San Diego (SAN) → Chicago (ORD)
About San Diego to Chicago Flights
Discover the best flights from San Diego to Chicago, covering 2,768 km in approximately 3h 58m. San Diego (SAN) to Chicago (ORD) 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 San Diego to Chicago.
12-Month Price History
Flight prices from San Diego to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $433, while July sees the highest prices, averaging $729. Savvy travelers can save up to 41% 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
62 days
For best prices
Booking Tips
For the best prices on San Diego to Chicago flights, we recommend booking 47 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
| Airline | Economy | Business | First |
|---|---|---|---|
SkyWest Airlines OO | $760 | $2970 | $4110 |
United Airlines UA | $770 | $3110 | $4310 |
American Airlines AA | $770 | $2870 | $4650 |
Kalitta Air K4 | $790 | $2870 | $4130 |
SkyWest Airlines
OO
Economy
$760
Business
$2970
First
$4110
United Airlines
UA
Economy
$770
Business
$3110
First
$4310
American Airlines
AA
Economy
$770
Business
$2870
First
$4650
Kalitta Air
K4
Economy
$790
Business
$2870
First
$4130
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Los Angeles → Chicago
Los Angeles International (LAX) to O'Hare International (ORD)
Distance: 2,802 km
Average price: $520
Tijuana → Chicago
Tijuana International (TIJ) to O'Hare International (ORD)
Distance: 2,761 km
Average price: $668
San Diego → Milwaukee
San Diego International (SAN) to Milwaukee Mitchell International (MKE)
Distance: 2,794 km
Average price: $519
San Diego → Chicago
San Diego International (SAN) to Chicago Midway International (MDW)
Distance: 2,776 km
Average price: $516
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Frequently Asked Questions
How long is the flight from San Diego to Chicago?
The flight time from San Diego (SAN) to Chicago (ORD) 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 San Diego and Chicago?
The aerial distance between San Diego and Chicago is 2,768 kilometers (1,720 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from San Diego to Chicago?
Several airlines operate flights between San Diego and Chicago, 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 San Diego to Chicago?
Based on historical data, February typically offers the lowest airfares for flights from San Diego to Chicago. 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 Chicago?
For the best prices on San Diego to Chicago flights, we recommend booking 41 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 San Diego to Chicago?
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 San Diego and Chicago?
San Diego operates on America/Los_Angeles time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.