Reserve Your All-Inclusive Summer Jeep Adventure

Comfortable. Capable. Ready for Adventure.

50+ early requests so far!

We’re a local family business focused on making your trip easy, enjoyable, and memorable. From a clean ride to a hassle-free pickup, we’re here to help you adventure with confidence.

About the Jeep Gladiator

This 2021 Gladiator is your ultimate adventure companion—designed to tackle city streets, forest trails, and everything in between with rugged style. Now featuring a rooftop tent and a fully equipped camp setup — all included at no extra charge!

4x4 All-Wheel Capability for confidence in any weather.

  • Heated Seats & Steering Wheel for cozy mornings and chilly nights.

  • Apple CarPlay & Android Auto to keep you connected on the road.

  • Blind Spot Monitoring & Lane Departure Alerts for extra peace of mind.

  • Spacious Truck Bed with Rooftop Tent and Full Camp Gear Included.

Use Code: 25OFFSUMMER2025 at checkout.

📅 Book by May 16th – limited time only!

Here's what you get:

  • Mileage: 200 miles/day included; $0.30 per additional mile

  • Security Deposit: $300 refundable

  • Minimum Rental: 1 day

  • Gear included in promo: Rooftop tent, camp kitchen, griddle, cooler, firewood, chairs

  • Cancellation Policy:

    • Full refund with 3+ days’ notice

    • 75% refund with less than 3 days’ notice

Total value: $180

Today Just $135

Over $500 in Adventure Extras — Included FREE

Everything you need for an unforgettable trip — already packed and ready to go:

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Rooftop Tent Setup

  • Rooftop Tent Setup.

  • 4-season Wild Finder rooftop tent (sleeps 2–3 adults)

  • Built-in comfort mattress, marine and condensation pads

  • Telescoping ladder, LED lighting, shoe organizers, storage bags

  • Fresh set of fitted sheets included — just bring blankets and pillows

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Camp Kitchen Kit

  • Plates, bowls, utensils, cutting board, chef’s knife

  • Paper towels, trash bags, and basic pantry staples (salt, pepper, ketchup, mustard, mayo)

  • S’mores & Hotdog Sticks - Stainless steel telescoping skewers for campfire cooking

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Blackstone Griddle

Portable propane griddle with a protective hood — perfect for campsite cooking 

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Cooler

Keeps your food and drinks cold - 7 lbs of ice included

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Firewood Bundle

Enough for your first night’s campfire — included free

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Folding Camp Chairs

Comfortable, collapsible chairs for relaxing at the campsite

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Full Tank of Gas

Hit the road without making a first stop at the pump

Just pack your clothes and your sense of adventure — we've got the rest covered.

Getaway Goals from Chicago with the Gladiator

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Upper Peninsula, Michigan – Wild & Wonderful

Forests, waterfalls, and Lake Superior views. Take the Gladiator through forest roads, go camping, and watch the northern lights at night.

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Door County, Wisconsin – Rustic Romance

Charming towns, lakeside cliffs, and hidden beaches. Perfect for couples or solo explorers who want a relaxed adventure with scenic views.

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Shawnee National Forest, Illinois – Nature Close to Home

Just a few hours south of Chicago. Explore the Garden of the Gods, off-road trails, and hidden campsites.

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Sleeping Bear Dunes, Michigan – Sand & Sky

Charming towns, lakeside cliffs, and hidden beaches. Perfect for couples or solo explorers who want a relaxed adventure with scenic views.

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Wisconsin Northwoods – Lakes & Legends

Hundreds of lakes, endless forests, and dirt trails galore. Great for a fishing trip, cabin escape, or overlanding weekend.

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Badlands & Black Hills, South Dakota – Wild West Calling

A longer trip but absolutely worth it. Wide open highways, surreal rock formations, and off-road freedom. Mount Rushmore? Why not.

What our clients say about us

The van was in great condition and fully loaded. We have a family of 6 and we were all very comfortable driving around New England. The check-in and checkout process was easy and we highly recommend James!
Aimee B.

Awesome little car. Fun to drive and definitely gets peoples attention. James was super easy to work with and I would rent his car again if available on future trips to Connecticut!! Thanks!!

Cullen W.

James is very personable. The car was clean and was very well maintained. He responded very fast to messages. Will definitely consider James and the car again for next trip.

Priya M.

We had a excellent experience with the van & renting from James. The van is very nice & very clean! Very responsive & communicated with us quickly. I highly recommend renting with James!

Candice M.

Our Promise: We’re not just about renting cars; we’re here to help you make stories on the road. From hassle-free bookings to well-maintained, adventure-ready vehicles, our goal is to ensure you spend more time exploring and less time worrying about the details.

About Us: At Chicago Adventure Rentals, we know the journey is just as exciting as the destination. Whether you're adventuring downtown, exploring the Bluffs of Door County, or heading down to the Indiana Dunes, we’ve got the perfect vehicle to fuel your adventure. Our mission is simple: to get you where you need to go, with a dash of adventure.

If you're a visitor soaking in the sights, a local seeking a weekend getaway, or just in need of some extra wheels for a few days – we've got you covered.

Roads go ever ever on,

Over rock and under tree,

By caves where never sun has shone,

By streams that never find the sea;

Over snow by winter sown,

And through the merry flowers of June,

Over grass and over stone,

And under mountains in the moon.

– Bilbo Baggins

Contact us!

Telephone:

+1 872-296-8008

Address:

5153 W Argyle St, Chicago, IL 60630

Our business hours

Monday-Sunday: 7:00AM - 9:00PM

Chicago Adventure Rentals , All Rights Reserved, 2024