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Pilot Jobs in Chicago.

All active Pilot roles based in Chicago.

View Pilot salary insights in Chicago
Total jobs
72
positions indexed
New today
2
last 24 hours
Companies
48
actively hiring
Worldwide remote
1
from anywhere

How many Pilot jobs in Chicago are there right now?

There are 72 open Pilot jobs in Chicago on JobsRadar right now, from 48 companies hiring directly. 2 were added in the last 24 hours; the board was last refreshed on September 5, 2026 at 13:30 UTC.

search: pilot in: Chicago Clear all
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Stripe
Technical Connectivity Specialist
Stripe
⚡ Apply early Chicago Onsite
● New 👁 Seen ✓ Applied 19h ago
Perk
Director of Go-to-Market Engineering
Perk
⚡ Apply early Chicago Onsite $190,000–$240,000
● New 👁 Seen ✓ Applied 23h ago
DoorDash USA
Associate Manager, Sales Planning & Strategy
DoorDash USA
⚡ Apply early San Francisco, CA; New York, N... Onsite $105,400–$155,000
● New 👁 Seen ✓ Applied 1d ago
DoorDash USA
Sr Associate, Dasher & Logistics - Dasher Financial Strategy & Operations
DoorDash USA
⚡ Apply early New York City, NY; Austin, TX;... Onsite $87,000–$128,000
● New 👁 Seen ✓ Applied 1d ago
DoorDash USA
Associate Manager, Strategy & Operations
DoorDash USA
⚡ Apply early Austin, TX; San Francisco, CA;... · location restricted $105,400–$155,000
● New 👁 Seen ✓ Applied 1d ago
DoorDash USA
Manager, Inside Account Development
DoorDash USA
⚡ Apply early Tempe, AZ; Phoenix, AZ; Chicag... Onsite $116,960–$172,000
● New 👁 Seen ✓ Applied 1d ago
Filevine
Enterprise Account Executive, Depositions
Filevine
⚡ Apply early Chicago, IL Onsite $100,000–$120,000
● New 👁 Seen ✓ Applied 2d ago
Unlock Health
Senior Learning Experience Designer
Unlock Health
⚡ Apply early Chicago, Illinois, United Stat... Hybrid
● New 👁 Seen ✓ Applied 2d ago
ShipBob, Inc.
Business Development Representative - Mid Market
ShipBob, Inc.
⚡ Apply early Chicago, Illinois, United Stat... Onsite $65,000–$65,000
● New 👁 Seen ✓ Applied 2d ago
ShipBob, Inc.
Business Development Representative
ShipBob, Inc.
⚡ Apply early Chicago, Illinois, United Stat... Onsite $55,000–$55,000
● New 👁 Seen ✓ Applied 2d ago
IN
Tech Lead, DevOps Engineer
Industrious
⚡ Apply early NYC - 12 E 49th St (Tower 49) Hybrid
● New 👁 Seen ✓ Applied 3d ago
Botrista
Corporate Counsel (Business Development & Regulatory)
Botrista
⚡ Apply early New York, New York, United Sta... Onsite
● New 👁 Seen ✓ Applied 3d ago
Charles River Associates
Product Manager/Agile Master, AI and Digital Products
Charles River Associates
⚡ Apply early Boston, MA, United States; Chi... Onsite $150,000–$170,000
● New 👁 Seen ✓ Applied 4d ago
FutureSight
Co-Founder & CEO - AI Native Recruiting Firm
FutureSight
⚡ Apply early Chicago, Illinois, United Stat... · location restricted
● New 👁 Seen ✓ Applied 4d ago
Mode Mobile
Sr. User Acquisition Manager (Remote)
Mode Mobile
⚡ Apply early Worldwide
● New 👁 Seen ✓ Applied 4d ago
Chime Financial, Inc
Senior Program Manager, AI Enablement
Chime Financial, Inc
⚡ Apply early Chicago, IL, USA; New York, NY... Onsite
● New 👁 Seen ✓ Applied 1w ago
Jetsupport
Technology Engagement Partner
Jetsupport
⚡ Apply early Chicago, IL Hybrid $197,600–$228,800
● New 👁 Seen ✓ Applied 1w ago
Siena AI
Solutions Engineer - Remote
Siena AI
⚡ Apply early Austin · location restricted
● New 👁 Seen ✓ Applied 1w ago
Accordion
Senior Consultant CPM (Forward Deployed Engineer)
Accordion
⚡ Apply early Atlanta; Chicago; New York Hybrid $95,000–$140,000
● New 👁 Seen ✓ Applied 1w ago
Bond Vet
Advanced Veterinary Assistant - Chicago - Wicker Park
Bond Vet
⚡ Apply early Chicago, IL Onsite
● New 👁 Seen ✓ Applied 1w ago
Bond Vet
Advanced Veterinary Assistant - Chicago - Lakeview
Bond Vet
⚡ Apply early Chicago, IL Onsite
● New 👁 Seen ✓ Applied 1w ago
project44
Senior Forward Deployed Engineer
project44
⚡ Apply early Chicago Onsite $130,000–$190,000
● New 👁 Seen ✓ Applied 1w ago
Karbon
Senior Security Engineer
Karbon
⚡ Apply early Austin, TX, United States; Chi... Onsite $131,000–$169,000
● New 👁 Seen ✓ Applied 1w ago
Karbon
AppSec Engineer
Karbon
⚡ Apply early Austin, TX, United States; Chi... Onsite $131,000–$169,000
● New 👁 Seen ✓ Applied 1w ago
Crypto
Senior Product Manager - Predictions, OG
Crypto
⚡ Apply early San Francisco Hybrid
● New 👁 Seen ✓ Applied 1w ago

Related searches

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Frequently asked questions

How many Pilot jobs in Chicago are open right now?
72 Pilot jobs in Chicago are open across 48 companies, as of September 5, 2026.
Are any Pilot jobs in Chicago remote?
1 of these Pilot jobs in Chicago (1.4%) are open to candidates anywhere in the world.
Which companies are hiring Pilot jobs in Chicago?
Stripe, Perk, DoorDash USA, Filevine and Unlock Health are among the 48 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 September 5, 2026 at 13:30 UTC.

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