Chicago (ORD) → San Jose (SJC)
About Chicago to San Jose Flights
Discover the best flights from Chicago to San Jose, covering 2,937 km in approximately 4h 10m. Chicago (ORD) to San Jose (SJC) 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 Jose.
12-Month Price History
Flight prices from Chicago to San Jose vary significantly throughout the year. February typically offers the best deals with average prices around $448, while July sees the highest prices, averaging $752. 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
67 days
For best prices
Booking Tips
For the best prices on Chicago to San Jose flights, we recommend booking 82 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 |
|---|---|---|---|
United Airlines UA | $640 | $2160 | $4280 |
American Airlines AA | $770 | $2270 | $3920 |
Kalitta Air K4 | $780 | $2410 | $4400 |
SkyWest Airlines OO | $820 | $2410 | $4010 |
United Airlines
UA
Economy
$640
Business
$2160
First
$4280
American Airlines
AA
Economy
$770
Business
$2270
First
$3920
Kalitta Air
K4
Economy
$780
Business
$2410
First
$4400
SkyWest Airlines
OO
Economy
$820
Business
$2410
First
$4010
Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.
Alternative Flight Options
Milwaukee → San Jose
Milwaukee Mitchell International (MKE) to San Jose International (SJC)
Distance: 2,937 km
Average price: $541
Chicago → San Jose
Chicago Midway International (MDW) to San Jose International (SJC)
Distance: 2,950 km
Average price: $543
Chicago → San Francisco
O'Hare International (ORD) to San Francisco International (SFO)
Distance: 2,964 km
Average price: $545
Chicago → Oakland
O'Hare International (ORD) to Oakland International (OAK)
Distance: 2,947 km
Average price: $542
Don't Forget Travel Insurance!
Found your flight? Protect your trip with SafetyWing's comprehensive travel insurance. Perfect for trips to San Jose, United States.
- Medical coverage up to $250,000
- Trip interruption & delays covered
- Lost luggage protection included
From just $45/month • Works in 180+ countries • COVID-19 coverage included
Trusted by 100,000+ travelers
Frequently Asked Questions
How long is the flight from Chicago to San Jose?
The flight time from Chicago (ORD) to San Jose (SJC) is approximately 4 hours and 10 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 Jose?
The aerial distance between Chicago and San Jose is 2,937 kilometers (1,825 miles). This is the straight-line distance, which is used to calculate flight times.
Which airlines fly from Chicago to San Jose?
Several airlines operate flights between Chicago and San Jose, 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 Jose?
Based on historical data, February typically offers the lowest airfares for flights from Chicago to San Jose. 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 Jose?
For the best prices on Chicago to San Jose flights, we recommend booking 64 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 Jose?
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 Jose?
Chicago operates on America/Chicago time zone, while San Jose 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.