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 644 reviews from our trusted Jet Charter reviews
5 1 5 02/17/2020

Always there to take care of any problem that arise. Professional quality cost effective service

5 1 5 05/30/2021

Anthony should get a Raise

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 10/22/2018

I like the new summary sheets you are sending, information is the key and they work. Have always loved running for you guy, you make it easy. Thank you for all you do and it is our goal to keep the relationship growing. Thanks Team! Jim

5 1 5 09/17/2021

The flight was fabulous, fun, and delicious. The crew was fantastic--professional and courteous. The flight attendant was spectacular--warm, wonderful and extremely attentive. The agent's support was once again terrific, thoughtful and professional. We will highly recommend these services to others.

5 1 5 11/28/2019

Joel and his team fire on all cylinders at all times. Every detail of the trip is always handled and communication is very proactive. We have special requests all of the time from exact wheels up times to ground transport changes and the team handles our trip with ease. I cannot recommend the Stratos Team enough and the value you get far exceeds our past charter and membership experiences. Thank you again Stratos Team

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 08/27/2019

Always a wonderful experience with Stratos: great flight crew, excellent catering menu, comfortable plane.

5 1 5 09/12/2017

Joel was a great help in getting my family out of South Florida last minute during hurricane Irma. I look forward to booking with Stratos again in the very near future.

5 1 5 10/02/2017

I was thouroughly impressed with the professionalism of the Broker Joel, the flight organizer Sarah and the crew on both legs. The aircraft was clean, in good shape and right on time. The crew was friendly and professional to me and my guests. Two small issues were getting a tail number on less than 12 hours that made getting our rental cars more complex than necessary and more significant was being notified by our bank that you tried to bill my flight a couple times when I paid in full prior to first leg. All in all I would use them again but would encourage one contact who checks in daily a few days prior to flight rather than me having try to figure out who to call when it looked like a couple problems were coming up.

5 1 5 05/02/2017

Very fast quote ~ excellent pricing, strong safety rating. Trip was excellent.

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 01/31/2020

Working together with Stratosjets felt like working with my own team - very friendly and coorperative employees - loyal and trustworthy team - thanks a lot!

5 1 5 05/23/2021

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

5 1 5 08/14/2017

As always, the folks at Stratos Jet Charters did an outstanding job responding to a short-notice requirement for supplemental lift for our flight department. Their staff is always focused on the customer needs and preferences. Through their proven performance, they have become my "go-to" solution when the need arises.

5 1 5 11/06/2023

Once again the whole experience was great from start to finish. I felt well taken care of.

5 1 5 09/18/2022

Flight was very nice. And the pilot, Scott Gustafson, was very professional and friendly. He did a great job with our luggage and talking about the plane and our flight. Great pilot.

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 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 02/07/2018

Smooth across the board as always. Thanks for the trip.

5 1 5 04/12/2021

Steve and Stratos Jet haven’t once disappointed our family! The service is impeccable, communication is divine and we always feel safe flying with Stratos. Thank you all for constantly humoring me with all of my itinerary changes. I would highly recommend Stratos as well as Steve Stogner to anyone with high level travel needs!

5 1 5 07/03/2019

As always, Kerry did a great job for us. Very happy with aircraft interior, performance and crew.

5 1 5 07/24/2012

Hire more people like Kevin Bales. If you ever fire him he can work for me. Great job.

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 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 06/14/2021

We felt everything went well. However, at the beginning of the process we kept asking your Team to reach out to everyone on the e-mail thread and that took a little bit to get that aspect corrected ! However, once that took place it seemed like everything was smooth from that point forward. Joel and Glenn, Thank you both of you and your Team for the business ! We truly appreciate !

5 1 5 07/12/2013

We had quite a number of issues booking this trip, which resulted in add'l work and follow up for me. As broker these issues should have been handled / caught prior to making a proposal. I believe I had to sign 4 different revised quote sheets for this trip! Also the final signed sheet stated we would land in LFMD on the return leg. Hence we booked transportation for pick up at LFMD. However flight landed in LFMN. This caused add'l stress and expense for no reason. I have only now seen that the last itinerary link showed an arrival at LFMN - but I never opened this one since all previous ones, including the contract reconfirmation showed LFMD. As for the aircraft itself: it was one of the oldest ones I have ever flown. The door / separation to the toilet / luggage area was broken (not the lock but the entire frame!) and the toilet was not accessible due to a lot of "stuff" (amenities, water bottles, etc.) being thrown in / stored in the area. Overall cleanliness was not superb either. Finally, the catering we requested was not available / not complete. Breakfast (eggwhite and sausage!!) was cold and wet and the fruitplatter had molded grapes; no ice bucket, nor champagne glasses were present. On the return leg, fruitplatter was nice but again no ice bucket nor champagne glasses were present. As a matter of fact, the soft drink container was not even replenished w new ice!! So overall - yes, we flew from A to B but the service experience was disappointing.

5 1 5 03/27/2013

All good. I would like info on best, fastest way to charter jet for my next trip to India. I'm not wealthy, & run a small business. My work is only to benefit impoverished people internationally. My website is www.lesindiennes.com. I must travel regularly to India yearly for my business. I wonder if your company alo cares about these people? Is it possible to use your services for this business travel? Can you advise me to a NY company that is more suitable to my needs. I answered your questionnaire. I look forward to your advice, & to learn how much your co. Is concerned with the plight of these people's? Best Mary

5 1 5 11/29/2020

Everything went as smoothly as it possibility could have. Special kudos to Randy who was perfect in his communication skills. Good equipment, good pilots ...great trip thanks

5 1 5 05/03/2021

Your whole operation is responsive and attentive, always good to deal with them

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 02/12/2014

No improvements needed.

5 1 5 08/07/2015

Mr. <name removed for confidentiality> is extremely upset and disappointed with Stratos Jets as the plane had mechanical problems on take off which delayed the trip by 5 hours. It was his wife's birthday and the entire family had a full day of sightseeing arranged which had to be cancelled. The trip was very costly and he feels he is due back some compensation. Thank you, Etta G.

5 1 5 04/02/2018

It is always a pleasure working with the Stratos Jets team. Communication is always prompt and neatly organized. Thank you for your business. We look forward to our next trip together.

Regards, Kelly Ferrese Executive Airlink, Inc,

5 1 5 12/21/2021

Zach and Leslie were very responsive and easy to work with.

5 1 5 09/12/2013

awesome

5 1 5 03/16/2020

Always a pleasure to work with you all. Please let me know about the app you've developed. Thanks, Joel. Sincerely, Joe Stephenson Merlin One

5 1 5 01/03/2017

We can't speak highly enough of our experience with Stratus Jet Charters. From start to finish they were very professional, responsive and caring. We look forward to the opportunity of using Stratos Jet Charters for our next adventure.

5 1 5 06/23/2022

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

5 1 5 03/13/2024

Pilots were wonderful. Dave even brought food for us when he saw we hadn't ordered any catering on the return flight.

5 1 5 06/27/2023

This is from an Operator standpoint--Stratos Jets as a broker is consistently professional and profitable to work with in their demand for quality and efficiency--great company top to bottom, their personnel being one of their best assets!

5 1 5 04/22/2021

I got quotes from several companies. Glenn at Stratos was the only one who took a personal interest, understood our needs, and kept in regular contact. The jets selected were perfect and were competitively priced.

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 03/12/2014

Outstanding service.  Appreciate all the aircraft options

5 1 5 11/22/2019

tks.

5 1 5 03/14/2021

We just completed a move from California to Hawaii with our dog a lot of our stuff which we would need until our mean shipment of household goods arrives in 10 days. Randy was able to secure the perfect your craft for people pets and stuff. Pilots were great. Aircraft was comfortable and a great easy ride.

5 1 5 12/04/2019

Crews were amazing. Aircraft less so. Very outdated and need of refurbishing. Shoulder seat belt was missing from one of main seats.

5 1 5 10/28/2019

Stratos Jet Charters is always professional and easy to work with. I would highly recommend them. They care about their customers and work hard to keep you happy and comfortable the entire flight.

5 1 5 01/28/2022

Always a pleasure to work with the friendly staff. The communication is concise and timely. Looking forward to future bookings!

5 1 5 04/15/2024

Always excellent customer service and flights!

Are you ready to book your Chicago charter flight yet?

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