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Call Us Today

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Call Us Today

Discover Chicago and Beyond!

Book your travel plans today

Airport Transport

Group Events

ON Demand Rides

Long & Short Distances

Melenated Tours

School Bus Service

Coorporate Events

Prison Visits

Synonymous With Reliable

Affordable and safe transportation in and around the Chicagoland area.

We Are Here To Help You

From the moment you book our service to when you securely arrive at your destination, you will experience the best in transport amenities.

Plan Your Next Event With Us

Personal & Small Groups

We offer:

Airport Transfers

Traveling to the airport? We provide transportation to O’hare, Midway, and Gary/Chicago.

City Tours

We conduct tours of the city to locations you might have never known existed until we bring you there! See all the tours here

Wine Tours

Experience the hidden pleasures the city has to offer with tours of local winery’s.

School Bus Services

Our focus is on community growth, and we want to help those who have the most growth ahead of them. Let’s get the little one to school and home safely. Connect us for information.

Prescheduled Quick Rides

Whether you are looking for services daily or monthly, we can be your chauffeur service.

Events & Corporate Travel

We Will make your next celebration very special

Concerts & Venues

Party like it’s…(fill in the blank)
We will be waiting for you once the event is over and get you safely to your destination.


Take the hassle away from miles of walking at convention centers from you car to the front door. Let us drop you off at the front door. Check out the rates today.

Sporting Events

Have a group traveling to a sporting event and don’t want to take the bill for parking? We will get you as close to the ticket booths as possible if you’d like.

Company Team Outings

Office Promotion? Holiday Party? Easily set-up and complete your transportation with Obsidian Rising.


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We Will Pick You Up

At the location(s) you specify.

Professional Drivers

with detailed knowledge of the city.

Great Rates

for all our services.

Obsidian Rising, LLC

  • Transportation Services for the Chicagoland Area

Frequently Asked Questions

Are you licensed to operate the Chicago?
Yes we are.
How many passengers can your buses accommodate?
Currently, we have two buses, a 14 and 20 passenger bus. A total of 34 when both are in use.
Do you have long distance trips to other cities?
At the moment, we do not supply passenger service to cities outside of the Chicago area. We are aiming to do so In the near future.
What about security? Is it safe to ride your buses?
For your protection, each bus will have a licensed armed bus aid that will accompany passengers from pick up to drop off.
How qualified are your drivers?
Drivers for Obsidian Rising Transportation are carefully vetted. This includes them being extensive background checks, credentialing, and specialized training.
Do you have curbside pickup services?
Yes, we do. Especially for children going to school or other non-scholastic activities

Send for a Quote -or- Ask a Question