Top 143 Freelance Jobs in Chicago, IL

B2B Freelance Sales Field Representative (Chicago)
Sqwad —Chicago, IL
- From $20 an hour
- Choose your own hours
- English
- In-person
- 2 years
- Flexible schedule
Quick Apply
On Field Educator – Running
ThirdChannel —Chicago, IL
- $100 an hour
- Weekends as needed
- Mid-level
- Driver's License
- Bachelor's degree
Quick Apply
Copywriter
TransPerfect —Chicago, IL
- Part-time
- Remote
- 5 years
- English
- Children
Quick Apply
Sports Camera Operator & Video Editor
Sports Broadcast Solutions —Chicago, IL
- $50 - $62 an hour
- Temporary
- Social media management
- Bachelor's degree
- In-person
- Flexible schedule
Quick Apply
IT Cosmetics -- Freelancer - PT
L'Oreal LUXE —Chicago, IL
- $18 - $25 an hour
- Part-time
- High school diploma or GED
- Ability to stand for extended periods
- Communication skills
Freelance Farmer
Nehemiah Group —Chicago, IL
- Contract
- Communication skills
- Outdoor work
- Entry level
Quick Apply
Play-by-Play Commentator & Sports Reporter
Sports Broadcast Solutions —Chicago, IL
- $50 - $62 an hour
- Temporary
- Bachelor's degree
- In-person
- Entry level
- Commuter assistance
- Flexible schedule
Quick Apply
Freelance Packaging Prototype Assembler
Kaleidoscope —Chicago, IL
- From $16 an hour
- Overtime
- Entry level
- Food provided
Freelance Publicist (Chicago-Based | ~10 hrs/week)
Development Counsellors International —Chicago, IL
- $50 - $75 an hour
- Part-time
- Driver's License
- US work authorization
- Organizational skills
Quick Apply
Giorgio Armani Beauty -- Freelance Fragrance Specialist
L'Oreal LUXE —Chicago, IL
- $18 - $25 an hour
- Part-time
- High school diploma or GED
- Communication skills
- Entry level
Event Host - Chicago, IL
LIVLY INC —Chicago, IL
- $30 an hour
- Contract
- English
- Residential
- Restaurant experience
Quick Apply
Freelance Makeup Artist
Glamsquad —Summit Argo, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Hair Stylist
Glamsquad —Oak Park, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Hair Stylist
Glamsquad —Summit Argo, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Hair Stylist
Glamsquad —Westchester, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Makeup Artist
Glamsquad —Westchester, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Makeup Artist
Glamsquad —Oak Park, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Makeup Artist
Glamsquad —Schiller Park, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Hair Stylist
Glamsquad —River Forest, IL
- $25 - $50 an hour
- Contract
- Cosmetology License
- US work authorization
- Entry level
13d
Freelance Creative Marketing Translators & Transcreators | Polish
Acclaro —Chicago, IL
- Remote
- Marketing
- Writing skills
- Research
Quick Apply

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B2B Freelance Sales Field Representative (Chicago)

Sqwad -
Chicago, IL

Quick Apply

Job Details

Contract | Freelance
From $20 an hour

Benefits

Flexible schedule

Qualifications

English

Full Job Description

Field Representative (Freelance) – Unlimited Earnings | Secure Prime Territory

Earn up to $500/day. No selling. Real partnerships.

Sqwad is launching one of Europe’s largest marketplaces in the U.S., and we’re hiring Field Representatives to lock in prime business locations before competitors do.
This is not a sales job. There’s nothing to sell. Your role is to secure partnership agreements with local businesses in your territory — and get paid aggressively for it.

If you’re confident, street-smart, and thrive in face-to-face interactions, this is a serious income opportunity with no cap on earnings.

Compensation & Perks:

$20/hour guaranteed base pay
$130 per activated partnership agreement
Unlimited earning potential
Top performers earn up to $500 per day
No commission cap
Flexible schedule — work when you want
Independent contractor (1099)
Secure and own prime territory
Full onboarding, training, and ongoing support

What You’ll Be Doing:

In-person outreach to local businesses in your assigned area
Introducing Sqwad’s partnership opportunity (no selling involved)
Speaking directly with business owners and decision-makers
Securing signed partnership agreements
Building early market presence by locking in key locations
Logging activity and leads using simple digital tools
Passing qualified opportunities to the internal sales team

Who This Role Is For:

Self-motivated, driven, and results-focused individuals
Comfortable working independently in the field
Strong communicators who handle objections confidently
Organized, reliable, and proactive
Comfortable using basic tools like Google Sheets or CRM platforms
Registered freelancer (1099)
Must be located in Chicago
Native or fluent English speaker

Preferred (Not Required):

Field outreach or door-to-door experience
Experience with Google Sheets
Familiarity with Salesforce or HubSpot

About Sqwad
Sqwad is a Paris-based company operating across Europe, Canada, North Africa — and now rapidly expanding in the U.S.
In just 2.5 years, we’ve partnered with 150+ brands, from global enterprises to high-growth startups.
We believe freelancers deserve: Fair, transparent pay
Real skill development
Opportunities to be part of international growth projects
This Is a Ground-Floor Opportunity
Early hires will secure the best territories, earn the highest bonuses, and grow fast with the market.

Apply now and start earning immediately.

Job Type: Contract / Freelance
Pay: From $50.00 per hour (base + bonuses)
Expected Hours: 25–50 per week
Work Location: In person

More informations: https://www.sqwad.fr/mission-vente

Quick Apply

Refine Your Search

Freelance jobs in Chicago, IL

B2B Freelance Sales Field Representative (Chicago)

On Field Educator – Running

Copywriter

Sports Camera Operator & Video Editor

IT Cosmetics -- Freelancer - PT

Freelance Farmer

Play-by-Play Commentator & Sports Reporter

Freelance Packaging Prototype Assembler

Freelance Publicist (Chicago-Based | ~10 hrs/week)

Giorgio Armani Beauty -- Freelance Fragrance Specialist

Event Host - Chicago, IL

Freelance Makeup Artist

Freelance Hair Stylist

Freelance Hair Stylist

Freelance Hair Stylist

Freelance Makeup Artist

Freelance Makeup Artist

Freelance Makeup Artist

Freelance Hair Stylist

Freelance Creative Marketing Translators & Transcreators | Polish

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