CasSandra

Welcome to Chicagoland

Evanston, IL, USA
From $45.00/Hour
About me
As a Chicago native, I’ve been immersed in the city’s vibrant culture my entire life. My deep love for music, combined with a rich understanding of Chicago’s diverse neighborhoods, makes me the perfect guide to help you experience the city’s unique rhythm. I’m always eager to discover new places, so if there’s something specific you’re curious about, I’m more than happy to do some research and create a tailored experience just for you!
My Offer
Whether you’re looking to explore Chicago’s legendary music scene, dive into its bustling bar culture, or savor the flavors of the city’s best food joints, I’ve got you covered. I’ll take you to iconic spots that reflect the soul of Chicago and introduce you to hidden gems that only a local would know. From the trendiest bars to the tastiest eateries, our adventure together will be filled with great tunes, delicious bites, and unforgettable memories.
Specialties
Activity Type
Adventure
Exploration
Food & Drink
History & Culture
Kid Friendly
Shopping
Wellness
I speak
English
Getting Around
By foot
Car/Truck
Rail
Rideshare
Taxi
Payment Policy
Pay at Meeting
Booking Request

To make a booking, please choose the date and time frame of your proposed meeting. Then click Request. You will then be prompted to add a message that includes the exact details of your proposed meeting.

The Citysurfing local will receive your request and message you back to clarify any questions they may have. If they agree to offer their services to you, they will create and send you a customized offer which will allow you to finalize your booking.

Each listing owner decides how they will receive payments for their services. If they selected “Prepay at Booking” you will need to prepay for the offer when you finalize your booking. If they selected “Pay at Meeting” you can make your payment in the local currency when you meet.

Rate
$45.00 Per Hour
Reviews
She knows the city inside out by Michelle

Cassandra was fantastic! We explored Chicago’s top music spots, checked out trendy bars, and ate at some seriously great places. She knows the city inside out and made our trip unforgettable!

Very good experience by Gladys

If you’re into music, bars, and great food, Cassandra is your guide! She showed us all the must-see spots and hidden gems in Chicago. It was like hanging out with a friend who knows all the best places in town!

Excellent tour by Sandor

Our host was great! Very knowledgeable and funny. We had great weather resulting in beautiful views

Activity Partner
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