepted Answer

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Diego.

Question 25

Can I find deals for business class flights from Chicago to San Diego?

Accepted Answer

Yes. Cheapflights offers flight deals from Chicago to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$160 (Mytrip)
One-way from	$72 (Mytrip)
Popular in	December
Cheapest in	April
Average price	$499

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Mytrip	Price Accuracy3 stars	Trust Score*3 stars
Justfly.com	Price Accuracy3 stars	Trust Score*3 stars
Justfly.com	Price Accuracy3 stars	Trust Score*3 stars

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.

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The best prices from Chicago to San Diego are usually found in April or May, booked 55 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

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Find flight deals from Chicago to San Diego

Cheapest flights from Chicago to San Diego
Explore the most affordable flight options available from Chicago to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.

Explore the most affordable flight options available from Chicago to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2024.

Best flights from Chicago to San Diego
Discover carefully curated flight deals from Chicago to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2024.

Discover carefully curated flight deals from Chicago to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2024.

Last-minute flights from Chicago to San Diego
Discover last-minute flight deals from Chicago to San Diego. Data last updated December 12, 2024 and is based on user searches.

Discover last-minute flight deals from Chicago to San Diego. Data last updated December 12, 2024 and is based on user searches.

One-way flights from Chicago to San Diego
Search for one-way flight options from Chicago to San Diego. Find affordable one-way fares based on user searches. Data last updated December 12, 2024.

Search for one-way flight options from Chicago to San Diego. Find affordable one-way fares based on user searches. Data last updated December 12, 2024.

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Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to San Diego in December.

$72+ Cheap flights from Chicago (CHI) to San Diego (SAN)