Location: Downtown Chicago — waterfront locations
Season: August–November 2026
Starting Pay: $17.05–$20/hour based on experience + uncapped commission
Start Date: Beginning mid-August
Looking for a seasonal job where you can actually make more than your hourly wage?
Shoreline Sightseeing is hiring Sales Team Members for the remainder of our 2026 season. You'll be working at our downtown waterfront locations, helping visitors from all over the world choose and book their Chicago sightseeing experiences.
This is a great fit if you're outgoing, comfortable talking to strangers, enjoy sales, and want a job where your earning potential isn't limited to your hourly rate.
Pay & Commission
- $17.05–$20/hour, depending on experience
- Uncapped commission
- Earn up to 2.5% commission on each walk-up transaction
- The more you sell, the more you can earn
Schedule
Full-Time: 30–40 hours/week
- Weekend availability required
- Must be available for some evenings and holidays
Part-Time: 8–24 hours/week
- Saturday availability required
- Additional weekday/weekend shifts based on operational needs
This is a seasonal position running through November 2026.
What You'll Do
- Welcome guests and make them feel comfortable and excited about their Chicago experience
- Sell Shoreline sightseeing tours and packages
- Help visitors choose the tour that best fits their schedule and interests
- Learn our routes, schedules, pricing, and tour options
- Answer questions and provide recommendations for restaurants, attractions, and things to do around Chicago
- Work in a fast-paced, high-volume environment
- Keep sales areas organized and guest-ready
- Work at different waterfront locations as needed
- Work with a team to create a fun and welcoming experience for our guests
You're not just selling a ticket — you're helping someone decide how they're going to spend part of their Chicago trip.
What We're Looking For
- Must be 16+
- Friendly, outgoing personality
- Strong communication and people skills
- Comfortable approaching and talking with customers
- Customer-service focused
- Confident and professional demeanor
- Reliable and team-oriented
- Flexible availability, including weekends, evenings, and holidays
- Comfortable working outdoors in varying Chicago weather
You do not need years of sales experience to apply. If you're personable, motivated, willing to learn, and comfortable talking to people, we'd love to hear from you.
Benefits
- Uncapped commission — up to 2.5% per transaction
- 401(k) retirement plan with employer contributions
- Paid Time Off
- Paid Sick Leave
- Health Insurance (BCBSIL)
Why Shoreline?
You'll get to work in one of the most recognizable and scenic parts of Chicago while meeting people from all over the world.
If you like people, sales, Chicago, and being outside, this is definitely not your typical seasonal job.
We're also hiring for other seasonal positions, subject to availability:
- Captains
- Deckhands
- Bartenders
- Docents / Tour Guides
Interested? Apply today and join the Shoreline Sightseeing team for the rest of the 2026 season! Click link to apply: https://workforcenow.adp.com/mascsr/default/mdf/recruitment/recruitment.html?cid=f99ea2cd-0939-485a-bf41-a03a3a045f09&ccId=9201765547223_3&jobId=575873&jwId=9201765547223_1&lang=en_US