Our friendly, expert air charter agents 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! Talk to one of our air chater argents now by calling (888) 593-9066 or by emailing [email protected]
Charter Flight to Taste of Chicago
This year's culinary affair set for Sept. 6-8, 2024.








A Taste of Chicago
Taste of Chicago is the world’s largest food festival. Previously held over five days in July in Grant Park, the city moved the popular event to September last year. 8-10 in 2023. This year’s Taste will takeover Chicago Grant Park Sept. 6-8, 2024, with summer offshoots at Humboldt, Pullmark and Marquette Parks to be announced soon.
This event is basically a smorgasbord of gastronomic treats, as the city’s cooking community comes together in one area. From food trucks to restaurants that set up tents, there are literally hundreds of menu items to choose from, including:
- Dia de los Tomales
- Celtic corn on the cob
- Coconut shrimp
- S’mores Smush cheesecake
And, of course, there are the traditional Chicago mainstays such as deep-dish pizza, Chicago-style hotdogs and Italian beef. This family-friendly event also happens to be the largest festival in Chicago, and it’s about more than just food. Other attractions include:
- Live music on multiple stages
- Pavilions
- Film showings
Start Your Fine Dining Early
When you fly privately with Stratos, you can get a head start on the gourmet fare by requesting in-flight catering.
In addition to delicious eats, the Taste of Chicago attracts a lot of top international talent, as well as up-and-coming local acts. Weezer, Erykah Badu and Robin Thicke have all headlined the festival in past years. If you plan on visiting this extraordinary event, you’re not alone. There can be as many as 1.5 million visitors over the weekend, which means Chicago’s commercial airports will be busier than normal. By booking private charter flights to Chicago with Stratos Jets, you can avoid:
- Hectic airport terminals
- Lengthy check-in lineups
- Lost luggage
- Cancelled or overbooked flights
Recommended private jets for your charter flight to Chicago
When you fly with Stratos, you get access to our nationwide network of aircraft operated by the best air carriers who value safety as much as we do.
Private jet airports near Chicago
By arranging charter flights to Chicago, not only do you get to choose when you fly, you can also choose the airport that’s most convenient for your arrival. In the Windy City, there are plenty of options, including Chicago Executive Airport (PWK), Midway International Airport (MDW), Chicago O’Hare International Airport (ORD), Aurora Municipal Airport (ARR), Dupage Airport (DPA), Gary Chicago International Airport (GYY) and Chicago Rockford International Airport (RFD).
Ground Services in Chicago
Flying in late and want to head straight to the hotel, or can’t wait to get to Taste and just need a rental car ready to go at the airport? Whether it’s by pre-arranging a car and driver, rental vehicle or even taking care of hotel reservations, our Trip Support Team is your lifeline to help make your trip to Taste of Chicago memorable.
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.
Frequently Asked Questions
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How do I choose the right aircraft for my mission?
As charter brokers, we do more than simply book your charter flight. At Stratos Jets, our air charter associates are highly trained personnel capable of matching our clients with the appropriate aircraft for their travel needs. Once we determine how many passengers you’re travelling with and how far you’re flying, we can determine which category of aircraft you require. There are many options available. The most common aircrafts hired for private charters include:
- Cessna’s Citation X
- Gulfstream’s G650
- Bombardier’s Global line
After that, we can help you narrow down the selection of recommended aircraft based on budget, desired cabin amenities, airport requirements, luggage capacity, as well as aircraft age and performance capabilities.
Staying Safe in the Skies
At Stratos Jets, air charter safety is our number one concern. One of our key policies is to increase consumer education. This ensures our clients are able to make informed decisions. We also work with our aircraft providers to ensure their safety training programs meet and even exceed our air charter safety requirements. To make this happen, Stratos Jets is an ARGUS Certified Broker. This means that our brokerage firm is:
- Committed to the best industry practices
- Adhering to all applicable safety regulations
- Maintaining the appropriate insurance coverage required
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Are there additional costs per private jet rental passenger?
There are no additional costs per passenger. At Stratos Jet Charters, we base our private jet rental prices per hour, not per guest.
The Stratos Pricing Estimator
If you would like to estimate the cost of a private jet charter, use our Stratos pricing estimator page. It lists the most common estimates based on destination and aircraft type. And you can always enter customized data to get an estimate for a specific destination.
Additional Concierge Charges
We do charge for some of our additional concierge services, such as in-flight catering and entertainment, hotel bookings and ground transportation. We know our clients’ time is precious, so we offer the value and convenience of “one-stop-shopping” through our Trip Support team. When you book a flight with Stratos Jet Charters, we can take care of all the logistics, including booking hotels, meeting spaces, limousines and tickets to special events. That way you can relax, and enjoy your trip.
Empty Leg Charters
Also, since we charge per hour, not per passenger, there are travel bargains to be found with our Empty Leg Flights. Many of our private jet rental flights are one-way, and then we need to move the aircraft to a new destination. To reduce the costs of flying an empty aircraft, we offer discounts to travelers with flexible itineraries. Clever passengers will sometimes split the cost with their fellow travelers, thereby reducing the cost for everyone on the flight.
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Can I make last-minute changes to my itinerary?
If your plans need to change, we will do everything in our power to accommodate the changes. One of the benefits of hiring Stratos Jet Charters is that we have much more flexibility than commercial airlines and can provide many more air charter services.
We have two teams that can help you. Here is a brief description of each:
Charter Sales Agents
This is the initial contact team. They evaluate your travel needs to identify the appropriate aircraft type for your travel plan. Pricing is determined by aircraft availability, its position related to the intended departure location and the position of where the aircraft needs to be after performing the customer’s flight.
Trip Support Team
Once the aircraft has been selected, Trip Support works with the customer, the air carrier and all concierge service providers to organize all of the travel details. Trip Support is responsible for coordinating:
- Departure time
- Departure and arrival at the Fixed Base departure location
- Ensuring assigned crew members meet Stratos experience requirements
- Making sure the insurance is current and everyone is protected
- Coordinating all concierge services
In reference to last-minute itinerary changes, any changes would go through the Trip Support Team.
Our customers often have demanding flight itineraries that can change quickly. They’ve come to appreciate knowing there’s an entire team of people focused on organizing all the details of their trip. Stratos Jet Charters wants to provide our clients with consistently outstanding air charter service and an impeccable safety record.
Are you ready to book your Can I make last-minute changes to my itinerary? charter flight yet?
Our friendly, expert air charter agents are here to answer questions or start your quote today. Don`t wait, call now and we'll get you on your way to your destination!
Call 888-593-9066
Joe Stephenson
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
Gabriela Aslan
Working together with Stratosjets felt like working with my own team - very friendly and coorperative employees - loyal and trustworthy team - thanks a lot!
Robert L.
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.
Matteo G.
A big thanks to Joel and his team as always. The trips were both excellent and every detail was handled from adverse weather upon arrival to a last minute departure day change, Stratos always is so responsive and communicates everything clearly. We love our trip support team and they ensure that travel with our two young children is always planned for and enjoyable. The value that Stratos brings breaks down as follows: 1. It starts with their online marketplace 2.market and equipment knowledge to assist you in your trip planning to the best possible plane and choices of airports to best serve your needs and schedule 3.Aviation marketplace knowledge which ensures the best operator for your needs (always fully insured and Argus Gold or Plat) with great planes 4. trip support and seamless process from ground transport and catering to wheels up/ down This is the best, easiest and turnkey as you can get in the Private Jet marketplace.
Dan F.
Great flight, always professional and nice aircraft!
Christopher S.
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.
Charles C.
Guy S.
we are pleased with the pricing and servicing we are getting
Jim Hensley
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.
Bryce B.
Wonderful! Plan to do it again. My wife and I had no idea that such a level of GREAT service was available.
Eric Sanchez
Always great to work with you guys.
Susan R. C.
Especially impressed that you were able to find us a rental car when there were none available in the entire area. You guys are wizards. The flight was comfortable and the pilots competent and professional. Thank you for helping us make this trip happen.
Gustavo Botura
Always great to work with you guys!
Rich B.
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
Jerry H.
Great experience
David R.
We had a great experience. Our normal broker is equally as professional and good. So we would be happy to try you again as we would our previous broker.
Luis R.
Excellent service from Anthony all the way around. Quick response for a last second booking, great follow-up and great online itinerary management service.
Matteo G.
Stratos takes the complicated process of private air charter and makes it simple. They have helped me through the process and Joel even turned down my offer for purchasing a Pre-paid Jet card because he advised that it would not be a good fit for my home airport and family lifestyle. I shortly became a client after that because that experience was indicative of the company's overall honesty and great ethos. We have Chartered with Joel on multiple occasions and always get the the 3Gs of private air travel - Great Safety, Great Plane & Great Price. Stratos is a great company and they put your safety 1st and make the process easy. You can text or call them at anytime and their response time is amazing. You truly feel special. Flying on chartered planes is something we really value and keep very personal and discrete. Joel assists us in keeping the experience special and within our schedule and budget. I recommend Stratos to friends who have jet cards, fractional ownership and 1st timers alike. If you are considering charter, the 1st call to make is to Stratos. They never pressure you and value the relationship. I can not say enough about this team - A great experience!
Peter Hertel
Great charter flight with Stratos. They went the extra effort to ensure we had a comfortable jet with the highest safety standard.
James R.
After our flight, I sent an email to Joel Thomas (CEO) telling him about our experience. Joel called me last night to thank me for email. In part, my email to Joel said: Ernest Hemingway once said: "The best way to find out if you can trust somebody is to trust them". We trusted Stratos Jet Charters with our first charter flight, and the actions of all of your employees and contractors sustained our trust in Stratos. I told my wife when we were flying down: "Kyle (Jones) must sleep with his phone or computer on his pillow". It didn't matter when I called, texted, or emailed. Kyle always responded on a near immediate basis. Wow! Since this was our first charter, Kyle professionally and patiently walked us through the entire charter process with accurate, complete, and well-documented information. He seemed to always be a step ahead and in many, many cases, anticipated our questions and preemptively answered them. In a world where you hesitate to call a service provider or financial institution because you know you will be stuck on hold or in voicemail hell, it is indeed a breath of fresh air to find a company who communicates so very, very well and truly appears to care about their customers and the customer's experience with them. Most of my interaction was with Kyle Jones but I also had communications with Sandy Milam and she exhibited the same responsiveness as Kyle. The ground crews at Signature Flight Services at TEB and PBI were equally adept at continuing that service of excellence. Last but certainly not least, pilots Ernie Guido and Don Poskitt were the icing on the cake. As a former CEO of a professional services business, I know how important the client experience is and how communication is one of the very key components. I just wanted to be sure you heard about our experience from a very satisfied customer. Kudos to you and your staff.
Rebekah V.
Thanks for the great service again Kyle!
Adam W.
Our company jet had a mechanical problem and we had a very important meeting that our passsengers had to make. Joel was able to locate and reposition an airplane for us in a matter of two hours. Our passengers were able to make their meeting and were very pleased with the aircraft/crew that was selected. Good work.
Darren G.
The company I represent was in a crisis situation where we needed to get halfway across the country within a matter of hours. The only available commercial flight was sold out and nothing would get us there in time. After doing some research, I found Stratos Jet Charters and called Joel at around 7 in the morning. He answered right away and were at the airport two hours later. Because it was a high stress situation in a short amount of time, I called Joel and his team countless times in a two hour window; they remained extremely professional and kind. Plus, Joel was able to get us an extremely competitive price, especially considering the short notice. I highly recommend using Stratos Jet Charters and know I will definitely use them again.
Tom K.
Excellent service from end to end. Booking the charter was top level service, and that extended all the way to landing and departure from the terminal.
Brian C.
We had a large family gathering in Santa Barbara to which Frank with Stratos was able to arrange the flight. The plane and pilots were fantastic as was the service leading up to and throughout. I would recommend them to anyone that needs private travel arrangements.
Bill P.
Great trip , plane and crew Simon makes it easy Thank you. Great job. Bill
Lisa K.
Glenn was fantastic! We had a tragic family emergency, needing to get from a town with no nonstop commercial flights to home immediately, and Stratos Jets and Glenn were able to get a plane ready within 3 hours. He was in touch throughout the entire process, and everything went seamlessly. Highly recommend!!
ASG ASG
Good communication
Robert D.
From the first quote and phone call to departing the plane and follow up, service was outstanding! Frank (our point of contact) saw to every question and requirement we had with professionalism, courteousness, and speed. I am very used to hiccups and miscommunications when traveling, but with this trip there were absolutely none. The flight crew was friendly, accommodating, and very good at what they do. The flight was probably the smoothest I've ever had. I know that depends on a lot of factors, but it definitely added to the experience. I wouldn't hesitate to recommend and use Stratos Jets in the future.
Jason Bercan
Its always a pleasure working with Stratos Jets. I work with Joel and Kerry a majority of the time and my experiences have been great. The communication is clear and we work through every scenario available to provide the right aircraft for each mission. I look forward to continued growth of our relationship together.
Rick H.
Easy to book with a lot of options regarding the type of aircraft needed
Chris M.
Mostly good. Registration process is painful and there was a little hiccup with confirmed time for departure but we made it work.
Bryan W.
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.
Julieta I.
Chip L.
Glenn and Stratos do a great job finding the right aircraft and keeping us up to date.
Terry G.
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 .
Sheila B.
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.
Steve B.
I have been using Stratos for all of my trips the past 2 years, and they stay on top of all my needs. Thanks to the entire team!
Joel M.
Yes. Good. Good. Yes
Kathleen L.
Yes, will highly recommend and will use your service again. The captain and co pilot were friendly and helpful. They did an excellent job getting us to Chicago and back to Virginia home safely. Frank did an excellent job answering all my questions and kept me up dated on everything. Thank you again, Kathleen L.
Todd C.
Incredibly responsive, great service, sourced a great plane, would definitely recommend to friends.
Daniel S.
None, excellent service
Isabella R.
We love Joel!
Francis L.
Garett is the best!
Stewart G.
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.
Marci Steenson
very pro active, quick to get information and respond to requests, fast wire payment. I wish ALL brokers were this good. Great job team. Joel, you have put together a great group. It was nice working with you, it's been a long time.
Peter G.
My representative Simon did a really good job explaining my options and arranging our charter. Disappointed our charter Was 30 minutes late due to routine maintenance. Since it was routine, obviously it should have been scheduled to not interfere with our flight schedule. One of the big reason for the charter was to avoid sitting around a lounge in the Covid era. Due to the delay, that’s exactly what we did. Small issues, but water wasn’t working in lavatory, cabin temperature was a bit erratic, and air vent dripped water. Crew was courteous and flight was fine.
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President and CEO
Ted T.
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.
Stefanie B.
My boss recently travelled to Europe for the entire month of August. During that time his jet had mechanical issues and could no longer fly where he wanted. He had about 12 flights left in his trip around Europe and Stratos Jet Charters, especially Heather Latch, saved our lives. They were able to accommodate 90% of the trips he wanted at the time he wanted. She really was a life saver for myself and my boss. I will definitely use Stratos Jets again and work with Heather any day of the week! They are magnificent!!
Avanidhar S.