Chicago Private Jet Charter

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Chicago is a truly amazing city. Not only is it an architectural giant, but it's also home to some of the best cuisines in the country. It's also home to the latest World Series winners: The Chicago Cubs. If baseball isn't your thing, there are a ton of other reasons why you should arrange a private jet charter to Chicago.

There are more than 700 public artworks scattered around the city, 56 museums, 250 theaters, 225 music venues, nearly 5,200 places to eat, 125 art galleries, 580 parks, and almost 30 beaches. No matter what you're looking for, Chicago has it all. Taking a private plane charter to Chicago is one of the best ways to take in everything the city has to offer, from the arts to the food scene and everything in between.

How Much Does a Private Jet Charter to Chicago Cost?

Want to catch a private air charter to the Windy City? Fares for private jet charter services to Chicago will range from one private aircraft to another, and may depend on your starting destination.

When you fly with Stratos Jet Charters, you can find the perfect private jet charter that lets you skip the nonsense involved with the commercial air experience. Instead, you get to sit back, relax, and embrace the convenience and comfort when you’re 40,000 feet in the air.

Chicago Jet Charter Information

Soar in style in a private jet to Chicago—the third-most populated city in the United States. It's home to more than 2.7 million people and has become known as one of the most important business centers in the world. The city is fun to visit 24 hours a day 7 days a week, with different seasons offering unique experiences.  Visit Chicago in the summer for the best weather and soak up time on the iconic Navy Pier. Fall brings cooler temperatures and plenty of fun. Christmas in the city, while cold, gives you the chance to see Chicago decked out in holiday cheer. And, of course, spring brings bright flowers.

Chicago Nearby Airports

Popular Things to Do in Chicago

Chicago, IL originally started out as a small trading post inhabiting the land at the mouth of the Chicago River. It wasn't until 1837 that Chicago was incorporated as a city and began growing into the Chicago we all know and love today. In 1871 a fire ripped through the emerging city, wiping out nearly 17,000 buildings and 300 citizens. On the heels of this tragic event, Chicago decided to host the World's Fair a few years later. In an effort to rise above tragedy, several iconic buildings were designed and built during this time.

Home to the Chicago Mercantile Exchange, Chicago is an important destination for financial executives and is one of the largest cities in the United States. Visitors from all over the world travel to Chicago to tour its world-class museums, including the:

  • Art Institute of Chicago
  • Chicago Museum of Science and Industry
  • Peggy Notebaert Nature Museum
  • Chicago Children's Museum at Navy Pier
  • Taste of Chicago Food Festival
The city is also home to the Shedd Aquarium, which has been Chicago's premier zoo and aquarium for more than 75 years. This destination is fun for the entire family and shouldn’t be missed. If you’d rather skip the sightseeing and get down to having fun, you’re not alone. You're in luck because Chicago is home to some of the largest cutting-edge sporting venues in the U.S. Wrigley Field and Cellular Field are two of the most well-known and treasured Major League Baseball Stadiums in Chicago. The city has also found favor with football fans. Chicago Bear games are an important part of Chicago's vibrant culture. Soldier Field serves as a memorial to American soldiers who have lost their lives in past wars. Earning a reputation as one of the most iconic NFL stadiums in the country. Whether you’re visiting the city for business or pleasure, charter flights to Chicago are the best way to get to the Windy City on the fly.
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Chicago

For those seeking a reputable broker to arrange a private jet charter to Chicago, Illinois, Stratos Jet Charters' team of knowledgeable aviation charter agents is your go-to source. Stratos handles the planning, scheduling, aircraft sourcing, and every other component of your trip so all you have to worry about is packing your suitcase. Stratos is committed to setting the standard for excellence in private aviation. So, whether you need a private jet charter to Chicago for business or personal travel, our agents will work diligently to provide multiple aircraft options that can accommodate the specific needs of your charter flight, while offering the highest level of safety and convenience. Find airports near any location worldwide to begin planning your next dream destination via a private charter jet. Find airports near any location worldwideRead More

Find airports near any location worldwide

What Our Clients Are Saying

Every charter flight review on this page was submitted by a real Stratos Jets customer. In the interest of transparency, we never change reviews or use incentives to influence these reviews. This way, you can hear directly from our past and current clients about how we handled their private travel experience.

4.5/5 (22)
4.7/5 (25)
4.8/5 (568)
Overall rating (4.88 out of 5) Based on 660 reviews from our trusted Jet Charter reviews
5 1 5 03/30/2022

As always, we enjoy working with you all. We all strive to accommodate the clients needs as best as possible, on our end and your end. Looking forward to many more trips with you all in the future.

5 1 5 07/26/2024

Exceptional work from Anthony and the Trip Support Team at Stratos. Wonderful to work with.

5 1 5 06/14/2017

Great Trip Support Team We love working with Stratos Jets! They are fast to respond, reasonable to work with, and their brokers and trip support team are very detail oriented which leaves little room for error. I would highly recommend them!

5 1 5 07/22/2022

Professional in every way… and, fully enjoyed the experience… especially the flight…great plane and pilots were 1st class in every way.

5 1 5 07/09/2021

My wife received treatment for cancer in Tijuana. It wasn’t possible to bring her home on a commercial flight. I reached to several charter services and Kyle at Stratos was so helpful. He immediately responded to my request and answered all my questions. He stayed engaged with us through the entire trip. The next time I need to charter a plane I will only make call. Stratos!! Great experience!!! Phil

5 1 5 01/01/2018

Once again, Stratos Jets provided perfect travel service with competitive prices! We needed to move a family member with memory loss and agitation from Boston to Houston on very short notice. Joel set everything up within 24 hours- a beautiful private jet, cars and drivers at both ends of the trip, a security detail plus catering. I am completely impressed with this company and will use them whenever I need private jet service. Thank you, Joel!

5 1 5 04/09/2024

All went well on the flight. Great pilot crew both ways.

5 1 5 04/05/2017

The service was absolutely 1st class... I was very satisfied and would recommend this company and agent to anyone.

5 1 5 01/07/2014

Pricing to be competitive with Marquis etc.

5 1 5 09/05/2018

Glenn and team were responsive and kept me apprised of the status of our flight, despite dynamic weather. Pilots were experienced and jet was on time and flight was smooth.

5 1 5 02/21/2022

Great platform, all trip information was readily accessible. Thank you for working with us on this one and keeping the itineraries flexible. No significant feedback otherwise, we look forward to the opportunity to assist with future operations!

5 1 5 10/14/2021

I couldn't be happier with level of service provided to me by Frank and his team! Everything was so easy and just a click away. I really appreciated Franks attentiveness to my trips. Stratos Jet will definitely have my business in the future. Thank you Frank & team, you are awesome!!!

5 1 5 02/24/2022

All was good.

5 1 5 06/15/2023

Stratos is always a pleasure to work with! Only comment is sometimes the way you send emails is something the manage. Seems like we get a bunch of separate emails for the same trip. Could be the system! Not a biggie. Thank you for allowing us the opportunity to assist you!

5 1 5 02/03/2022

Great experience on a nice small private jet.

5 1 5 06/27/2017

Simon Crhistian did a great job.

5 1 5 12/17/2018

I could not ask for more, I love using Stratos and will never use anyone else!

5 1 5 02/21/2022

Always great to work with you guys!

5 1 5 12/07/2016

Ricky was awesome and everything went smoothly. I will certainly use your services again should a need arise. Thank you for everything!

5 1 5 08/31/2020

Our trip experiences some changes due to weather, which was professionally handled by the team. The trip destination was changed to an alternate airport. Anthony was responsive and helpful. I had a chance to see how Stratos handles things when the plan doesn’t work perfectly, and the team provided exceptional service.

5 1 5 05/10/2013

Ricky was wonderful to work with and answered all our many questions!

5 1 5 10/31/2022

Good communication between Stratos and me regarding the jet being on site on ready for departure. Plenty of advance notice with the updates. This made my planning much easier.

5 1 5 06/19/2021

Everything from start to finish was great will definitely be utilizing Stratos again

5 1 5 01/02/2021

All items of booking, plane flight, pilots and limo pick up were great Anthony was the best to deal with; lots of communication in every part of process. Will be returning with you in May. Would also recommend to friends and colleagues 

5 1 5 08/12/2020

Let me just add K___ and my thanks for a perfect flight.  Great crew, great plane and and wonderful flight. Doesn't get any better.

5 1 5 03/11/2013

The service was impeccable

5 1 5 03/21/2023

I love the team and especially working with Kerry. Always a pleasure

5 1 5 05/03/2018

Stratos arranged a private jet to Toronto for me last minute. Everything went well and the Challenger 300 was very nice. Thank you

5 1 5 11/25/2018

The whole team is always professional and great to work with. You can tell there's a lot of integrity and experience in the company. Thank you folks!!

5 1 5 01/02/2014

I think you all did a great job!!! If we book with enough notice, maybe a newer ride? Not to say that the Hawker we flew was not great.. Only my thoughts. Joe"

5 1 5 12/15/2020

The trip was excellent, the aircraft new, clean and confortable. The staff really did the best to make the best possible experience. Will definitely fly again with you

5 1 5 07/26/2024

Daniel was great. He arranged a charter flight at nearly midnight and was able to get my AOG part (in less than 12 hours from request) delivered to the plane. We fight fires with planes so thank you for helping us get back to scooping/dropping water quickly.

5 1 5 10/10/2020

Glenn like usual is great to work with and is always on top of it.

5 1 5 08/19/2021

Everything was above and beyond. Thank you!

5 1 5 12/25/2017

You guys are great. Thanks for your business Haley

5 1 5 03/13/2022

Always a pleasure doing business with STRATOS, you make it a seamless booking from start to finish! Very professional! Thanks for your business.

5 1 5 07/03/2022

Looking forward to our next booking with you! Professionalism at its finest!

5 1 5 03/23/2023

This was our first time using private air travel. Anthony made the process as smooth as can be, sailing through a few hiccups with ease. He was literally *always* available for questions or concerns. I cannot imagine going through the procedures without someone as focused and knowledgeable as Anthony. He is a shining example of the lost art of good customer service. Looking forward to our next flight with Anthony and Stratos Jets.

5 1 5 09/02/2020

Perfect experience.

5 1 5 05/03/2021

Stratos was great and we for sure will recommend our broker to our friends

5 1 5 01/24/2018

Once again: Joel, Sarah and Sandra delivered a seamless experience as well as the pilots and ground crew. There was 5 feet of snow in Steamboat Springs after a blizzard (Hayden Airport) and we took off perfectly and had a very smooth flight despite weather. The jet was beautiful and the awesome pilots tolerated our golden retriever trying to take over the navigation of the plane and two cats meowing. Stratos arranged for transportation home and the driver was so pleasant. Super happy again and will continue to only use them. Thank you again!

5 1 5 06/03/2020

My representative Simon did a really good job explaining my options and arranging our charter. Disappointed our charter Was 30 minutes late due to routine maintenance. Since it was routine, obviously it should have been scheduled to not interfere with our flight schedule. One of the big reason for the charter was to avoid sitting around a lounge in the Covid era. Due to the delay, that’s exactly what we did. Small issues, but water wasn’t working in lavatory, cabin temperature was a bit erratic, and air vent dripped water. Crew was courteous and flight was fine.

 

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Dear Peter, 
 
Thank you for taking time to provide feedback regarding your recent flight on N860TX.  After receiving your review, I investigated the matter to learn a bit more about what was going on.  
 
During the pre-flight check, the crew discovered a maintenance issue that, while minor, needed to be resolved prior to your departure.   Unfortunately, resulting in a delay in your schedule.  We understand that the value of private aviation is oriented around your schedule and privacy, but we can not prioritize that over safety.  In the case of the delay, it is a result of the crews concern for safety of flight.  Regardless, our team values your feedback and have shared it with the air carrier as well.  
 
We look forward to working with you again on your next trip and will seek to ensure a smoother travel experience.
 
All my best,


Joel A. Thomas 

President and CEO 

5 1 5 06/15/2023

As usual, Anthony made the entire experience wonderful. He was expeditious in finding options for our trip and maintained continuous communication. The flight and support he provided were excellent.

5 1 5 08/31/2020

Excellent service from Anthony all the way around. Quick response for a last second booking, great follow-up and great online itinerary management service.

5 1 5 06/28/2021

Glenn was wonderful, the jet was clean and the crew was fantastic.

5 1 5 02/20/2021

Smooth, calm, on time and will use it again

5 1 5 06/23/2022

The process was easy; plane, limo, pilots and boarding went smoothly

5 1 5 12/21/2021

As far as I can tell the flight was great. My nephew, his wife and their dog flew from California to Guam for a move. The airport they flew from was changed the day prior to departure due to weather. The catering however didn't make it to the airport so they were on the plane for 15 hours with only the complimentary snacks and the crew shared some of their food with them. When you fly private you expect things to go smoothly...that's why you're willing to pay the extremely high price for. In my opinion there were opportunities missed to make it right. Since they had to refuel in Hawaii there was at least 6 hours to get some kind of catering for them when they landed in Hawaii. I realize that catering needs 24 hours notice but someone couldn't gone above and beyond to make things right and get them fresh fruit and veggie platter with a plain hot pizza or something to give them something other than snacks. I know if the CEO of Stratos was flying this catering issue would've been unacceptable.

Carol - Thank you for bringing this to my attention and you are certainly right.  The ball was dropped.  I have spoken with the private flight advisor regarding the matter and our day of flight process was not followed.  Not having something ready in Hawaii during the fuel-stop is truly a missed opportunity.  I am truly sorry for our misstep and the poor experience this must have been for your nephew and his family.  

Joel A. Thomas 

President and CEO 

5 1 5 03/02/2017

Everything was first class even though we not only left one of our bags on the plane but lost a wallet on the return trip (not on the plane), Matt Machokas was very helpful in assisting us in helping to resolve our problems. All pilots were great. Matt also arranged a flight for us because of a date issue I made with the return flight. He assisted in finding another plane to be sent so that we did not have to wait another day.

5 1 5 10/28/2020

Every thing was smoothly handled from booking to the flight

Are you ready to book your Chicago charter flight yet?

Our friendly, expert private flight advisors are here to answer questions or start your quote today. Don’t wait, call right now and we can get you on your way to the destination of your choice!

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