SAN to ORD Flight Deals: Your Guide from Sunny San Diego to the Windy City
Price data is being collected for this route. Check back soon.
Prices by Month
Price History
Tracking the Jun 4, 2026 departure — the cheapest date we found.
Price Behavior: SAN → ORD
Based on 6 months of fare data collected by Trip Manta.
Lowest Fare
$0
Highest Fare
$299
Median Fare
$0
Price Spread
$299
Prices stay relatively stable on this route.
Cheapest month to fly: June 2026 (from $0)
Most expensive month: April 2026 (from $299)
Biggest price drop caught: $71 between consecutive checks
Most frequent cheapest airline: Southwest
What This Means for You
Flights from San Diego to Chicago range from $0 to $299, a $299 spread across the months we track. If your dates are flexible, June 2026 tends to have the lowest fares. Prices are relatively stable on this route, so you may not need to wait long for a good deal. Tracking still helps you confirm you are getting a fair price. We have caught drops as large as $71 between hourly checks on this route.
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From
San Diego (SAN)
To
Chicago (ORD)
Airport Information
San Diego (SAN)
San Diego International Airport (SAN) is uniquely situated just minutes from downtown, offering one of the most scenic takeoff and landing experiences in the United States. As a single-runway airport, it is impressively efficient, featuring two main terminals with a wide array of local dining options like Phil’s BBQ. Travelers should arrive at least two hours early during peak morning departures to navigate security comfortably.
Chicago (ORD)
Chicago O'Hare International Airport (ORD) serves as a massive global gateway and a primary hub for both United and American Airlines. Located about 17 miles northwest of the Loop, it features four active terminals and a sophisticated automated people mover system. Passengers will find an incredible variety of amenities, from high-end lounges to the famous neon-lit underground walkway connecting concourses in Terminal 1.
Frequently Asked Questions
How long is the flight from SAN to ORD?
A non-stop flight usually takes about 4 hours and 15 minutes, though eastbound flights may arrive slightly faster due to prevailing jet stream tailwinds.
Which airlines fly direct from San Diego to Chicago?
Major carriers including United Airlines, American Airlines, Southwest, and Alaska Airlines frequently offer non-stop service between these two major cities.
Is there a time difference between San Diego and Chicago?
Yes, Chicago is located in the Central Time Zone, which is two hours ahead of San Diego's Pacific Time Zone.
What is the best way to get to downtown Chicago from O'Hare?
The CTA Blue Line train is the most reliable and affordable option, running 24/7 and reaching the city center in approximately 45 minutes regardless of road traffic.
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Our Methodology
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