Cheap flights from Chicago to San Diego (CHI - SAN)

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The best prices from Chicago to San Diego are usually found in August or July, booked 16 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

How to find the cheapest flight from
Chicago (CHI) to San Diego (SAN)

All the information you need to plan the best CHI to SAN flight in 2021: compare Chicago to San Diego flight prices with the expected peak season, weather and rainfall in San Diego.
CHI - SAN
Price
$90 - $324
SAN
Temperature
57.2 - 71.6 °F
SAN
Precipitation
0 - 2.3 inches

Popular in

December

High demand for flights, 33% potential price rise

Cheapest in

August

Best time to find cheap flights, 59% potential price drop

Round-trip from

$90

From Chicago (CHI) to San Diego

One-way from

$49

One-way flight from Chicago (CHI) to San Diego

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
How far in advance should I book a flight from Chicago to San Diego?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 16 days in advance, which can save you up to 9% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 16 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 $195. For sooner than that we have options available in the next 3 days from $224.

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

Our data shows that August tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $217 for the month, but tickets can be as low as $40. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Chicago to San Diego (CHI - SAN)?

A simple way to save on the total cost of your ticket is to fly from Chicago to San Diego at noon. If you’re flexible enough to do this you can expect to save up to 11% on your trip compared to booking a flight in the afternoon.

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

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.

Cheap flights from Chicago to San Diego in October, November 2021

The best prices found for CHI to SAN flights for October, November
5 Nov - 8 Nov
$69pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Oct - 4 Nov
$73pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Nov - 12 Nov
$74pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to San Diego 2021 flight deals

Cheap flights to San Diego from Chicago found for this year
5 Nov - 8 Nov
$69pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 Oct - 4 Nov
$73pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Nov - 12 Nov
$74pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to San Diego from Chicago

Save time with Chicago to San Diego direct flight deals
5 Nov - 8 Nov
$69pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
8 Nov - 12 Nov
$74pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
31 Oct - 2 Nov
$79pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to San Diego

Late deals on round-trip flights to San Diego from Chicago, departing today and this week
28 Oct - 4 Nov
$73pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
31 Oct - 2 Nov
$79pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
31 Oct - 9 Nov
$86pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to San Diego from Chicago

The cheapest one-way flights from Chicago to San Diego
1:00 pm - 3:19 pm
American Airlines
Nonstop
4h 19m
ORD - SAN
American Airlines
5:50 am - 7:22 am
Spirit Airlines
2 Stops
27h 32m
ORD - SAN
Spirit Airlines
$67
FareScan
4:45 pm - 6:29 am
Multiple Airlines
1 Stop
15h 44m
ORD - SAN
Multiple Airlines
$68
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">San Diego</span> flights.

Flight FAQs

From Chicago to San Diego

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

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 36 inbound flights from Chicago per day. 8 airlines have flights to San Diego from Chicago on a regular basis.

Which airlines flying from Chicago to San Diego have flexible cancellations due to COVID-19?

Spirit Airlines, United Airlines, and American Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to San Diego for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago to San Diego for under $100. The cheapest flight booked recently is on Spirit Airlines for just $69, but on average you can expect to pay $89.

Are there nonstop flights from Chicago to San Diego for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to San Diego under $100. A good price for a nonstop flight from Chicago to San Diego is less than $97.

Are there last-minute flights available from Chicago to San Diego for under $100?

There are currently 20+ open flights from Chicago to San Diego within the next 7 days for less than $100.

What days are nonstop flights available from Chicago to San Diego?

Days when nonstop flights are available for this flight are: Friday.

How many flights depart from Chicago to San Diego on average per day?

On average 2 flights depart from Chicago to San Diego per day.
Morning (6am - Noon) - 100% of flight departures

How long is the flight from Chicago to San Diego?

For as low as $69, Spirit Airlines can have you in San Diego from Chicago in 4h 24m. Airlines will cover a distance of 1729 mi. Generally, flights for this route are nonstop.

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

Cheapflights users have booked flights from Chicago to San Diego round-trip from $69. Another airline that can offer you cheap pricing is United Airlines. Users have found that Spirit Airlines is 68% cheaper than the other options available to this destination.

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

The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $28. However, be on the lookout for offers from American Airlines and Frontier, as they are both options that can get you from Chicago to San Diego for a low price.

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

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

What are the cheapest flights from Chicago to San Diego?

While on average a flight from Chicago to San Diego is generally $572, our data shows the cheapest flight currently is $80. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $72 for that flight.

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

No one likes to see their flight delayed. When booking a flight from Chicago to San Diego consider choosing Japan Airlines (91%), Air Canada (89%) or United Airlines (86%) as they are the most reliable in getting you off to your destination on time.

COVID Restrictions

View COVID Travel Restrictions for San Diego, CA

Do I need a COVID test to fly to San Diego from Chicago?

Information is based on travel restrictions for travel to San Diego within the United States

Most visitors from Chicago need to provide a negative COVID-19 test result and/or quarantine to enter San Diego.

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to San Diego.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering San Diego.

Do I need a test to fly back to Chicago from San Diego?

Returning to Chicago from San Diego

COVID-19 testing requirements
Visitors from San Diego must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from San Diego are not required to quarantine after entering Chicago.

Hide COVID Travel Restrictions for San Diego, CA

Alternative routes for Chicago to San Diego

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for San Diego

Things to know before you go - useful duration and weather info for your trip from Chicago to San Diego.
Flight duration from Chicago to SAN
4h 11m
Average temperature for October in San Diego
77.0 °F
Avg rainfall for October in San Diego
0.6 ″

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Airports servicing San Diego

Top 7 airlines flying from Chicago to San Diego

The chart below displays the airlines Cheapflights users traveling from Chicago to San Diego choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Frontier
$74 $227 No cancel fee 62%
Spirit Airlines
$92 $247 No cancel fee 65%
American Airlines
$101 $287 No cancel fee 71%
United Airlines
$114 $348 No cancel fee 69%
Delta
$122 $326 No cancel fee N/A
Alaska Airlines
$134 $427 No cancel fee 75%
Southwest
$204 $519 No cancel fee 63%

Hourly flight availability from Chicago to San Diego

See what time of day planes typically take off from Chicago towards San Diego.
Afternoon Noon to 6 PM 55% of CHI to SAN departures
Morning 6 AM to noon 22% of CHI to SAN departures
Evening 6 PM to midnight 21% of CHI to SAN departures
Early morning Midnight to 6 AM 2% of CHI to SAN departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to San Diego
See how many times per day planes take to the skies headed from Chicago to San Diego.
Sunday
29 daily flights
Monday
41 daily flights
Tuesday
38 daily flights
Wednesday
40 daily flights
Thursday
41 daily flights
Friday
43 daily flights
Saturday
23 daily flights
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