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.

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 616 reviews from our trusted Jet Charter reviews
5 1 5 10/28/2020

Every aspect was professional, courteous, and reliable.

5 1 5 11/28/2020

Stratos made this trip extra special with a gift of cupcakes upon departure for my wife's birthday. Great crews and aircraft and even when flying during some of the busiest times of the year everything was super easy and stress free! Thank you Mark & Sarah for always covering every detail and especially our last minute changes. You guys make every trip fun and special.

5 1 5 06/22/2020

Joel & His team are incredible! After many charters with Stratos they continue to impress. Joel personally met us at the aircraft, a beautiful Challenger, and ensured everything was perfect. The crew and plane were perfect and it was a perfect way to end our vacation. His crew always keeps our family's concerns first & foremost. Thank you again Stratos!

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 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 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 01/01/2019

Stratos is very professional, great communication, easy to work with

5 1 5 12/08/2016

The only glitch was the catering from New Orleans to Las Vegas. I don't know how you could correct the issue, but we didn't receive exactly what we ordered -- plus, they did not provide us with utensils, plates and napkins.

5 1 5 01/04/2019

I wouldn't recommend this plane that much though. One pilot was nice the other kinda ambivalent. The temp of the plane was either hot or cold and the electrical plugs not functioning. It was transportation only. But we are so happy to all be here with the rest of the family. it was worth the effort.

5 1 5 06/07/2016

Nothing, Heather is amazing as always and the reason I will continue to fly with you.

5 1 5 10/14/2019

Stratos Jets has always been a great company to work with, very friendly staff.

5 1 5 01/08/2023

I took a trip to NYC for New Year's Eve with my wife and another couple, the whole Times Square experience was amazing. Danny is a ROCKSTAR, he took care of every detail and stays in constant contact with me ensuring all my trips are seamless and effort-free on my part. This trip had a snag or two with planes and availability. Danny once again handled everything in a truly professional manner and kept me in the loop, even texting and talking to me on Sunday night! I will never go anywhere unless Danny is in my corner. THANK YOU!

5 1 5 05/30/2021

Anthony should get a Raise

5 1 5 12/23/2018

Our crew on the ground and in the air were excellent to the point that I learned from them. We went in to a 30 knot crosswind and drove all the way down to the runway quickly, no drifting or swaying. The landing was flawless and we all felt very safe. The plane was clean and well maintained. The refreshments were perfect. The process around booking travel was easy and unobtrusive. Thanks!!!

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 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 02/23/2020

Easy booking/cost effective/always takes care of all problems

5 1 5 12/21/2021

Booking was easy, you made thr whole experience easy.

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 12/11/2016

Passenger stated that the jet's interior was shoddy and showed that the jet wasn't well taken care of. Said crew was nice. Stated no coffee available although I had specified de-caf to be provided and followed that up with company client services requesting same.

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 02/12/2020

This service was unmatched and couldn’t have been better!

5 1 5 08/05/2012

Toilet paper, Pillows and blankets

5 1 5 09/24/2020

Great rep!

5 1 5 03/22/2021

I have already recommended your firm to a friend and will continue to do so assuming, of course, my future travels with you remain consistent with my inaugural experience

5 1 5 07/31/2023

Glenn and Stratos do a great job finding the right aircraft and keeping us up to date.

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 05/23/2018

Dr and Mrs. J <redacted> were delighted with the recent trip, thank you!

5 1 5 01/08/2023

Great

5 1 5 07/29/2022

Our experience was magnificent. Everyone at Stratos was on point and helpful with any and all questions we had for our trip. Glenn Walters was exceptional attentive. Your services are highly recommended.

5 1 5 03/13/2015

It was excellent in every respect

5 1 5 09/17/2021

The flight was extremely, even surprisingly, comfortable. The crew was fantastic--professional and courteous. The agent's support was extremely thorough and professional: explanations, details and assistance with car rental was much appreciated. We will highly recommend these services to others.

5 1 5 12/28/2013

None that I can think of.  Great flight

5 1 5 04/15/2020

yes!

5 1 5 03/24/2017

This survey reall doesn't apply to the use my company had with Stratos. We had to expedite a piece of equipment and a contractor to our facility to perform some emergency repairs. The process however did go well and the equipment and person arrived on time and the entire process was handled by Will Buckley in a very professional manner and was extremely helpful in making this adventure easy and convenient. He was great to work with and if the occasion should arise to use charter services again, we will contact you. thanks again

5 1 5 09/05/2017

Excellent

5 1 5 01/04/2020

As a charter operator, it is hard at times to work with Broker companies to get all of the information we need quick and efficiently back and forth to each other. We had no issues at all in this case when working with Stratos Jets. The team got everything we needed to us in a timely manner and we were able to make the transaction very smooth. I hope your clients enjoyed their flight! Our pilots said they seemed pleased upon arrival. Looking forward to working with you all again!

5 1 5 10/14/2019

Always great to work with you guys.

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 08/12/2020

 
Glenn is great to work with and very professional.
Sincerely, C. D. C.
 
 

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 07/22/2019

Amazing customer service and overall experience from my first contact with Kimberly. Stratos truly delivers what they promise!

5 1 5 03/19/2017

Service was incredible. Joel and Stratos was fantastic. Had a delayed special occasion and they went out of their way to make everything perfect. It was a surprise trip and could not have been easier to work with and very helpful in getting all arrangements made for in-flight. Beyond a 5 star. Thank you all for making a special trip a truly MEMORABLE one for us!!!

5 1 5 02/12/2014

This was a fantastic trip and our family will remember the rest of their life. Wife says it is the only way to travel via air. Everything was handled perfect

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 12/14/2022

Good morning, Joel.  I have been in the customer service business for 30 years as a realtor and previously customer service manager for a performing arts hall.  I am very critical when it comes to customer service as so many companies who pride themselves being excellent fall short.  I feel when it excels, it should be pointed out to their superior.

Falling short is certainly not the case with Kyle Jones and Leslie Jackson.  This is my first experience with chartering a private plane.  My 94 year old father and 92 year old mother are going to their favorite place in the world, the Beau Rivage hotel in Biloxi MS at Christmas time.  A charter flight works so much better than the hassle of traveling commercial today.

Kyle was on top of everything for me and when I would send him a question via email the response was rapid fire.  The same goes for Leslie.  I don’t think it was more than 5 minutes before a response came back.  Their friendliness, professionalism and knowledge is above par and you are extremely lucky to have them on the Stratos team.

My father insists he will be going again next year and I hope he is correct.  I will contact Stratos for their traveling needs and hopefully work with both the wonderful Kyle and Leslie again.

Merry Christmas to you and your family and a happy New Year.

Laura

5 1 5 12/21/2021

Yes, as always, you are right there on top of everything. you actually do "your job", and we always hope that we do our job to your liking.

5 1 5 03/24/2021

We actually flew the flight in one of our jets for Stratos Jets customer. Joel was great at providing us passenger information and returning the paper work in a timely fashion.

5 1 5 10/18/2013

It was a perfect flight!

5 1 5 10/31/2022

Everything was great with the trip; it was a bit rushed on my part and Danny was a rockstar! He gave me many options and honest and frank feedback and advice. He made me feel like I was the only client he had and was incredibly responsive to all my questions and concerns. Stress-free and relaxing is the best way to summarize my experience. I will always use Stratos and Danny!! thank you to all the team as well!

Are you ready to book your Chicago charter flight yet?

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