Chicago Private Jet Charter Availability

Use our Private Flight Cost Calculator to get an instant quote on private jet charter flights to Chicago

Round Trip One Way Multi-City
qty-minus qty-plus-icon

Explore Destinations by Region

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.

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 worldwide

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 581 reviews from our trusted Jet Charter reviews
5 1 5 10/20/2022

Anthony made the booking easy and kept us fully informed. Flight itself was definitely 5 start. Good plane, good crew, good weather. What more can one ask?

5 1 5 12/31/2010

Great trip!  Keep us informed of empty legs to Aspen

5 1 5 01/17/2013

I can't think of anything that wasn't handled perfectly. We'd like to extend a special thanks to the crew who were extremely helpful in loading and unloading the equipment.

5 1 5 02/05/2021

Great trip all round. Glenn and the team were terrific. The crew on the day were amazing.

5 1 5 01/20/2019

Yes

5 1 5 02/07/2020

Sarah and Glen were awesome to work with to make the trip successful.

5 1 5 09/17/2020

Kyle was very nice and helpful, he made sure everything was in order and ready to go from beginning to end, really great costumer service. Aircraft was nice, well kept LearJet 40. Pilots Matthew and Jonathan were total sweethearts and very experienced, landing was beyond smooth. Only thing we weren’t so happy about was the fact that you could see some of the wear and tear of the years on the inside of the plane. Overall great experience!

5 1 5 10/14/2014

For our far flung family, Stratos has been a consistently dependable, and cost conscious alternative to fractional and no-minimum jet programs. For us, safety is number one and cost is number two... Stratos has excelled in both areas. Their response to requests is always prompt and personal.  It is a pleasure working with Stratos.

5 1 5 11/26/2016

Our VP's had a wonderful trip and great experience. Your staff is professional, welcoming, easy to work with and I look forward to working with them again. Thank you!

5 1 5 08/17/2017

Was a great experience. Joel got everything done within a few hours while we were in Europe. Great people. Great service.

5 1 5 12/18/2017

Everyone was great

5 1 5 05/01/2020

I have already recommended Joel to two people and they are both using him!!! I gave Joel only two hours to find us a plane.For medical reasons, we had to go to Houston....In two hours, I had three options...he is wonderful!

5 1 5 10/17/2018

Heather was an important part of my chose in Stratos.

5 1 5 02/07/2018

This was a last minute medical request. Joel, who I have worked with in the past took time away from his vacation to assist me with a fight that met my needs exactly. He’s friendly and professional and a credit to any organization!

5 1 5 02/02/2017

As a part 135 operator, I have been doing business with Stratos Jets since it was founded by Joel Thomas in 2006. Since the first trip I could tell they were a different type of Jet brokerage. Joel and his team of aviation advisors have always conducted themselves with the highest of standards and partnered with platinum operators like us to give their customers a luxurious private jet experience. Thank you for a decade of partnership and excellence. Thank you for your friendship! Rich Brennan VP of Sales

5 1 5 03/21/2023

Glenn, who assisted every step of the way was professional and kind as he answered the many questions I had as this was our first experience traveling in this way. The communication was clear and any expectations we had were exceeded. The pilot was very personable and made the experience enjoyable from the time we arrived at the FBO until we landed. Thank you.

5 1 5 07/22/2020

5 1 5 01/17/2018

Flight great.. flown Stratos about 10 years... better than what I hear + have experienced thru friends. Professional & responsive. Book it!

5 1 5 05/12/2021

Good afternoon, I hope all is well! The experience has been quite pleasant when dealing with Stratos Jet Charters! We appreciate your business and constant support. I look forward to continuing that business once our jets are added to our fleet. Thank you!

5 1 5 09/15/2017

We decided at the last minute to escape from Florida as hurricane Irma was bearing down on us, and Stratos came through for us. Despite our first choice airport running out of fuel, they managed to get some at another and we got out with about 1 hour to spare. It was a hectic time, with everyone else scrambling to escape, but Stratos made the whole experience simple and efficient for us. We will definitely fly with them another time, preferable when we're not all stressed about a hurricane aimed right at us!

5 1 5 11/03/2020

I was helped at every step along the way. Any question was quickly answered.

5 1 5 10/14/2019

Always great to work with you guys.

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 03/22/2021

Great job Steve!

5 1 5 03/03/2021

I thought it was very well-organized and information flows were smooth. The broker worked with me to get an excellent option at an attractive pricing point. The flight was smooth and professional. An outstanding experience!

5 1 5 12/22/2020

I am very pleased with the level of client servicing from the Stratos team from quote initiation, information about all the plane options, flight booking and trip management. Very impressive !!! Thank you all. 

5 1 5 08/13/2012

Pilot did a terrible job of synchronizing the engines. It was bad enough at one point that the two guest passengers were worried we would need an emergency landing. I have flown on Hawkers for 15 years now and never had that experience. Crew was very nice, but the pilot needs some instruction. It was very disconcerting.

5 1 5 01/19/2018

Worked with Kerry Hill and as always, she delivered excellent service. First date departure had to be delayed due to a mechanical issue with the aircraft and she kept me well informed. When the revised departure date came, she worked continuously to get a hangar for the aircraft in order to help avoid costly de-icing then next morning. Can't say enough good things about Kerry and Stratos Jet!

5 1 5 12/21/2021

The level of service provided by Stratos is very high. Glenn and team continue to listen and understand our needs and organize excellent service. The latest provider was the best so far. Thank you team.

5 1 5 05/23/2021

Would recommend Stratosjets to all of our friends, was a truly awesome experience!

5 1 5 12/07/2016

The Stratos team has always been highly professional, accommodating and easy to work with to plan and execute our trips. Additionally, their commitment to safety and utilizing experienced crew members puts us at ease to know every trip we book is not only enjoyable but very safe. Couldn't recommend them more!

5 1 5 02/05/2018

Always enjoy flying privately. Exciting from planning a trip to booking to flight(s). Predominantly use Stratos. Attentive and personal service. Joel Thomas was a great go to person. All subcontractors that they use have been top-notched. Only critique is I obtained better final pricing of the flight when I received quotes from other charter companies. Seems to be an industry thing about competitive pricing in order to obtain the best price. Yes I would recommend Stratos.

5 1 5 08/02/2021

Anthony took care of us from the get go and then checked with us throughout the process. Within minutes of requesting info I got a call. Great customer service, great jets, and great value. Go with Stratos you won't be disappointed!

5 1 5 01/01/2022

From beginning to end the process was easy and seamless. While we were flying on an older mid-size jet, the interior had been recently updated and was really nice. We will definitely use Stratos again.

5 1 5 04/14/2019

I would recommend Stratos Jet to friends, we plan to try the service again soon.

5 1 5 02/15/2021

Stratos was prompt, professional, and competitive. They were also willing to work with me as I was having second thoughts, without being pushy. I had a very enjoyable experience and look forward to using them again.

5 1 5 07/03/2022

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

5 1 5 05/23/2014

Nothing. Meagan Brower was outstanding! She was very informative and kept me updated on every aspect of the trip

5 1 5 12/24/2016

You did great. Garett was great, ground transportation was clean, easy and on-time and seamless. It was a good trip and I have already asked for another quote. Don't know if I will use it depending upon cost as this next one is purely personal. But I would like to.

5 1 5 11/22/2017

Always a pleasure. Happy Thanksgiving.

5 1 5 11/05/2021

Outstanding service throughout entire process. Able to meet requirements quickly Professional service provided while maintaining a personal touch

5 1 5 04/30/2018

Yes very

5 1 5 12/27/2016

As a several time repeat customer, I highly recommend Stratos!

5 1 5 06/12/2017

I have used Stratos Jets quite a few times and have been extremely happy with the results. Kerry does a fantastic job and always follows up on all details. Thanks Steve

5 1 5 05/03/2017

I met Joel, years ago, when he first introduced me to Stratos Jet Charters during its start-up phase.  I was always very impressed on their marketing and honesty, as a broker.  Joel is very genuine and caring when it comes to his customers or the operators that he works with.  I know that Stratos Jets will not sacrifice safety for anything.  I know that he likes to treat everyone like they are part of the Stratos Jet family.  The trip planning process, from quote request to trip planning to  invoice, is seamless – they’ve thought of everything and continue to be ahead of the trend in our industry with the way they do things.  They think of everything!  In my opinion, Stratos Jet Charters set the bar for aircraft brokerage and I will always continue to look forward to working with them.

5 1 5 09/22/2020

Joel Thomas is knowledgeable and attentive. We always feel that we are getting the attention we need. The charters he has put together for us have been exactly how we wanted them to be. We have no hesitation in giving him our highest rating.

5 1 5 09/04/2020

Hey Joel, First of all, thank you very much for sending this trip our way. We really appreciate your business, especially in these strange times. Both your sales team and trip management team were very responsive and quickly gave us all the info we needed. That ultimately helped us provide the best trip for your passengers. Thanks again, hope to talk soon.

5 1 5 05/31/2022

amazing experience.

5 1 5 06/11/2018

KERRY HILL WENT ABOVE AND BEYOND TO HELP ME WITH THIS TRIP FOR MR. SOLLBERGER. SHE IS PATIENT AND KNOWLEDGABLE AND WAS MORE THAN HAPPY TO HELP SEE THAT MR <REDACTED> ARRIVED SAFELY ON THE GROUND AND AT HIS HOTEL . I CANNOT SAY ENOUGH ABOUT KERRY'S EXCELLENCE. THE FLIGHT AND CREW WERE EXCELLENT AS WELL.

5 1 5 10/19/2020

I clicked on your “submit” option but not certain it went. In any event, trip great, pilot charming and helpful and Joel Thomas outstanding in responsiveness, patience and constant availability.
 

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!

888-593-9066 Call Now!
Back to top