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 (4.88 out of 5) Based on 661 reviews from our trusted Jet Charter reviews
5 1 5 09/24/2020

Great rep!

5 1 5 11/03/2016

THANK YOU STRATOS!! I have been working with Stratos Jet Charters for almost 3 years now & could not be happier with the services they provide! Working with me on many last minute changes, they are always quick & efficient, extremely professional, genuinely honest & immensely knowledgeable of all products and services they offer. They truly look out for the best interests of their clients. I trust them to always guide me in making the appropriate aircraft choices for our company. I find the ENTIRE team to be THE BEST in the charter aircraft business!!

5 1 5 03/30/2022

I feel very confident that Kerry Hill and her team will take excellent care of the trip that we plan. It was a great experience everyone was pleased with the outcome. I would recommend Stratos to anyone looking for Charter service

5 1 5 12/21/2021

We had a great flight. I greatly appreciated Zach calling to let me know the address of the gate had changed. I did get an email with the update but it didn't show up in my inbox til I was driving to the airport. We had a great flight with no issues. The crew were very helpful when and if we had any questions.

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 07/25/2013

Passenger stated that the "jet 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 01/29/2019

Thanks for everything Joel... You made the booking process quite easy and were very patient in explaining everything. I appreciate all your help and I will definitely pass your contact information to all my co-workers in case they ever have a request for a jet booking.

5 1 5 06/23/2022

The entire process was smooth with Stratos Jet and the communication from all team members was great!

5 1 5 07/31/2023

Trip was perfect.

5 1 5 01/04/2024

The flight itself was fine. Glenn was in communication with me frequently but shortly before my flight the Tail Number changed to a new plane and I was not given a new itinerary with the correct arrival point. We flew into Modern Aviation but I expected to be a Hawthorne Aviation. My ride was at the wrong location and I had to adjust that myself after landing. She was livid at the lack of notification on the change. It wasn't a pleasant ride home.

5 1 5 09/22/2021

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.

5 1 5 07/03/2019

Good experience, although your emails sometimes look more as a marketing email than an itinerary revision. Still getting used to the sales force platform, but if I may give you guys a feed back, try to avoid too many colors and pictures on the email as they sometimes look like marketing/sales email then important information about the trip. That's my 2 cents.

5 1 5 06/23/2017

We have used Stratos for the past two years to handle our travel plans and enjoy the ease and attention to detail our trips have been handled with.

5 1 5 12/21/2021

From the ease of booking the flights and actual flights, it was effortless. I would definitely recommend Stratos to friends and use you again. Kyle was wonderful to work with, very helpful, and communicative. Both our flights were lovely. Staff was professional and courteous. All in all a great experience.

5 1 5 03/22/2021

Great job Steve!

5 1 5 05/02/2024

Kyle was attentive and excellent throughout our experience using Stratos Jets. He was prompt in getting estimates and selecting an appropriate aircraft through helping me understand how the process works right through the day of the flight as he helped walk me through where our plane, crew, and passengers were along the way. I would highly recommend Stratos Jets. They were prompt, thorough, precise, and went above and beyond from start to finish.

5 1 5 05/17/2021

Yes, would recommend Stratos to anyone looking for a charter!

5 1 5 05/03/2021

All aspects of our interaction with Stratos was perfect. My wife and I will definitely use their services in the future.

5 1 5 02/07/2018

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

5 1 5 09/17/2021

Other than car rental issue it was great.

5 1 5 12/30/2020

I have not arranged or travelled by private jet except to Lanai in Hawaii. My husband and i usually fly first or business so to ensure a good service and safety i contacted 4 brokers to ask for quotes, Randy Schuette provided more than a quote, he explained the whole process and his reassuring knowledge and attention to detail was the reason i used Stratos. The trip advisory team were then very informative, and responsive. The plane was beautiful and the pilots were very friendly. I would definitely recommend Stratos and look forward to using your services again.

5 1 5 05/05/2021

Your team was easy to work with and the clients were great. We look forward to working with you again. our trip # was Z0HQZZ

5 1 5 05/03/2021

Randy was so helpful during my scheduling of this trip and kept me informed. I will recommend Randy to all of our associates. Thank you for your service

5 1 5 12/15/2020

Anthony was amazing! He was compassionate, detailed, attentive, proactive and so many other things that I could not begin to put into words for our complicated travel situation. The flight crew was amazing for the journey and ground crew and the ops crew saved my family. I can never put into words how much I appreciate Anthony and the Stratos Team. We will never think of using another charter company for any of our needs! Thank you so much!

5 1 5 06/22/2020

Steve made sure we had everything we needed. The travel arrangements were made easily and were efficient. 3 friends and myself had our first experience with flying private with Stratos. The food provided was delicious, the limo and transportation was perfect, and the entire experience was well worth the money. A special thank you to Pilot Dan! He was very helpful and made sure we were comfortable. Definitely a memorable experience. Stratos is my go to place when flying private from this point forward.

5 1 5 06/03/2021

Glenn and the team constantly exceed expectations. Nothing is too much bother. Every detail is taken care of. The crew and operators are always well briefed. Thanks team!

5 1 5 10/28/2015

Stratos continues to exceed my expectations!

5 1 5 11/23/2020

The entire Stratos Jets support team is always a pleasure to work with. As an operator, we appreciate the exceptional communicativeness of the SJ team; Kyle Jones was excellent as our SJ contact for this trip. Payment for the trip is always prompt. Any and all information we need is provided and day-of support is phenomenal. We are looking forward to working with you again soon! -Flying Zebra Team

5 1 5 03/01/2018

I had the pleasure to work with Joel on a last minute trip needed to transport several professional athletes to an event. Joel was fast-acting and completely professional every step of the way. He sent constant updates to make sure our trip needs were met every step of the way. I would recommend Joel and Stratos to anybody looking to book private jets who also values professionalism and accountability.

5 1 5 10/14/2021

You guys are great to work with!

5 1 5 05/03/2021

Stratos was great and we for sure will recommend our broker to our friends

5 1 5 07/19/2021

From start to finish everything was perfect. Steve Stogner was awesome, professional, efficient, great follow up . Our pax’s said “ absolutely loved the experience, great pilots, beautiful aircraft “

5 1 5 06/27/2017

Simon Crhistian did a great job.

5 1 5 04/14/2014

we are pleased with the pricing and servicing we are getting

5 1 5 04/05/2022

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

5 1 5 02/10/2019

As always great coordination. I was not on the flight but rather my family and Stratos arranged everything. Even with a winter storm, my wife being delayed, De-icing and two sick kids on-board, Stratos updated me while I was over seas and I knew everything was handled without any issues. The pilots we super kind and accommodating and it made for a wonderful trip. All ground transport, catering and logistics went flawlessly and the Stratos team even arranged my ground transport meeting them from a commercial flight. I cant say enough about the team and their personal pride and care for my family. Thank you again!

5 1 5 02/21/2024

Daniel was the most efficient and communicative individual our firm has ever dealt with while in a crunch situation needing to get to Vegas immediately from Salt Lake. He went above and beyond to assess our needs and ensure our timeline was met. If we had a position on our sales team we would offer him a better offer then what you’re paying him and may in the future. Thanks Daniel. Hope to connect soon for our future trips. Garrett

5 1 5 12/21/2021

As far as I can tell the flight was great. My nephew, his wife and their dog flew from California to Guam for a move. The airport they flew from was changed the day prior to departure due to weather. The catering however didn't make it to the airport so they were on the plane for 15 hours with only the complimentary snacks and the crew shared some of their food with them. When you fly private you expect things to go smoothly...that's why you're willing to pay the extremely high price for. In my opinion there were opportunities missed to make it right. Since they had to refuel in Hawaii there was at least 6 hours to get some kind of catering for them when they landed in Hawaii. I realize that catering needs 24 hours notice but someone couldn't gone above and beyond to make things right and get them fresh fruit and veggie platter with a plain hot pizza or something to give them something other than snacks. I know if the CEO of Stratos was flying this catering issue would've been unacceptable.

Carol - Thank you for bringing this to my attention and you are certainly right.  The ball was dropped.  I have spoken with the private flight advisor regarding the matter and our day of flight process was not followed.  Not having something ready in Hawaii during the fuel-stop is truly a missed opportunity.  I am truly sorry for our misstep and the poor experience this must have been for your nephew and his family.  

Joel A. Thomas 

President and CEO 

5 1 5 05/16/2023

The whole process was easy and went BETTER than planned. Glenn was my agent and he made sure everything was handled completely and we had no worries. The plane left exactly on time and was an upgrade from the originally chosen plane. The car was waiting when we landed at the hanger and only had a few steps from the plan to the car. We made our appointment as planned and my family was so happy. I recommend Stratos highly.

5 1 5 06/28/2021

Glenn was wonderful, the jet was clean and the crew was fantastic.

5 1 5 09/24/2020

From the moment we arrived at your facility where one employee came to greet us and take our luggage to the friendliness of the pilots and their updates during the flight to the thank you by the pilots after arrival, Stratos was wonderful. The one item that I realize is out of your control is the Signature waiting area at EYW. When we left, there was a family of 5 without masks. Masks are required. When we returned, the same experience, a group of 2 couples without masks were laughing and not maintaining social distancing.

5 1 5 05/25/2017

Fantastic Plane and service! Joel & his crew are great and take care of every detail. If you are looking for a great charter partner Stratos is your one stop shop.

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 11/06/2023

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

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 07/09/2018

Very Professional! Top notch aircraft and crew. Will certainly be using Stratos in the future!!

5 1 5 07/14/2020

All members of the team communicated extremely well. I worked with Steve to get my flight booked and he checked in with helpful texts and updates along the way. Highly recommend.

5 1 5 11/14/2023

I like the live itinerary feature

5 1 5 02/07/2020

Sarah and Glen were awesome to work with to make the trip successful.

5 1 5 05/28/2024

Great trip , plane and crew Simon makes it easy Thank you. Great job. Bill

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