Charter Flight to Taste of Chicago

This year's culinary affair set for Sept. 6-8, 2024.

Round Trip One Way Multi-City
qty-minus qty-plus-icon

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
A portrait of a happy family eating pizza and laughing.

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
A private jet taking off against a backdrop of downtown Chicago.

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.

8

SEATS

357

MPH

1362

RANGE
$3,120 - $3,822

15

SEATS

548

MPH

7767

RANGE
$16,536 - $19,110

7

SEATS

514

MPH

3337

RANGE
$14,508 - $15,990

9

SEATS

540

MPH

3567

RANGE
$10,296 - $13,260

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.

An airhostess stands behind a limousine as a woman in a black dress exits a private jet on the runway and walks towards the limo.

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)
4.8/5
566 Reviews
4.7/5
25 Reviews
4.5/5
22 Reviews
5/5
4 Reviews
Overall rating (4.89 out of 5) Based on 671 reviews from our trusted Jet Charter reviews
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 02/02/2017

I have dealt with Stratos Jet for the past 10 years Always great response and outstanding service Highly recommend them for any charter service you may need

5 1 5 10/14/2021

Excellent experience with booking, the flights, ground services, etc.

5 1 5 06/03/2020

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.

 

--------------------------

Dear Peter, 
 
Thank you for taking time to provide feedback regarding your recent flight on N860TX.  After receiving your review, I investigated the matter to learn a bit more about what was going on.  
 
During the pre-flight check, the crew discovered a maintenance issue that, while minor, needed to be resolved prior to your departure.   Unfortunately, resulting in a delay in your schedule.  We understand that the value of private aviation is oriented around your schedule and privacy, but we can not prioritize that over safety.  In the case of the delay, it is a result of the crews concern for safety of flight.  Regardless, our team values your feedback and have shared it with the air carrier as well.  
 
We look forward to working with you again on your next trip and will seek to ensure a smoother travel experience.
 
All my best,


Joel A. Thomas 

President and CEO 

5 1 5 03/01/2017

Great service. Responsive and thorough.

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 02/23/2020

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

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 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 08/27/2019

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

5 1 5 05/10/2013

Ricky was wonderful to work with and answered all our many questions!

5 1 5 05/02/2017

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

5 1 5 05/20/2020

Great experience.

5 1 5 04/19/2017

Top notch customer service from the initial contact through the end of trip, incredibly quick turn-around-time for a quote, very detail oriented itinerary. I highly recommend Stratos for any of your charter needs!

5 1 5 02/12/2020

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

5 1 5 05/31/2020

Kyle Jones was terrific about answering all of my questions PROMPTLY. Stratos gave us the best price and was best about getting all info to us. I wrote to Kyle many times as I was extremely nervous about flying. He was always reassuring. Pilots were friendly and professional. Transport people wore masks and gloves and were kind. Plane was very clean and when I asked for more disinfectant wipes, I got them without being made to feel I was being too cautious. Take-off and landing were a pleasure as was the flight. The thunderstorm was scary but that was out of the pilots control

5 1 5 03/20/2021

We only ever book with Stratos-- Joel and his team are so professional and helpful, even with last-minute travel needs. They are the best!

5 1 5 09/02/2020

Perfect experience.

5 1 5 04/13/2017

We love Joel!

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 05/02/2024

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

5 1 5 08/09/2013

our experience was excellent

5 1 5 10/05/2012

WE were told to go to First Aviation Services terminal at Teterboro but our plane was at another terminal so we wasted over 45 minutes trying to find our aircraft and our agent was not at all helpful. In fact he told us someone was coming to pick us up and they never came and we had to find someone to help us get to the terminal our plane was located at. The agent asked us for our rental car info but when we landed in Naples the rental car was not at the terminal and we had to find a ride over to the other side of the air field to get our rental car. The flight was great but the handling of the pre and post flight were below normal and not what I am used to when I fly private.

5 1 5 09/21/2013

It's all good !

5 1 5 04/05/2022

The family loved the flights wow landings terrific pilots planning to repeat in the future

5 1 5 07/17/2014

Your service was very professional as was the a/c and crew.

5 1 5 02/28/2024

Anthony is great to work with and always extremely responsive which is key when we have an AOG and need a charter quickly!

5 1 5 07/24/2017

Very professional, very knowledgeable - truly care about their clients. Stratos is always very good to work with. When one of their requests come in we know we will be treated equitably, politely, and professionally, as the Operator. The Stratos team is always friendly and thorough. The Stratos Guests are always very good to our Flight Crews, which we appreciate very much. I would highly recommend Stratos Jet Charters. Malachi Mountain Aviation.

5 1 5 03/20/2014

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. 

5 1 5 12/17/2018

With only a 15 hour window from my 1st request to Joel to wheels up, Stratos provided me with a great plane, rate and service. I texted from overseas and within 30 minutes had a quotations. With 2 hours Joel and his team came back with even better rates and we locked in the Flight! I am always amazed at the service and how they track every detail of the flight and my progress. Even though I am in a second tier city I get amazing flight options with Joel and his team. The equipment was a light jet with brand new soft goods and fantastic pilots. Everyone was super friendly and when you book through Stratos you are treated as an Aircraft owner. Thank you again guys! MAG Pittsburgh, PA

5 1 5 06/02/2021

I called with pretty much an immediate need. With in two hours trip was covered. Great service

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 05/24/2020

Everything was perfect. Kyle was extremely helpful. Answered all questions quickly and was very professional without a “hard sell” style. Everyone I dealt with was perfect. The flight itself was fast, quiet, comfortable. The plane was very clean, and well maintained. Both crew were helpful and pleasant. It is very likely that we will travel like this again and Stratos will be our provider. Thanks again. Susan

5 1 5 01/24/2018

As the assistant who actually booked the trip and made the plans for my employer and her family, I must say that the experience was a new one for me. That said, the unfamiliar process was made much simpler thanks to the knowledge, expertise and patience of my rep, Christina Nesbit. She was extremely informative and helped thru each step of the process, reassuring me that the passengers were getting the most appropriate plane for their needs. I will double check to be sure there isn't any additional feedback I am missing, but to date I was told that the flight was a pleasurable one and they were appreciative and impressed that the President came to greet them pre flight as well. Thank you, Shari

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 03/13/2015

It was excellent in every respect

5 1 5 04/27/2021

Booking was great, Kyle is wonderful a asset to your company. However the pilots were not. They were not there on time never offered an apology or explained as to why. When questioned they were extremely RUDE. I was told that the Pilots went to eat lunch so they kept myself and family waiting over an hour past wheels up time. I arrived at 12:30 for a 1:00 flight they arrived at 1:30 for a 1:00 flight with BAD attitudes

5 1 5 03/16/2020

Simon makes everything easy. He gets back to you immediately and efficiently!! The plane was gorgeous. All in all a perfect experience.

5 1 5 08/19/2021

Zach, was phenomenal from beginning to end! What was taking me a half-day to do Zach was able to complete efficiently in a few hours. He periodically made the process as smooth as possible, not to mention giving hourly updates. I would say that Stratos has a customer for life. Zach enjoys and loves what he does and it shows in his work ethic! Thank you!

5 1 5 07/31/2023

The lounge in Ft Lauderdale was very professional, comfortable, and accommodating. Pilot was a real gem who charmed my first time flyer guests who started out nervous but hugged him on the way out! Would not hesitate to recommend for charter needs.

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 07/03/2022

Looking forward to our next booking with you! Professionalism at its finest!

5 1 5 08/15/2024

Steve always takes care of everything and gets me where I need to be, I do recommend Stratos

5 1 5 07/25/2017

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.

5 1 5 07/09/2021

Always a joy

5 1 5 04/14/2019

They were the only ones able to book our last minute flight to the Masters. We decided to go Saturday night and they made it happen Including arranging ground transport and picking up our tickets for us. Thank You!!

5 1 5 04/03/2018

Stratos was so easy to work with. Kerri was so understanding of a couple itinerary changes we had to make to ensure a safe, smooth flight. As our charter ops director, I sincerely appreciate when our customers realize that our decisions are in their best interest. Though not always ideal, we always provide our best option given uncontrollable variables such as weather, winds, etc. Thank you so much for doing such an awesome job. Any feedback you have would be greatly appreciated in return!

5 1 5 05/21/2020

As always, the booking went well, the trip was on time, the crew great: another perfect flight. Thanks.

5 1 5 07/21/2019

I worked with Kimberly from Stratos Jet Charters. She was very enthusiastic and helpful. In fact because of her enthusiasm and helpfulness, I chose Stratos over a another company that gave me a slightly lower quote. She answered all my questions and did her best to meet all my requests. The flight was excellent, plane was comfortable and the pilots were very helpful and professional. There was a bit of miscommunication about the hours of customs at my home airport .. and lead to a bit of confusion about the return departure time. Ice for beverages had melted on the first leg, and not all the drinks were stocked according to what was promised. My requests were fulfilled however for the return flight. I'm a coffee drinker, coffee was well stocked, but very little cream available, kinda curdled!!. These are tiny details but better supply of online refreshments would have made the flight perfect!! Beautiful views, no delays, smooth landings, and comfortable seats and lav. Beautiful shiny, clean plane. . the CJ3. Had a great time!

5 1 5 07/31/2024

The entire experience from beginning to end was “top flight”. My agent, Steve Stogner was extremely patient, diligent-to-a-fault and unyielding in his efforts to provide us with great service and prioritization of our safety, notwithstanding some difficulties with the inclement weather conditions and cell phone communication challenges due to our location in a remote wilderness area of the mountainous Northern Georgia Chatahoochie National Forest. The pilots were extremely professional, affable and ostensibly competent. In sum, I would enthusiastically recommend the Stratos Charter Jet service and overall private flight experience to anyone! Dr. James R. C.

Frequently Asked Questions

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]

  • How do I choose the right aircraft for my mission?

    dropdown dropdown

    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
  • Are there additional costs per private jet rental passenger?

    dropdown dropdown

    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.  

  • Can I make last-minute changes to my itinerary?

    dropdown dropdown

    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.

View all our Frequently Asked Questions >

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
Back to top