Cheap flights from Chicago (CHI) to San Diego (SAN)
The best prices from Chicago to San Diego are usually found in February or January, booked 40 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday
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 2023: compare Chicago to San Diego flight prices with the expected peak season, weather and rainfall in San Diego.
CHI - SAN Price | $305 - $537 |
|---|---|
SAN Temperature | 57.2 - 71.6 °F |
SAN Rainfall | 0 - 2.3 inches |
| Popular in | July | High demand for flights, 22% potential price rise |
|---|---|---|
| Cheapest in | February | Best time to find cheap flights, 27% potential price drop |
| Round-trip from | $305 | From Chicago (CHI) to San Diego |
| One-way from | $69 | One-way flight from Chicago (CHI) to San Diego |
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.
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 41 days in advance, which can save you up to 39% on flights from Chicago to San Diego compared to booking the week you need them. Waiting 41 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 $481. For sooner than that we have options available in the next 3 days from $627.
What is the cheapest month to fly from Chicago to San Diego?
Our data shows that February tends to be the cheapest month to fly to San Diego from Chicago. Users have commonly found prices around $419 for the month, but tickets can be as low as $197. Due to multiple factors, prepare for potentially higher prices in July.
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 in the morning. If you’re flexible enough to do this you can expect to save up to 10% on your trip compared to booking a flight in the afternoon.
Cheap flights from Chicago to San Diego in January, February 2023
The best prices found for CHI to SAN flights for January, February
Chicago Midway
San Diego
1 stop
27h 03mSan Diego
Chicago Midway
1 stop
13h 21mFrontier
Chicago O'Hare Intl
San Diego
1 stop
7h 16mSan Diego
Chicago O'Hare Intl
1 stop
12h 59mSpirit Airlines
Chicago O'Hare Intl
San Diego
1 stop
7h 16mSan Diego
Chicago O'Hare Intl
1 stop
5h 58mSpirit Airlines
Chicago to San Diego 2023 flight deals
Cheap flights to San Diego from Chicago found for this year
Chicago Midway
San Diego
1 stop
27h 03mSan Diego
Chicago Midway
1 stop
13h 21mFrontier
Chicago O'Hare Intl
San Diego
1 stop
13h 49mSan Diego
Chicago O'Hare Intl
1 stop
7h 54mSpirit Airlines
Chicago O'Hare Intl
San Diego
1 stop
7h 41mSan Diego
Chicago O'Hare Intl
1 stop
6h 40mSpirit Airlines
Cheap Frontier flights from Chicago to San Diego
Chicago Midway
San Diego
1 stop
27h 03mSan Diego
Chicago Midway
1 stop
13h 21mFrontier
Chicago Midway
San Diego
1 stop
10h 34mSan Diego
Chicago Midway
1 stop
14h 46mFrontier
Chicago Midway
San Diego
1 stop
27h 23mSan Diego
Chicago Midway
1 stop
11h 10mFrontier
One of the most popular airlines traveling from Chicago to San Diego is Frontier. Flights from Frontier traveling this route typically cost $495.45 RT. This price is typically 20% cheaper than other airlines that offer Chicago to San Diego flights. When booking this route, the cheapest RT price found was $200. Chicago O'Hare Intl Airport is the most common Chicago airport to take off from when flying to San Diego. San Diego Airport is the most popular arrival airport in San Diego. When flying from Chicago to San Diego, Frontier flights are 29% more popular than any other airline flying that same route.
Cheap Spirit Airlines flights from Chicago to San Diego
Chicago O'Hare Intl
San Diego
1 stop
7h 41mSan Diego
Chicago O'Hare Intl
1 stop
6h 40mSpirit Airlines
Chicago O'Hare Intl
San Diego
1 stop
7h 16mSan Diego
Chicago O'Hare Intl
1 stop
12h 59mSpirit Airlines
Chicago O'Hare Intl
San Diego
1 stop
7h 16mSan Diego
Chicago O'Hare Intl
1 stop
5h 58mSpirit Airlines
If you’re traveling from Chicago to San Diego, one of the more common airlines traveling that route is Spirit Airlines. Chicago to San Diego flights are typically 21% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $506.86 RT. The cheapest Spirit Airlines flight found for this route was $256. When traveling from Chicago to San Diego on Spirit Airlines, the most popular airport to depart from is Chicago O'Hare Intl Airport and the most popular airport to arrive at is San Diego Airport. When flying from Chicago to San Diego, Spirit Airlines flights are 23% more popular than any other airline flying that same route.
Non-stop flights to San Diego from Chicago
Save time with Chicago to San Diego direct flight deals
Chicago O'Hare Intl
San Diego
Nonstop
4h 25mSan Diego
Chicago O'Hare Intl
Nonstop
3h 55mUnited Airlines
Chicago O'Hare Intl
San Diego
Nonstop
4h 30mSan Diego
Chicago O'Hare Intl
Nonstop
3h 57mUnited Airlines
Chicago O'Hare Intl
San Diego
Nonstop
4h 27mSan Diego
Chicago O'Hare Intl
Nonstop
4h 02mAmerican Airlines
Last minute flights from Chicago to San Diego
Late deals on return flights to San Diego from Chicago, departing today and this week
Chicago O'Hare Intl
San Diego
1 stop
11h 05mSan Diego
Chicago O'Hare Intl
1 stop
7h 54mSpirit Airlines
Chicago O'Hare Intl
San Diego
1 stop
7h 34mSan Diego
Chicago O'Hare Intl
1 stop
12h 59mMultiple Airlines
Chicago O'Hare Intl
San Diego
1 stop
13h 56mSan Diego
Chicago O'Hare Intl
1 stop
14h 50mSpirit Airlines
One-way flights to San Diego from Chicago
The cheapest one-way flights from Chicago to San Diego
Chicago Midway
San Diego
1 stop
16h 59mFrontier
Chicago Midway
San Diego
1 stop
27h 03mFrontier
Chicago O'Hare Intl
San Diego
1 stop
11h 16mFrontier
Reviews of Airlines Servicing San Diego
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
I had entered my TSA number, confirmed with the telephone representative that it was on the ticket, and it did not print on my ticket. I had to go through the security line twice. I was charged $74 to check in a bag, and $60 for a carry-on. For round-trip, this adds $260 above the cost of the ticket. For a 1.5 hour flight. I will never fly Spirit Airlines again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
I had entered my TSA number, confirmed with the telephone representative that it was on the ticket, and it did not print on my ticket. I had to go through the security line twice. I was charged $74 to check in a bag, and $60 for a carry-on. For round-trip, this adds $260 above the cost of the ticket. For a 1.5 hour flight. I will never fly Spirit Airlines again.
Boarding
Crew
Comfort
Entertainment
Food
Overall
Reviews
I had entered my TSA number, confirmed with the telephone representative that it was on the ticket, and it did not print on my ticket. I had to go through the security line twice. I was charged $74 to check in a bag, and $60 for a carry-on. For round-trip, this adds $260 above the cost of the ticket. For a 1.5 hour flight. I will never fly Spirit Airlines again.
Related info for your journey
Useful info, stats and facts about Chicago to San Diego flights.
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 26 inbound flights from Chicago per day. 11 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?
United Airlines, American Airlines, and Spirit 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 Frontier for just $100, but on average you can expect to pay $116.
Are there nonstop flights from Chicago to San Diego for under $400 on Cheapflights?
Cheapflights has at least 20 direct flights from Chicago to San Diego under $400. A good price for a nonstop flight from Chicago to San Diego is less than $363.
Are there last-minute flights available from Chicago to San Diego for under $200?
There are currently 20+ open flights from Chicago to San Diego within the next 7 days for less than $200.
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 7 flights depart from Chicago to San Diego per day.
Afternoon (Noon - 6pm) - 43% of flight departures
Evening (6pm - Midnight) - 57% of flight departures
How long is the flight from Chicago to San Diego?
For as low as $100, Frontier can have you in San Diego from Chicago in 7h 41m. Airlines will cover a distance of 1729 mi. Both multi-stop and nonstop flights can be found to your destination and back.
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 $100. Another airline that can offer you cheap pricing is Spirit Airlines. Users have found that Frontier is 76% cheaper than the other options available to this destination.
What are the most popular airlines that fly from Chicago to San Diego?
Consider Undisclosed Carrier, 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 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 LOT (100%), Austrian Airlines (84%) or Brussels Airlines (84%) as they are the most reliable in getting you off to your destination on time.
What are the cheapest flights from Chicago to San Diego?
While on average a flight from Chicago to San Diego is generally $835, our data shows the cheapest flight currently is $66. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $109 for that flight.
Other flights from Chicago
Flights to San Diego from Chicago
Alternative routes for Chicago to San Diego
See prices for flight routes from nearby airports that may be better suited for you.
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.
Hourly flight availability from Chicago to San Diego
See what time of day planes typically take off from Chicago to San Diego
| 7%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 24%of flight departures | Morning6 am to noon |
| 47%of flight departures | AfternoonNoon to 6 pm |
| 22%of flight departures | Evening6 pm to midnight |
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 | 24daily flights |
|---|---|
| Monday | 34daily flights |
| Tuesday | 29daily flights |
| Wednesday | 33daily flights |
| Thursday | 29daily flights |
| Friday | 30daily flights |
| Saturday | 3daily flights |