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- Windy City Transportation
Windy City Transportation
Pricing
Prices start at $200
About Windy City Transportation
Windy City Transportation
Windy City Transportation was formed with a “Customer First” mentality started by a group with over 100 years of combined experience in the industry. With the intent to grow into the largest company around, yet maintain the high quality standard demanded by our clients, we have accomplished both goals. Windy City has on site 30,000 square feet Fleet Department and facility where service and repairs. This allows us to address safety and repair issues firsthand. We have a maintenance and detail facility capable of handling 300 + vehicles which include Black Car, Sprinters, Limo Buses, Mini-Motor Coaches.
Windy City Transportation apart is our dedication to delivering an exceptional transportation experience from start to finish. We are a 24/7 company, which means no matter the time of day, you will always reach a live person ready to assist you. Our customer service team is highly trained and focused on ensuring that every detail of your trip is handled with care and professionalism. Reliability and punctuality are at the core of what we do. Our professional chauffeurs are carefully vetted and trained, prioritizing both safety and courtesy. With state-of-the-art technology to ensure that your ride is seamless and stress-free.
In three words: Efficient, Flexible, Organized

Services
- Transportation
Reviews
Write a review5.0 out of 5
9 reviews
- AK
Ashley K.
Mrs.
Windy City Transportation made our wedding day so much easier. Their driver was wonderful and genuinely nice to us, even when we were a bit demanding. We loved that they took us where we needed to go but also let us sit in the limo to decompress when we needed a break. The team was patient and understanding about everything we asked for, which meant a lot on such a big day. They got back to us quickly whenever we had questions or needed to change plans. The 20 person bus was a little bit of a tight squeeze but we made it work. Our drive texted and emailed us updates throughout the day We would definitely use them again and recommend them to any couple looking for reliable transportation.
- VR
Vickie R.
Excellence
I had the pleasure of working with Christina Nelson and Windy City Limousine and Bus, and the experience was nothing short of outstanding. Christina is professional, attentive, and truly goes above and beyond to ensure every detail is handled with care. She takes the time to understand your needs and makes the entire process seamless, whether it’s for a wedding, corporate event, or private outing. The fleet at Windy City is impressive—modern, spotless, and reliable. Their chauffeurs are courteous, punctual, and committed to providing a safe, smooth ride. What really sets them apart, though, is the level of customer service. Christina and her team make you feel confident and well taken care of from the first conversation to the final drop-off. If you’re looking for transportation that combines luxury, reliability, and a personal touch, I highly recommend Christina Nelson and Windy City Limousine and Bus. They turn every ride into a memorable experience.
- JG
Jonathan G.
Great Time!
Our special day was just perfect and the Windy City transportation was on point and outstanding. Clean bus and very helpful Chauffeur. Thank you to the reservations team who made our life easier on our road to a stressful planning. From John and Anna Thank You!
- JS
James S.
Incredible Service
Windy City Limousine & Bus was an absolute pleasure to work with for our wedding day transportation. Their communication throughout the planning process was timely and flawless, and the quality of their service far exceeded any other options we considered. Our driver was dressed professionally, the vehicle was immaculate, and the temperature was perfectly set - they even arrived early and communicated with us well throughout the entire day. As someone who has attended several weddings as a groomsman, I can say with confidence that Windy City Limousine & Bus is superior to all other transportation providers I've experienced. My bride and I are so glad we made the Windy Choice!
- PB
Paul B.
Elevated Transportation Experience!
Windy City Limousine & Bus was the best transportation provider we could have asked for on our wedding day. They are the best in the business, making it so easy for us to enjoy the day without having to worry about getting our wedding party from place to place. They have mastered wedding transportation and made it a seamless process - so professional and able to comfortably accommodate our large party, enhancing our experience as well. We were impressed by their attention to detail and responsiveness throughout the planning process. I'll continue to recommend Windy City Limousine & Bus to help elevate the wedding day for any couple.
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