Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Chicago to San Diego
The cheapest flights right now
Chicago – San Diego
Outbound – Dec 5, 2026
direct
4h 47m Return – Dec 12, 2026
direct
4h 15m $301
3 days ago
Chicago – San Diego
Outbound – Dec 5, 2026
direct
4h 45m Return – Dec 12, 2026
direct
4h 15m $299
3 days ago
Chicago – San Diego
Outbound – Dec 6, 2026
direct
4h 25m Return – Dec 13, 2026
direct
3h 50m $295
3 days ago
Chicago – San Diego
Outbound – Nov 1, 2026
direct
4h 43m Return – Nov 10, 2026
direct
4h 15m $410
yesterday
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$202
Average price of a round trip
$274
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
4h46
A flight from Chicago to San Diego takes on average 4h46.
Best time
February
According to user searches, the ideal month to go to San Diego is February.
The best flight deals for a week
Chicago – San Diego
Outbound – Dec 5, 2026
direct
4h 47m Return – Dec 12, 2026
direct
4h 15m $301
3 days ago
Chicago – San Diego
Outbound – Dec 5, 2026
direct
4h 45m Return – Dec 12, 2026
direct
4h 15m $299
3 days ago
Chicago – San Diego
Outbound – Dec 6, 2026
direct
4h 25m Return – Dec 13, 2026
direct
3h 50m $295
3 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Tips for finding a cheap flight from Chicago to San Diego
Check out our tips for booking your flight to San Diego (USA) from Chicago (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is February, with an average flight ticket price of $124 (calculation over the last two years). The most touristic season corresponds to the months of October, December and September.
For the cheapest flights, it is advisable to buy your ticket at least 22 days before the departure date.
The airline offering the cheapest flight tickets is Frontier Airlines. A ticket from the airline Frontier Airlines to San Diego costs on average $321.
The airlines that offer the most flights are American Airlines, Alaska Airlines and United Airlines.
Price of flight tickets from Chicago to San Diego
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $202 to $383
- The average price of a flight ticket is about $274
- Prices are lowest for stays in the month of February
- The month in which booking a ticket is cheaper is: October
info departure city :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average 16°C, with a minimum of 15°C and a maximum of 18°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
destination info :
San Diego, USA
airports :
Lindbergh Field (SAN)
Montgomery Field (MYF)
NAS (NZY)
local time :
San Diego is in the country USA, the time zone is [[timezone]]. In San Diego, it is currently {toLocalTime}, the temperature is on average 25°C, with a minimum of 22°C and a maximum of 29°C.
The city of San Diego has 3 airport(s): Lindbergh Field, Montgomery Field and NAS
Useful info about San Diego
What is the least touristic period to go to San Diego?
If you want to visit San Diego during the least touristic period, choose the month of February.
What is the most popular time to travel to San Diego?
In San Diego, the most popular month is October. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Chicago to San Diego?
According to our data, it is recommended to book your flight 22 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 100% cheaper than afternoon and evening flights. The cheapest day to book a flight from Chicago to San Diego is Saturday.
What are the arrival and destination airports when traveling between Chicago and San Diego?
When you leave, you can leave from Chicago-Midway or Chicago-O'Hare, and you will arrive at Lindbergh Field.
How to reach Chicago airport from the city centre?
The airport Chicago-Merrill C. Meigs Field is located 4 km, Chicago FSS is located 29 km, Chicago-Midway is located 12 km or Chicago-O'Hare is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Chicago to San Diego?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Chicago and San Diego?
In summer, the average temperature is 21°C in San Diego and 22°C in Chicago. The average rainfall in summer is 4 mm in San Diego and 145 mm in Chicago. In summer, it is warmer in Chicago and it rains less in San Diego. In winter, it is colder in San Diego and it rains more in Chicago.
