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Private car transfers in Chicago, IL

Discover private car transfers around Chicago, IL, United States, and explore the region in comfort with a friendly English-speaking driver.

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Tripadvisor Travelers’ Choice 2024

Excellent

Most popular routes from Chicago, IL

See more of United States in a day, from popular sites to quiet corners, all with ease and comfort.

Most popular routes to Chicago, IL

See more of United States in a day, from popular sites to quiet corners, all with ease and comfort.

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Great transfer option.

I used this service for a transfer from Split in Croatia to Perast Montenegro. My experience was exceptional. My driver Bojan was helpful, informative and ensured my journey was comfortable and enjoyable. I highly recommend the service.

Robyn COctober 2, 2025

It was a fantastic trip.

We were extremely satisfied with the quality of service we received from Day Trip. We had two Day Trip rides on August 31 from Athens to Lefkada and September 7 from Lefkada back to Athens. Both trips included stops at scenic sites in Greece. Both drivers were excellent and accommodating. However, we’d especially like to recognize Panos Peppas, who was our driver from Lefkada to Athens. Panos was incredibly nice & pleasant and delivered outstanding customer service, which included handling all of luggage, providing us with cold waters throughout the trip, providing us protein bars, providing us with printed materials on the Corinth Canal (one of scenic stops), looking up and providing us with terminal & gate info for our flight back home and providing us with a recipe for tzatziki.

Daydream20046758137September 20, 2025

Best transport company anywhere

We absolutely love this company and have used it many times over the years to get from A to B without the hassle of hiring a car ourselves. Excellent drivers every time. Efficient and professional. It’s worth every penny and we can honestly recommend Day Trip to everyone. It’s 5 star rating is well deserved.

Mary LSeptember 15, 2025

Excellent experience in traveling

We traveled from Nuremberg to Munich in a beautiful Audi. Driver picked us at our hotel at the exact time requested. Got us to Munich in plenty of time for our next tour. Driver made sure we were comfortable

Steve NAugust 20, 2025

Reasonably Priced and Safe Transportation

Gonzalo from daytrip was our driver and he was absolutely amazing. He went over and beyond trying to locate us as our service wasn't so good on our phones. He patiently awaited our arrival to the lobby so he could take us from Tulum Dreams Resort to our other hotel in cancun an hour and a half away near the airport prior to our departure flight home. He was polite, respectful and kind. Made sure we were comfortable during our long ride. Fast and to the point. I recommend this company as finding a one way ride from Tulum to Cancun isn't easy or cheap and this company provides a great service for a great price. I will definitely be using them again whenever I'm in the Cancun/Tulum area. Thank you DayTrip and Gonzola.

COCOApril 22, 2025

Daytrip never disappoints

We were picked up by Marianna to drive us from Heraklion to Chania. The weather was terrible & due to this Marianna arrived a few minutes late. She contacted me to advise of this. Marianna lives in Chana and she made our trip very interesting by informing us of local things to do and see in Chania. Marianna is a safe driver and we all felt comfortable with the speed she drove at and how good her driving was in heavy rain. She is a lovely person with fluent English. We highly recommend Daytrips and if you are in Heraklion or Chania please make sure you ask for Marianna.

Julie MApril 2, 2025

Great driver in Egypt

Used the service to go from Luxor to Hurghada, Egypt. Ahmed H was our driver and he was perfect. The car was new, clean, he had water and snacks for us, and accommodated our stops. Great service from him and would recommend it.

Maps315861February 28, 2025

Comfortable and Safe Rides in Mexico

Used Daytrip for two rides in Mexico, which were both great. So comfortable, and we arrived at each of our destinations at a great time. Both were incredible drivers, and we felt so safe. One of our drivers, Miguel, also played the best music! Will definitely use Daytrip on our next trip to Mexico.

GolourdesduarteFebruary 20, 2025

Great way to travel and see some sights on the way

We did not know what to expect with this trip and booked from Australia. We were initially looking for an easy way to travel from Granada to Malaga. We decided not to waste the opportunity to see something additional on our way. Miguel certainly exceeded our expectations. His English was excellent (unfortunately we speak very little Spanish), and he was very friendly and helpful. We thoroughly enjoyed hearing about the regions as we passed through and also discussing some of the local ways. Miguel took us to Antequera as planned and ensured we were able to easily get our tickets to the attractions without any sense of rushing us. We were picked up and dropped off punctually and really enjoyed our trip. Hopefully we will return to Spain and we can use this service again sometime.

Michelle RFebruary 10, 2025

Excellent service

We used the service twice while in Thailand. Extremely prompt and efficient customer service. Best rate being offered in Chiang Mai for the travels. Polite, punctual, professional and English speaking drivers. Clean, comfortable vehicles. Being a regular visitor to Thailand, this was hands down the best service. Most pleased with the company. I hope it sustains the excellence of service that was rendered to us.

OmarJanuary 25, 2025

Excellent service for transfers in Thailand

I was unsure about this company but a few good reviews on Trip Advisor made me take the chance. I am so happy that we did. We needed a ride from Chiang Mai to Chiang Rai. Our driver Saksun was an excellent driver - it's not a long distance to drive (by Texas standards!) but the road is challenging and there are a lot of places where improvements to the road are being made. It took around 3 hours with a stop at a place with very clean bathrooms, very interesting hot springs and a place to get a snack and cold drinks. Saksun had a vehicle that was fantastic for this type of drive - a very comfortable ride indeed and was obviously well maintained and very clean. I highly recommend this company. I used to post on trip advisor as "lakekariba" but got out of the habit of doing so. This company was so easy to use and the result was so enjoyable that I felt that the company Daytrip and the driver Saksun had earned our trust and a glowing review. Gillian and Ted Pearsall Austin, Texas

lakekaribaDecember 4, 2024

Excellent option to get to Vienna to Budapest!

We used Daytrip to travel between Budapest and Vienna with a 2 hour stop for lunch in Bratislava. Our driver Zsombor arrived on time at our hotel in Budapest and was very friendly and informative throughout our trip. His vehicle was roomy and clean and he was kind enough to provide us with some bottled water for the trip. Our quick visit stop in Bratislava was very nice as well. He gave us plenty of time to explore the city and have lunch before meeting him again when it was time to head for Vienna. Daytrip provided us with a happy and trouble free transfer between Budapest and Vienna. Many thanks to your team and especially to your driver Zsombor!

pgh1125December 3, 2024

based on 5,176 reviews

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All routes to Chicago, IL

All routes from Chicago, IL

Frequently Asked Questions

If you have any questions, here are the answers.

Daytrip is a platform that connects you with local drivers who will transport you door-to-door, from one city to the next. We also give you the opportunity to explore sights/attractions along the way. We drive, you discover.

Yes! A return trip will take you back to your city of origin in the same size car in which you arrived. Return trips can be booked for the any day. You can also add customized sightseeing stops separately for each trip! Don’t worry if you don’t know your exact address at the time of booking - you’ll have the opportunity to update us closer to your travel date. Make sure to select “Return” when you start the booking process, then choose the dates and times of your departures.

For private trips, you can cancel for a full refund up to 24 hours before departure. For the Daytrip Pool shared shuttle, we offer 3 ticket options when booking: Non-refundable, Flexible with cancellations 24 hours before departure, and Super-flexible with cancellations up to 15 minutes before departure.

Simply choose your origin and destination via our homepage and enter your departure date and time. Browse and add sightseeing stops along the way by following the booking instructions provided on-screen. Select “One Way” or “Return” to change the type of trip you need. It’s a simple, easy, and fun way to book your next adventure! And if you don’t see your desired route on our website, you can request a custom trip. You can even book without knowing your exact pick-up or drop-off address - we let you add these later!

Each passenger is allowed one large bag (29" x 21" x 11" / 74 x 53 x 28 cm) and one small bag (22" x 14" x 9" / 56 x 36 x 23 cm). Luxury sedans can only accommodate 2 large bags. We always send the vehicle that is the best fit for you and your luggage, so make sure to select the actual amount of luggage you are traveling with when booking. If you have oversized luggage, or are unsure if your luggage will fit, contact us.

Everywhere except the USA, drivers will supply appropriate child seats (just let us know during booking). In the USA, certain states require you to supply your own child seats.

Porto to Lisbon - City Center Vienna to Budapest Budapest to Vienna Playa del Carmen to Cancun Airport Positano to Naples Airport

Prague to Vienna Naples to Sorrento Cancun Airport to Playa del Carmen Santiago de Compostela to Porto Dubrovnik to Split

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