Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $165 (Trip.com) |
One-way from | $72 (Mytrip) |
Popular in | December |
Cheapest in | April |
Average price | $499 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 2/6
7:15 am-11:52 pm
1 stop18h 37m
San Diego
Sun 2/9
10:40 am-11:44 am
1 stop23h 04m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Fri 1/10
10:47 pm-5:59 pm
2 stops21h 12m
San Diego
Wed 1/15
7:26 pm-5:31 am
1 stop8h 05m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Sat 2/22
4:30 pm-11:54 pm
1 stop9h 24m
San Diego
Tue 4/15
6:25 am-3:55 pm
1 stop7h 30m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Fri 1/17
3:15 pm-8:48 pm
1 stop7h 33m
San Diego
Mon 1/20
5:01 pm-12:17 am
2 stops29h 16m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Thu 1/16
7:25 am-11:52 pm
1 stop18h 27m
San Diego
Sun 1/19
6:25 am-12:32 am
1 stop16h 07m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 1/21
5:45 pm-8:10 pm
Nonstop4h 25m
San Diego
Sat 1/25
6:40 am-12:48 pm
Nonstop4h 08m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 1/18
3:20 pm-5:55 pm
Nonstop4h 35m
San Diego
Sat 1/25
2:35 pm-8:25 pm
Nonstop3h 50m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 1/18
10:57 am-6:51 pm
1 stop9h 54m
San Diego
Sat 1/25
7:25 am-4:12 pm
1 stop6h 47m
ChicagoSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Mon 2/3
5:28 pm-11:59 pm
1 stop8h 31m
San Diego
Mon 2/10
6:15 am-4:27 pm
1 stop8h 12m
ChicagoSan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sun 1/26
2:01 pm-8:48 pm
1 stop8h 47m
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 |
Cheapflightsfares | Price Accuracy3 stars | Trust Score*1 star |
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.
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.
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.
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.
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).
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Crew
Food
Entertainment
Overall
Boarding
Comfort
Reviews
My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$105 | Average$194 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$107 | Average$215 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$171 | Average$395 | FlexibilityNo cancel fee | On-timeN/A |
Southwest | Cheapest$201 | Average$482 | FlexibilityNo cancel fee | On-time63% |
American Airlines | Cheapest$217 | Average$425 | FlexibilityNo cancel fee | On-time71% |
United Airlines | Cheapest$246 | Average$476 | FlexibilityNo cancel fee | On-time69% |
Alaska Airlines | Cheapest$329 | Average$704 | FlexibilityNo cancel fee | On-time75% |