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 674 reviews from our trusted Jet Charter reviews
5 1 5 07/18/2019

Yes I enjoyed it they was very easy to work with and did what they said they were going to.  I would recommend to other people

5 1 5 12/19/2018

From start to finish Glenn was great. He accommodated our various changes and handled everything professionally. The flight was perfect. Pilot and co-pilot were great.

5 1 5 01/04/2024

The flight itself was fine. Glenn was in communication with me frequently but shortly before my flight the Tail Number changed to a new plane and I was not given a new itinerary with the correct arrival point. We flew into Modern Aviation but I expected to be a Hawthorne Aviation. My ride was at the wrong location and I had to adjust that myself after landing. She was livid at the lack of notification on the change. It wasn't a pleasant ride home.

5 1 5 10/07/2020

Just wanted to say that the way you guys relay information is perfect. I've never seen it from any other broker

5 1 5 10/11/2020

Everything went well , the plane and it’s crew were excellent. A very favorable experience

5 1 5 11/03/2016

Great experience with Stratos Jet Charters! Superior knowledge and outstanding customer service! Went above and beyond to make sure our flight was perfect. Highly recommended for anything from a short turboprop trip, to a transcontinental flight.

5 1 5 07/26/2024

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

5 1 5 03/07/2023

Stratos helped find the perfect jet for our group's needs. Everything was on time and went smoothly. The communication was excellent, I always knew what was going on.

5 1 5 12/20/2019

We appreciated the trip you allowed us to fly. Everything went well on the trip and your customer enjoyed the flight on our King Air.

5 1 5 02/02/2017

Kerry absolutely gets an A+ in customer service. Very well run jet service company.

5 1 5 10/14/2021

As always, Stratos has the best selection of aircraft and crew. Zach is amazing to work with.

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 06/29/2018

As always, your staff is a pleasure to work with, and are very good with their communication, etc. I (of course) wish we didn't have the snafu with your client cutting the trip short, only to change his mind - costing us an additional 3 hours of flight time (approx. $10,000) - since we cancelled a trip with another operator to accommodate his request to leave early. I think there should have been a consideration for a 2 hour cancellation fee or something there. We understand that this wasn't Stratos Jets' doing - but I believe your client should have been penalized in some way as he was informed we had another trip and he told us to cancel it to accommodate him. This was very disappointing (and financially detrimental) for us, especially as we had lowered the cost of the trip (in addition to removing all minimums) prior to booking. The only way it made sense for us to do that was to fly while sitting transient.

5 1 5 06/20/2017

From pre-trip planning to updates via text message on your way to the airport, Stratos had us covered. We made our way from Emirates @ JFK and the FOB transfer was easy. Joel had already updated Julie (my assistant) before we landed that there were long delays out of JFK due to weather. The transfer to FBO was easy and they were expecting us. The plane was comfortable and modern and the crew could not have been kinder. Thank you guys as always for a great trip. Flight was great and the crew took us right past the storms and my one year old son slept the whole trip; a much needed reprieve for my wife and I.

5 1 5 05/15/2023

great from start to finish!

5 1 5 03/12/2014

Outstanding service.  Appreciate all the aircraft options

5 1 5 09/05/2017

Excellent

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 04/20/2023

Last minute decision to fly private. Daniel was incredible to work with on my travel. Would highly recommend Stratos!!

5 1 5 12/15/2023

Anthony is the best. It's always hectic trying to get the details right and he stays on top of it so I don't have to!

5 1 5 01/19/2018

The team was very happy with with the plane,crew and experience on Jan 17th. We are looking forward to working with Stratos Jets in the future.

5 1 5 03/15/2018

With our family of 8 we we flew with speed and comfort from a blizzard ridden north to Florida. Commercial airports were still dealing with cancelled flights and major delays...we felt very fortunate.

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 01/01/2022

All was just fine

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 03/24/2020

Joel and his team at Stratos provided outstanding service during a time when air travel was challenging. In March 2020, Stratos was able to source an aircraft for my family with 24 hours notice. More importantly, when that aircraft arrived with a maintenance issue that occurred on landing, Joel and his team worked diligently to find us another aircraft within a few hours. He and his team went above an beyond to help us out. We highly recommend Stratos.

5 1 5 10/14/2021

This was our 6th trip with Stratos/Simon Christian. We will do this again w/ you next summer. I've sold you to friends i believe who also will be booking with you/Simon Christian. thank you for everything..

5 1 5 04/06/2017

Thanks to Kerry for helping us get to where we need to be ! Very detail oriented company. Pilot's were very professional. See you next time!

5 1 5 01/20/2014

I do not know what more anyone could have done. The service was nothing short of amazing from everyone involved. The trip was for my ailing mother to attend my brothers wedding. If it had not been for all of you this would not have been possible, and for that we are truly greatful!

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 02/20/2013

Both the pilots were exceptional, professional, and very thoughtful. My father has limited mobility, and alzheimers , so the assistance from the crew was appreciated by all. Wonderful experience, i would do this again.

5 1 5 01/01/2022

Great customer service!

5 1 5 04/14/2019

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

5 1 5 02/24/2022

All was good.

5 1 5 03/05/2024

So easy to work with. Terrific communications.

5 1 5 09/02/2012

Everyone involved was courteous and helpful in getting a last minute emergency trip arranged. However, the premise for using your services was to be GUARANTEED ARRIVAL by a SPECIFIC TIME. Neither the departure nor arrival was anywhere close to what was promised. Hence, our reasons for hiring Stratos to take us became unnecessary and a wasted expense

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 03/30/2020

7

5 1 5 10/30/2017

Joel and Stratos are amazing! He made sure our flight was tailored perfectly and was very responsive and always available for contact. They catered specifically to our needs with late notice. The pilots were fantastic and patient, especially considering we had three animals and arrived 10 minutes before take-off. They provided the smoothest flight in the Hawker we’ve ever taken. Stratos offered transportation to and from; the boarding process was welcoming and convenient. We will only fly privately with Stratos Jets through Joel and his team. Thank you guys for everything!

5 1 5 06/21/2021

Fantastic experience as always with Stratos! Joel and his team found us a great flight with a brand new airplane that accommodated all of our family and our schedule. The value can’t be over stated Joel always places us with the right equipment for the right trip

5 1 5 12/19/2023

Great equipment, a competent/courteous crew and a smooth flight make for a terrific trip!!

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 03/26/2020

Anthony went above and beyond to make certain that our trip to the Bahamas went off without a hitch. The team coordinated everything including ground transportation. Anthony stayed in contact each leg of the trip to make certain that we had everything we needed. I highly recommend Stratos Jet and will certainly use them again in the future.

5 1 5 03/23/2022

Start to finish the team was very professional.

5 1 5 04/13/2017

Great service!  Anne and I will contact you, probably in mid-January about our next trip to Florida. Thanks and have a good evening.

5 1 5 04/11/2020

This experienced exceeded my expectations in every way. The booking process, follow up, attention to detail, urgency and ease of communication were all excellent. The pilots were friendly, prepared, professional and prompt. The plane exactly as described and needed. I will definitely use this service again.

5 1 5 12/23/2019

Prompt excellent cost saving service. Many choices. Always working to meet my needs.

5 1 5 03/22/2021

Great job Steve!

5 1 5 08/21/2022

Kyle immediately answered the phone when I called, after normal work hours, needing a plane the next morning. He worked with me for hours to find the right plane. I flew out the next morning at 9am. Kyle followed along with both that flight as well as the return the next day to make sure everything was fine. I feel comfortable knowing that Stratos carefully chooses their planes with the highest safety ratings. Thank you to Kyle and his team for their attention to detail and care that their customers have an excellent and safe travel experience. I highly recommend Stratos Jet Charters

5 1 5 09/15/2017

Would definitely recommend to friends! Joel went above and beyond to get us home after hurricane Irma came through Florida! Joel was in a lot of communication with us due to the high air traffic that day! Can't wait to go through Stratos jets again!

Are you ready to book your Chicago charter flight yet?

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