Basic Economy on United allows a personal item only, no carry-on bags without exceptions.
United Economy Plus offers extra legroom seats at the front of the economy cabin.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $192 (Cheapflightsfares) |
One-way from | $88 (Cheapflightsfares) |
Popular in | March |
Cheapest in | February |
Average price | $387 |
Good round-trip deal | $384 or less |
Good one-way deal | $183 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Wed 5/7
9:02 pm-7:13 am
1 stop12h 11m
San Diego
Sat 5/10
8:48 pm-5:25 am
1 stop6h 37m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 4/28
8:01 pm-12:14 am
1 stop6h 13m
San Diego
Fri 5/2
10:38 am-7:08 pm
1 stop6h 30m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 6/30
1:56 pm-4:08 pm
Nonstop4h 12m
San Diego
Sat 7/5
4:53 pm-10:56 pm
Nonstop4h 03m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Thu 5/1
8:05 pm-5:09 pm
1 stop23h 04m
San Diego
Tue 5/6
9:08 pm-10:55 am
1 stop11h 47m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Fri 5/30
7:59 pm-7:39 am
1 stop13h 40m
San Diego
Tue 6/3
7:00 am-11:56 pm
1 stop14h 56m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 5/27
7:15 am-9:34 am
Nonstop4h 19m
San Diego
Sat 5/31
10:30 pm-4:40 am
Nonstop4h 10m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 5/24
4:55 pm-7:16 pm
Nonstop4h 21m
San Diego
Sat 5/31
6:15 am-12:31 pm
Nonstop4h 16m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 5/24
8:35 pm-10:55 pm
Nonstop4h 20m
San Diego
Sat 5/31
7:55 pm-5:20 am
1 stop7h 25m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/27
1:55 pm-8:37 pm
1 stop8h 42m
San Diego
Sat 5/31
8:25 am-5:47 pm
1 stop7h 22m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Fri 7/4
4:30 pm-10:41 pm
1 stop8h 11m
San Diego
Mon 7/7
10:10 pm-7:22 am
1 stop7h 12m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy1 star | Trust Score*3 stars |
Booking 82 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.
Currently, August is the cheapest month in which you can book a flight from Chicago to San Diego (average of $286). Flying from Chicago to San Diego in March is currently the most expensive (average of $366). 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.
A simple way to save on the total cost of your ticket is to fly from Chicago to San Diego in the afternoon. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago to San Diego flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to SAN are scheduled on a Thursday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).
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.
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).
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Entertainment
Food
Boarding
Comfort
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$102 | Average$219 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$108 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$151 | Average$365 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$201 | Average$475 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$217 | Average$424 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$253 | Average$480 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$403 | Average$704 | FlexibilityNo cancel fee | On-time75% |