Pilot salaries in Chicago.
What Pilot roles in Chicago pay, from live listings on JobsRadar.
Compare with anotherMedian salary
$160,750
per year · annualized USD
Typical range
$130.2k – $192.5k
25th–75th percentile
Disclosing pay
35.7%
20 of 56 roles
Live roles
56
open right now
Salary distribution
annualized USD · disclosed rolesHighest-paying live roles
Specialist Seller - Enterprise Select AI Products
VP of Engineering
Senior Director, Sales Enablement
Head of Transportation
Staff Software Engineer (Full-Stack)
Senior Manager, Retention Strategy & Intelligence
Senior Sales Engineer, Majors
Senior Director, Product Development
Karbon
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How much do Pilot roles in Chicago pay?
The median salary for Pilot roles in Chicago is $160,750 per year. Most pay falls between $130,200 (25th percentile) and $192,500 (75th percentile), with the broader 10th–90th percentile band running from $109,030 to $250,000.
These figures are computed live from 56 active Pilot roles in Chicago on JobsRadar, of which 20 (35.7%) publish a salary range. Pay is normalized to annualized USD so roles can be compared on equal terms; the highest-paying roles listed above show their original posted currency. Numbers refresh every few hours as new roles are posted and older ones close.
Employers currently hiring well-paid Pilot roles in Chicago include Samsara, Codal, G2 and DoorDash USA.
Salary transparency varies by employer and region, so the disclosing share above reflects only roles that publish pay — not every open position. Use it as a directional benchmark rather than an exact offer.