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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)

CHI - SAN
Price
$90 - $324
SAN
Temperature
66.2 - 80.6 °F
SAN
Rainfall
0 - 2.8 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 to San Diego

One-way from

$38

One-way flight from Chicago to San Diego

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to San Diego?

Saturday flights are found to be more expensive to fly from Chicago to San Diego. 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.

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

Travelers have found it’s best to book a flight 17 days in advance to save up to 27% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 17 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to San Diego 1-2 weeks in advance for as low as $73, or $98 for flights within the next 24 hours.

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

The best pricing can be found in the month of July. Prices to San Diego from Chicago average $80. You can even find prices in July for less than $80, as users have found deals to San Diego from as low as $44. The month of December appears to be one of the more expensive times to travel to San Diego from Chicago. Flying in the targeted month can save you up to 33%.

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

It’s optimal to fly from Chicago to San Diego at noon. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the afternoon.

Cheap flights from Chicago to San Diego in October, November 2020

The best prices found for CHI to SAN flights for October, November
5 Nov - 12 Nov
$71pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
26 Nov - 6 Dec
$72pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
16 Nov - 18 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

Chicago to San Diego 2020 flight deals

Cheap flights to San Diego from Chicago found for this year
4 Dec - 11 Dec
$69pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
SAN
San Diego
SAN
San Diego
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
5 Nov - 12 Nov
$71pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
4 Dec - 11 Dec
$72pp
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
4 Dec - 11 Dec
$69pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
SAN
San Diego
SAN
San Diego
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
5 Nov - 12 Nov
$71pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl
4 Dec - 11 Dec
$72pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Spirit 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
5 Nov - 12 Nov
$71pp
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 - 13 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
8 Nov - 13 Nov
$76pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
SAN
San Diego
SAN
San Diego
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to San Diego from Chicago

The cheapest one-way flights from Chicago to San Diego
3:25 pm - 5:38 pm
American Airlines
Nonstop
4h 13m
ORD - SAN
American Airlines
1:00 pm - 3:32 pm
United Airlines
Nonstop
4h 32m
ORD - SAN
United Airlines
$56
United
11:10 am - 6:37 pm
Multiple Airlines
1 Stop
9h 27m
ORD - SAN
Multiple Airlines
$78
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to San Diego flights.

Flight FAQs

From Chicago to San Diego

Are flight prices decreasing from Chicago to San Diego due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and San Diego for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to San Diego to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Alaska Airlines, Southwest, and Delta are some of the many airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to San Diego. Policies will vary by airline.

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 Major Airline for just $69, but on average you can expect to pay $81.

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 $87.

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?

You can find nonstop flights on the following days: Sunday, Thursday, Friday, Saturday.

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

21 flight departures from Chicago to San Diego per day on average.
Morning (6am - Noon) - 48% of flight departures
Afternoon (Noon - 6pm) - 19% of flight departures
Evening (6pm - Midnight) - 33% of flight departures

Is Chicago weather warmer or cooler than San Diego?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in San Diego is generally colder than in Chicago.

How long is the flight from Chicago to San Diego?

Departing from Chicago to San Diego will take you 4h 13m. The distance from Chicago to San Diego is about 1729 mi. Generally, flights for this route are nonstop.

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

Flying on Major Airline is currently your cheapest option to San Diego, with prices starting at $69. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and American Airlines, with the lowest prices starting at $71 and $75, respectively. Major Airline is currently priced 68% below the average price you’ll pay for this route.

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

$36 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Frontier, with prices starting from $38 and $39, respectively.

Alternative routes for Chicago to San Diego

Destination information for San Diego

Things to know before you go. Useful info for your trip from Chicago to San Diego
Flight duration
4h 14m
Average temperature for October in San Diego
77.0 °F
Avg rainfall for October in San Diego
0.6 ″

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing San Diego

Hourly flight availability from Chicago to San Diego

Afternoon Noon to 6 PM 45% of CHI to SAN departures
Morning 6 AM to noon 32% of CHI to SAN departures
Evening 6 PM to midnight 22% of CHI to SAN departures
Early morning Midnight to 6 AM 1% of CHI to SAN departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago to San Diego
Sunday
8 daily flights
Monday
10 daily flights
Tuesday
6 daily flights
Wednesday
10 daily flights
Thursday
22 daily flights
Friday
13 daily flights
Saturday
10 daily flights
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