Charter Flight to Taste of Chicago

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

Round Trip One Way Multi-City
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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 (4.88 out of 5) Based on 650 reviews from our trusted Jet Charter reviews
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 01/27/2019

Stratos Jets has always been Organized and on point through the booking process. Their clear communication has always made it possible to execute each trip smoothly and as planned. This consistency has made them a trusted and pleasant company for us to work with. True honest business people! Thank you!

5 1 5 04/05/2022

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

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 02/26/2020

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.

5 1 5 01/04/2019

There are not enough words to express how incredible Stratos is. From start to finish, my experiences with them are the highest quality of service and performance.

5 1 5 10/04/2013

Chris was SUPERIOR - great customer service on his behalf. Most certainly will contact him directly for next charter flight. Thank you.

5 1 5 07/09/2021

Easy to book with and were very accommodating with a last minute booking.

5 1 5 10/05/2017

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.

5 1 5 05/02/2017

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

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 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 03/21/2023

Glenn, who assisted every step of the way was professional and kind as he answered the many questions I had as this was our first experience traveling in this way. The communication was clear and any expectations we had were exceeded. The pilot was very personable and made the experience enjoyable from the time we arrived at the FBO until we landed. Thank you.

5 1 5 10/18/2013

It was a perfect flight!

5 1 5 05/14/2024

I have had many flights with Stratos Jet’s all booked through Kyle. They make the flights seamless and easy and do what they promise. I have recommended them to others.

5 1 5 09/22/2020

Joel Thomas is knowledgeable and attentive. We always feel that we are getting the attention we need. The charters he has put together for us have been exactly how we wanted them to be. We have no hesitation in giving him our highest rating.

5 1 5 05/04/2020

We were very disappointed in the catering service. The lobster was undercooked and the sevruga caviar we ordered turned out to be lumpfish. Which we did not eat. We intended to take all the food to our home with the lobster, which we were going to cook to make it suitable to eat, but when we arrived home discovered that our food had not been unloaded from the plane. The only thing we ate on the plane was a small piece of the lobster.

5 1 5 02/26/2018

Pre trip work up seemed very professional. Crew had plane positioned on time and assisted with loading. Just my wife and I and two dogs. It was the dogs first flight so we had some concerns but the crew did a great job in getting them aboard and settled down. flight was uneventful and all worked as planned. No issues at all. Very good

Same on return flight except we arrived a good half hour early but crew jumped to task and loaded us and dogs promptly for return. Only item worth mentioning was during climb out to altitude both my wife and I heard numerous bumping sound on both sides of fuselage up and down the sides and top. We have owned our own planes and owned shares in jets through Flight Options and chartered often over the years and we have never had this type of noise. It almost sounded like rivets coming out or random bird strikes (which I knew it was not). I mentioned it to the co-pilot and he told me to report it so maintenance could be sure to check it out. Said it may be a maintenance issue on an older aircraft but a first for me. After attaining altitude the noise did not reoccur. All else went according to schedule and the pilots were very professional and assisted on and off with dogs and luggage. I would use again this service. Thank

Joel Thomas:  Hi William!  Thanks for the opportunity to serve you and your wife.  We are always grateful when our clients take the time to offer feedback.  We reached out to Chief Pilot of the air carrier you flew with regarding the noise you mentioned and here is what they said:  "Frequently you'll hear noises that sound like that and its just the airplane expanding as altitude, temperature and humidity change.  Its actually very common."  Looking forward to working with you all again soon!  All my best

5 1 5 11/21/2018

HI Heather, I just wanted to let you know that the trip was fabulous. Everyone was especially excited about the trip to and from Florida on the jet. The pilots were very friendly and professional. We will definitely be using your service again. The G200 was the perfect aircraft for us also. Thank you again for your help in arranging such perfect transportation.

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 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 11/13/2022

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!

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 07/03/2019

Always great teamwork

5 1 5 10/28/2020

Every thing was smoothly handled from booking to the flight

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 06/08/2021

Zach was pleasant, knowledgeable, efficient and a delight to deal with. I have usually used another broker but Zach won the charter for your company Joel. Well done.

5 1 5 05/12/2021

Great service, great aircraft, fantastic experience.

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 07/09/2021

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.

5 1 5 02/20/2013

I really don't have a basis for comparison since this was my first experience with a charter but I was extremely pleased with the service.

5 1 5 05/15/2023

great from start to finish!

5 1 5 05/23/2021

Good flight. Thanks for the trip.

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 03/11/2013

The service was impeccable

5 1 5 02/13/2017

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!

5 1 5 05/23/2018

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

5 1 5 05/22/2021

Zach Rankin is the best jet broker I have ever met! Total first class experience. Super responsive & passionate & customer service oriented. I’m in real estate hospitality....hotels & apartments etc. So I understand how hard it is to execute flawless high-end customer service like Zach.

5 1 5 01/16/2018

Working with Stratos vs other jet charter companies lends a personal touch that seems lacking in others. I wouldn’t hesitate to recommend Stratos to friends.

5 1 5 10/25/2017

Good communication

5 1 5 05/23/2021

10 out of 10 every time!

5 1 5 11/01/2021

Simon and your team made our overall experience excellent. The total process start to end was well done.

5 1 5 09/18/2017

ABSOLUTELY PERFECT

5 1 5 06/20/2021

Probably the best charter experience I have ever had. Zach really came through for me when I was in a bind. Thanks Zach and keep up the good work.

5 1 5 07/31/2023

Trip was perfect.

5 1 5 05/17/2021

We had a great experience, particularly with Steve and the booking process, as well as with flight, which was fantastic. We would highly recommend Stratos. Thanks again!

5 1 5 10/23/2018

From the quoting and booking process to wheels up and down, things could not be better with STRATOS. Joel and his team are amazing and accommodated a last minute return schedule change. They only contract with great companies who have great equipment and outstanding crew. If you are considering Private jet travel I cannot recommend them enough!

5 1 5 10/28/2019

We are very happy with Stratos and will contact again when we return to our summer home next May. The fuel stop in Charleston was not scheduled but we understand that depends on the winds. Burlington Vermont to Fort Myers Florida is near the range list of a 400XP

5 1 5 03/29/2014

We have used another broker and they too have been very good. I have enjoyed the two trips that I have booked with you and I have booked a third next month

5 1 5 11/22/2019

Thanks for all your updates. I could get used to this.

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?

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    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?

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    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?

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    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
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