Chicago (ORD) → San Diego (SAN)

2,768 km
3h 58m flight
From $310
San Diego destination photo

About Chicago to San Diego Flights

Discover the best flights from Chicago to San Diego, covering 2,768 km in approximately 3h 58m. Chicago (ORD) to San Diego (SAN) is one of the popular medium-haul routes within United States. With 4 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to San Diego.

12-Month Price History

Flight prices from Chicago to San Diego vary significantly throughout the year. February typically offers the best deals with average prices around $436, while July sees the highest prices, averaging $723. Savvy travelers can save up to 40% by choosing their travel dates wisely.

Best Time to Fly

Cheapest Month

February

Save up to 40% on average

Most Expensive

July

Peak season pricing

Book in Advance

58 days

For best prices

Booking Tips

For the best prices on Chicago to San Diego flights, we recommend booking 41 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.

Airlines Serving This Route

United Airlines

UA

Economy

$760

Business

$2680

First

$4820

Kalitta Air

K4

Economy

$900

Business

$2890

First

$4800

SkyWest Airlines

OO

Economy

$910

Business

$2520

First

$5080

American Airlines

AA

Economy

$960

Business

$2920

First

$4390

Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.

Alternative Flight Options

San Diego destination photo

MilwaukeeSan Diego

Milwaukee Mitchell International (MKE) to San Diego International (SAN)

Distance: 2,794 km

Average price: $519

View this route →
San Diego destination photo

ChicagoSan Diego

Chicago Midway International (MDW) to San Diego International (SAN)

Distance: 2,776 km

Average price: $516

View this route →
Los Angeles destination photo

ChicagoLos Angeles

O'Hare International (ORD) to Los Angeles International (LAX)

Distance: 2,802 km

Average price: $520

View this route →
Tijuana destination photo

ChicagoTijuana

O'Hare International (ORD) to Tijuana International (TIJ)

Distance: 2,761 km

Average price: $668

View this route →

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Frequently Asked Questions

How long is the flight from Chicago to San Diego?

The flight time from Chicago (ORD) to San Diego (SAN) is approximately 3 hours and 58 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.

What is the distance between Chicago and San Diego?

The aerial distance between Chicago and San Diego is 2,768 kilometers (1,720 miles). This is the straight-line distance, which is used to calculate flight times.

Which airlines fly from Chicago to San Diego?

Several airlines operate flights between Chicago and San Diego, including American Airlines, United Airlines, SkyWest Airlines and 1 more airlines. Direct flights are available on this route.

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

Based on historical data, February typically offers the lowest airfares for flights from Chicago to San Diego. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.

How far in advance should I book my flight to San Diego?

For the best prices on Chicago to San Diego flights, we recommend booking 56 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.

Do I need a visa to travel from Chicago to San Diego?

Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.

What is the time difference between Chicago and San Diego?

Chicago operates on America/Chicago time zone, while San Diego is in the America/Los_Angeles time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.