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CHI → SJC · about 4h 6m nonstop · 1,825 miles · 5 airlines · fares updated September 16, 2026
Fares shown are recorded lows. An agent confirms today's live price on the call.
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Call to book from $353(708) 866-8751The lowest fares recorded on this route in recent searches. Call and an agent checks whether a similar fare is still open for your dates.
Recorded fares for CHI to SJC from cached search data, not live quotes. An agent confirms availability and today's price on the call.
Looking for a cheap flight from Chicago to San Jose? This page tracks the lowest fares we have recorded on the CHI to SJC route, the airlines that fly it, and the months when prices drop. Fares shown are recent lows, not live quotes; call (708) 866-8751 and an agent will price today's availability with you.
Recorded lows on CHI–SJC start at $353 one-way. That figure comes from cached search data and moves with demand, so treat it as a benchmark for what a good price looks like rather than a guaranteed fare.
Delta Air Lines and United Airlines both operate hubs at one end of this route, so nonstop or single-connection service is usually available, along with American Airlines, Southwest Airlines, and Alaska Airlines. Our agents can book any of them and compare fare classes side by side.
1,825 miles is a serious flight, roughly 4h 6m nonstop, and it is the range where premium economy or a domestic first-class seat can be worth asking about, particularly on midweek departures when upgrade fares drop.
In our recent fare history for this pair, the lowest prices were recorded on Alaska and Southwest. That mix changes week to week, which is why an agent checks every carrier rather than assuming the cheapest one from last month.
Prices are currently typical for this route. Typical one-way lows run $353 to $477 by month; the lowest fare recorded recently was $353.
Lowest recorded one-way fare per month. Green marks the cheapest month.
From the Midwest, the expensive weeks cluster around Thanksgiving, Christmas, and spring break in March; May, early June, September, and October tend to price lowest.
On this specific route our fare history shows April as the cheapest month and December as the most expensive, a spread of $258 between the two.
Midweek travel almost always beats weekends on price here. If your dates are flexible by a day or two, tell the agent; shifting a Friday departure to Thursday or a Sunday return to Monday is the single most reliable way to cut the fare.
For domestic travel, booking three to eight weeks ahead usually captures the best price. Inside two weeks, fares climb; more than four months out, airlines have not yet released their cheapest inventory.
Carriers most likely to serve this route, with the lowest fare recorded for each where our data names the airline. Agents compare all of them on one call.
| Airline | Recorded from | Changes on standard fares | Lowest fare brand | Call |
|---|---|---|---|---|
| Alaska Airlines | $353 | No fee, fare difference | Saver | Call(708) 866-8751 |
| Southwest Airlines | $427 | No fee, fare difference | Basic | Call(708) 866-8751 |
| Delta Air Lines | ask an agent | No fee, fare difference | Basic Economy | Call(708) 866-8751 |
| United Airlines | ask an agent | No fee, fare difference | Basic Economy | Call(708) 866-8751 |
| American Airlines | ask an agent | No fee, fare difference | Basic Economy | Call(708) 866-8751 |
Carriers listed are those most likely to serve the pair based on hubs and recorded fares. WarBird Flight is independent and not affiliated with any airline.
Recorded Alaska fares on CHI–SJC. Alaska on this route · independent service, not affiliated with Alaska.
Recorded Southwest fares on CHI–SJC. Southwest on this route · independent service, not affiliated with Southwest.
Chicago has 2 airports on this route: O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW). Fares can differ between them for the same day, and driving time to each is worth weighing against a lower fare. An agent will quote all 2.
You will land at Norman Y. Mineta San Jose International Airport (SJC), a Southwest and Alaska hub.
The same city pair priced from each airport combination. Differences on the same day are often larger than the drive between airports.
Fares from a neighboring airport are sometimes far lower than the drive is long. Agents quote all of these on one call.
Licensed agents at our partner agency handle these by phone, 24/7. No charge for a quote.
The lowest one-way fare we have recorded recently is $353. Fares change daily; call (708) 866-8751 for today's price.
A nonstop flight takes about 4h 6m to cover 1,825 miles. Connecting itineraries add two to five hours depending on the layover.
Delta Air Lines, United Airlines, American Airlines, Southwest Airlines, and Alaska Airlines are the carriers most likely to serve this route. We book all of them.
Based on our fare history, April has the lowest recorded fares and December the highest.
Yes. Call (708) 866-8751 and a live agent will search every airline, quote today's fare, and book it for you. WarBird Flight is an independent travel booking service; calls are answered by licensed travel agents at our partner agency.
Chicago has ORD and MDW. Compare the fare from each with your travel time to the airport; an agent can quote all of them at once.
A government-issued photo ID such as a REAL ID-compliant driver's license, a passport, or a passport card. Children under 18 flying with an adult do not need ID on domestic flights. If your license is not REAL ID-compliant, bring a passport.
Yes on most carriers, with an unaccompanied-minor service fee and age limits that differ by airline. Nonstop flights are strongly preferred and some airlines require them for younger children. Agents can book the service, note the guardian details, and confirm the fee before you pay.
