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 (4.89 out of 5) Based on 673 reviews from our trusted Jet Charter reviews
5 1 5 05/03/2017

The low approach over Newport was terrific....CAD even stopped talking. Have a nice w/e....David

5 1 5 05/04/2020

We were very disappointed in the catering service. The lobster was undercooked and the sevruga caviar we ordered turned out to be lumpfish. Which we did not eat. We intended to take all the food to our home with the lobster, which we were going to cook to make it suitable to eat, but when we arrived home discovered that our food had not been unloaded from the plane. The only thing we ate on the plane was a small piece of the lobster.

5 1 5 01/01/2019

Pilots were terrific, polite, and kind.

5 1 5 10/10/2013

None, excellent service

5 1 5 11/22/2016

The Executive Car Service setup was a TOTAL disaster and almost ruined my trip. Chris Fink is awesome, but this man in Jersey was an absolute disgrace. Very disappointed with that firm. The crew stellar. Better than outstanding. I was blessed to have them transporting me on thus very important day trip. Chris' follow-up and communication was outstanding. He is Top-Notch.

5 1 5 03/22/2021

It’s always a pleasure working with Stratos jets! Your team always seems to be on top of everything. Thanks again for another smooth trip.

5 1 5 01/31/2020

The flight was great. Kyle was easy to work with and very professional. The plane was very comfortable and our pilots were terrific! Great experience all around!

5 1 5 07/09/2021

Always a joy

5 1 5 06/23/2022

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

5 1 5 05/31/2022

Yes

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.
 

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 02/16/2017

Great Job!!! My first time booking with Stratos Jets and from my initial contact with the company to landing at my destination, the experience working with this company was flawless. I'll definitely recommend and book with this company again. Thank you.

5 1 5 07/03/2019

Good experience, although your emails sometimes look more as a marketing email than an itinerary revision. Still getting used to the sales force platform, but if I may give you guys a feed back, try to avoid too many colors and pictures on the email as they sometimes look like marketing/sales email then important information about the trip. That's my 2 cents.

5 1 5 05/21/2018

Hi All -
I want to give you a stellar report on the plane, crew and service.  The pilots were attentive, friendly, familiar with the aircraft and enthusiastic.
The plane was in good shape, although the back right front facing seat has a little problem locking.  That was not a big deal, and it was the only squawk we could find.
The food service was also excellent.
The price could not be beat.  Kelley and I are looking at dates to do it again if we can get the same price.  I feel the value exceeded the cost.
Thank you all for what you all contributed to this being as fantastic as it was.  I appreciate the concerns that you voiced to me prior to the charter, but am happy to report that the company seems to be running smoothly with reliable aircraft.  I am a picky man, and was thoroughly satisfied and happy about everything involved.
Thank you again, and we look forward to working with you in the future.

5 1 5 12/22/2016

Ricky takes care of everything, and I honestly like dealing only with him every time I call. Very hard working and goes over and beyond for me.

5 1 5 09/27/2016

Simon was Great.  There is nothing that cold have been better.

5 1 5 01/01/2022

Great customer service!

5 1 5 03/26/2018

We were very pleased with every aspect of our Stratos experience. Booking, follow-up, communication, and of course the flight itself.

5 1 5 01/01/2022

Our original plane had maintenance issues and we were upgraded to the only plane available. It was such a beautiful ride, we upgraded for our return trip. Everyone at Stratos is professional, customer oriented and a pleasure to deal with. I will continue to use their service.

5 1 5 05/01/2014

Service and attention was excellant. Little disapointed in the interior room. Very cramped.It would be OK for a very short flight but longer than 1 hour would need more interior room with adquate bathroom facitlies.

5 1 5 12/30/2020

We had another great trip with Stratos. Booking was very helpful and provided us with a beautiful aircraft. The pilots were great and flight attendant was wonderful. We thoroughly enjoyed the trip. Thank you!

5 1 5 05/02/2024

Easy to book, easy to work with. Smooth trip overall.

5 1 5 05/15/2023

great from start to finish!

5 1 5 06/16/2021

Anthony quickly found a charter that met our destination and date requirements.

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 03/10/2014

The aircraft was fine except for the AC. It either had to be run a full blast (we were wrapped up in blankets) or it had to be off in which case we were very hot.

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 12/16/2018

Sherman is a great pilot and so was his co-pilot. Looking forward to many future endeavors.

5 1 5 01/18/2024

already recommended to a friend.

5 1 5 10/09/2024

Despite the client having numerous questions and changing requests, from departure date, time, and arrival FBO, Steve was helpful, informative, and made the appropriate arrangements to satisfy the client 100%.

5 1 5 06/12/2021

We needed to book a same-day plane for employees and tools to provide urgent assistance to a customer. Zach was effective, proactive and cooperative in providing a solution, precise information and updates. Would recommend Stratos Jet anytime! Thank you!

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 04/20/2023

I would recommend Stratosjets to anyone. This was not an easy booking for a number of reasons, but Kerry Hill and the Support staff provided THE best customer service I have ever experienced for ANY service or purchase. If there were more than 5 stars as an option, I would give them more. Bravo!

5 1 5 03/21/2023

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

5 1 5 07/28/2021

Randy was great. He helped with every aspect of the trip including time changes and catering. Both crews we had were great as well. Explaining, loading and unloading baggage, considerate and very polite. I would definitely use your service again.

5 1 5 12/27/2016

We have been using Stratos for a couple of years now and appreciate their dedication to using only the safest charter operators. Just completed the front end of a back to back for the Christmas Holiday.

5 1 5 07/31/2023

Daniel is professional and engaged throughout the entire trip. From booking to wheels down.

5 1 5 08/10/2020

I wanted to thank you for making the arrangements for my trip up north on 7/29/20 & the return flight yesterday with Tyler et all to Orlando. Everyone was very polite, timely, and helpful and we felt completely safe & comfortable traveling with Stratos Jet Charters.

Wishing you well & grateful for a wonderful alternative for traveling.

5 1 5 06/25/2018

Stratos offers the best overall value you can get for private air charter PERIOD. I have done tons of research and cost models and there is no better value. Joel and his team do all of the hard work for you. My family tried Wheels Up, local charter companies and App Based Deadhead charter and they were all really disappointing. All of these option look good but when you compare cost per hour, schedule flexibility and booking Stratos is always a better cost and value proposition. The equipment is always great (this trip was a Citation X with a beautiful brand new interior and every feature possible) and Stratos works around your schedule and exact needs. We have made all types of requests due to my young family and the Stratos staff and cabin crews are always so helpful and accommodating. They never have over sold us and always are sensitive to every need. Most importantly Joel only will put us with great operators. We were in and out of Aspen and safety was the number one concern and he always covers all aspects of the trip but safety first. Again, I can’t say enough about the Stratos experience and team.

5 1 5 03/26/2021

Katie was great on very short notice. Here is were the 5th star was lost: No on board bathroom and I was not told about it. I specifically asked about quality of safety and maintenance by operator and got incorrect information initially; although there was no apparent problem .

5 1 5 11/26/2016

We prefer to finalize our itinerary, plane and crew at least a week in advance. We did not get things completely final until the day of the actual flight. Secondly, we prefer to pay post-flight rather than pre-flight. You were able to make an exception in our case which was appreciated. Lastly, the quality of the catering service from STT was atrocious. It was inedible.

5 1 5 09/09/2017

Great experience all around. simon was great - awesome customer service mentality and communication throughout.

5 1 5 06/22/2017

Always a pleasure to work with the Stratos Jet crew. You all have great communication with us which makes our life as an operator easier. Great job from Kerry, Sarah, and Trip Support as always.

5 1 5 01/27/2019

We were so very pleased with the planning, follow up and service. Do not waste your time or money looking anywhere else.

5 1 5 12/25/2017

You guys are great. Thanks for your business Haley

5 1 5 01/20/2022

Worked with Glenn and he really worked to find the right plane at the right time! Aircraft crew were professional and courteous. Two great cross country flights.

5 1 5 08/06/2017

You guys are great! Keep em coming

5 1 5 09/21/2017

Would highly recommend anyone looking for charters to contact Stratos. Their team was second to none in handling our request from first call to post flight. The CEO was even kind enough to phone me to ensure that we had located our crew at the FBO just prior to departure. I have run multiple aircraft in flight departments for many years and can truly say that its hard to find this level of professionalism in the business.

5 1 5 12/09/2016

Our passengers wish to extend a sincere thanks to your staff. We however advise that you do not have permission to use Michael's name in their advertising or promotional material as to be endorsing your product. Thank you again. We look forward to working with you again in the near future.

Are you ready to book your Chicago charter flight yet?

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