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Pilot Jobs in Chicago.

All active Pilot roles based in Chicago.

View Pilot salary insights in Chicago →
Total jobs
74
positions indexed
New today
12
last 24 hours
Companies
46
actively hiring
Worldwide remote
0
from anywhere

How many Pilot jobs in Chicago are there right now?

There are 74 open Pilot jobs in Chicago on JobsRadar right now, from 46 companies hiring directly. 12 were added in the last 24 hours; the board was last refreshed on July 28, 2026 at 15:00 UTC.

search: pilot in: Chicago Clear all
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ShipBob, Inc.
Business Development Representative
ShipBob, Inc.
⚡ Apply early Chicago, Illinois, United Stat... Onsite $55,000–$55,000
● New 👁 Seen ✓ Applied 18h ago
project44
Head of Engineering
project44
⚡ Apply early Chicago Onsite $235,000–$290,000
● New 👁 Seen ✓ Applied 20h ago
project44
Senior Software Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 20h ago
project44
Senior Software Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 20h ago
project44
Senior Software Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 20h ago
project44
Senior Forward Deployed Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 20h ago
project44
Senior Forward Deployed Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 21h ago
project44
Senior Forward Deployed Engineer - LSP
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 21h ago
C3 AI
Director, Forward Deployed Engineering
C3 AI
⚡ Apply early Chicago, Illinois, United Stat... Onsite $180,000–$230,000
● New 👁 Seen ✓ Applied 21h ago
Stack AV
CDL | Hourly Pay with OT | FREE benefits (Operations Specialist)
Stack AV
⚡ Apply early Chicago, IL Onsite $66,560–$76,960
● New 👁 Seen ✓ Applied 23h ago
Stripe
Technical Connectivity Specialist
Stripe
⚡ Apply early Chicago Onsite
● New 👁 Seen ✓ Applied 23h ago
Stripe
Program Manager, Agentic Commerce Go-to-Market
Stripe
⚡ Apply early New York, NY; San Francisco, C... Onsite
● New 👁 Seen ✓ Applied 23h ago
Nexamp
Senior Solar Project Engineer
Nexamp
⚡ Apply early Washington, DC Onsite $100,000–$140,000
● New 👁 Seen ✓ Applied 4d ago
Nexamp
Senior Solar Project Engineer
Nexamp
⚡ Apply early Chicago, IL Onsite $100,000–$140,000
● New 👁 Seen ✓ Applied 4d ago
Nexamp
Senior Solar Project Engineer
Nexamp
⚡ Apply early Boston, MA Onsite $100,000–$140,000
● New 👁 Seen ✓ Applied 4d ago
Acceleration Partners
VP, Affiliate Marketing
Acceleration Partners
⚡ Apply early Boston, Massachusetts; New Yor... Onsite $175,000–$225,000
● New 👁 Seen ✓ Applied 4d ago
NU
R&D Process Development Engineer
Numat
⚡ Apply early Chicago, IL Onsite
● New 👁 Seen ✓ Applied 4d ago
Imo Online
Sr. Software Engineer - AI Platforms and Automation
Imo Online
⚡ Apply early United States Remote
● New 👁 Seen ✓ Applied 5d ago
FutureSight
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight
⚡ Apply early Chicago, Illinois, United Stat... Remote
● New 👁 Seen ✓ Applied 6d ago
84.51°
Commercial Strategy Lead, In-Store Media (P4103)
84.51°
⚡ Apply early Cincinnati, OH; Chicago, IL Onsite $102,000–$150,000
● New 👁 Seen ✓ Applied 6d ago
Samsara
Specialist Seller - Connected Maintenance - Public Sector
Samsara
⚡ Apply early Remote - Chicago · location restricted $350,000–$350,000
● New 👁 Seen ✓ Applied 6d ago
Bond Vet
Veterinary Technician Externship - Chicago
Bond Vet
⚡ Apply early Chicago, IL Onsite $15,080–$37,336
● New 👁 Seen ✓ Applied 1w ago
Bond Vet
Relief Veterinary Technician - Chicago
Bond Vet
⚡ Apply early Chicago, IL Onsite $60,320–$64,480
● New 👁 Seen ✓ Applied 1w ago
Solarlandscape
Director, Grid Strategy & Utility Planning
Solarlandscape
⚡ Apply early Asbury Park, NJ Remote
● New 👁 Seen ✓ Applied 1w ago
Woolpert
Survey Crew Chief
Woolpert
⚡ Apply early Chicago, IL Onsite $28–$35
● New 👁 Seen ✓ Applied 1w ago

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Frequently asked questions

How many Pilot jobs in Chicago are open right now?
74 Pilot jobs in Chicago are open across 46 companies, as of July 28, 2026.
Which companies are hiring Pilot jobs in Chicago?
ShipBob, Inc., project44, C3 AI, Stack AV and Stripe are among the 46 companies currently hiring Pilot jobs in Chicago.
How current are these listings?
Every listing comes straight from the employer’s own careers system and is re-checked three times a day. This page was last updated on July 28, 2026 at 15:00 UTC.

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