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 644 reviews from our trusted Jet Charter reviews
5 1 5 03/13/2022

Always a pleasure doing business with STRATOS, you make it a seamless booking from start to finish! Very professional! Thanks for your business.

5 1 5 09/10/2012

First time flying on a private plane. Knowing the exact layout inside & manner of boarding. Originally inquired about a Lear jet 35 & then confirmed a citation ll. Not a problem for me & my husband but for the 102 year old traveling with us was difficult to board as initial step into plane was 18 inches & the crew had to find a step stool. Steps were little and required several people to board & inboard her. The crew of Lance & Meagan were exemplary & would fly with them anytime

5 1 5 07/20/2020

The passengers we flew had a great experience and were pleased with the flight. Jim Hensley American Jet Charter, Inc

5 1 5 08/23/2013

Kevin is great to work with. I'll call him again. the aircraft crew were great. Thank you for making this trip so easy for us.

5 1 5 05/10/2013

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

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 04/13/2017

We love Joel!

5 1 5 01/01/2022

Hi! All was well except for when we are relaying delays, service issue etc several different people will respond at the company with different questions or concerns. Having one, main point of contact for each trip would be helpful so we don't get calls or emails from several different people within the company. Besides that we love you guys and the booking process is always easy. Deb

5 1 5 06/11/2018

KERRY HILL WENT ABOVE AND BEYOND TO HELP ME WITH THIS TRIP FOR MR. SOLLBERGER. SHE IS PATIENT AND KNOWLEDGABLE AND WAS MORE THAN HAPPY TO HELP SEE THAT MR <REDACTED> ARRIVED SAFELY ON THE GROUND AND AT HIS HOTEL . I CANNOT SAY ENOUGH ABOUT KERRY'S EXCELLENCE. THE FLIGHT AND CREW WERE EXCELLENT AS WELL.

5 1 5 11/22/2019

tks.

5 1 5 02/17/2020

Would definitely recommend Statos Jets. Always know Kerry Hill is doing her best for us.

5 1 5 09/17/2021

The flight was fabulous, fun, and delicious. The crew was fantastic--professional and courteous. The flight attendant was spectacular--warm, wonderful and extremely attentive. The agent's support was once again terrific, thoughtful and professional. We will highly recommend these services to others.

5 1 5 10/03/2017

Joel Thomas and his great team at Stratos makes booking a private charter easy. They keep in contact with you from the start right through to after the flight, which gives my travelers a piece of mind. Everything is always exactly planned to our specifications. Stratos really goes above and beyond in their industry - they are simply the best at what they do.

5 1 5 10/31/2022

Good communication between Stratos and me regarding the jet being on site on ready for departure. Plenty of advance notice with the updates. This made my planning much easier.

5 1 5 10/24/2023

Everything was as expected.

5 1 5 12/21/2021

Booking was easy, you made thr whole experience easy.

5 1 5 07/21/2022

Kerry was absolutely amazing!! She made the entire process very seamless and so easy for me. Made me look very good to my boss. She kept me informed of the entire trip, from the plane arriving at the airport to wheels down at the final destination. I have nothing but extreme praise for Kerry and her customer service.

5 1 5 09/18/2022

Flight was very nice. And the pilot, Scott Gustafson, was very professional and friendly. He did a great job with our luggage and talking about the plane and our flight. Great pilot.

5 1 5 12/23/2019

Prompt excellent cost saving service. Many choices. Always working to meet my needs.

5 1 5 01/01/2022

Great customer service!

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 05/03/2018

Stratos arranged a private jet to Toronto for me last minute. Everything went well and the Challenger 300 was very nice. Thank you

5 1 5 07/13/2021

Everything from booking to flying to ground transport was taken care of. Stratos made our golf trip amazing!

5 1 5 04/09/2024

All went well on the flight. Great pilot crew both ways.

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 07/15/2018

Always a pleasure to do business with Stratos Jets. Smooth process from booking to completion. A great organization.

5 1 5 02/15/2021

Stratos was prompt, professional, and competitive. They were also willing to work with me as I was having second thoughts, without being pushy. I had a very enjoyable experience and look forward to using them again.

5 1 5 03/31/2019

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 07/31/2023

I love Kerry and the Stratos team. Easy to work with from top to bottom. Even on a Sunday!

5 1 5 07/31/2023

Yes to all.

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 09/29/2017

Eric Bold and Stratos Jets came to the rescue this week whilst I was trying to evacuate friends and families from Puerto Rico during the aftermath of Hurricane Maria.  Eric was beyond helpful and always courteous.  He was quick to find an aircraft within my budget and stayed in contact with me at every point during our transaction to update me on all matters concerning our trip.  I would highly recommend Stratos Jets to anyone and I look forward to working with them on our next trip.
Thanks again for everything!

5 1 5 07/22/2021

Anthony did an excellent job arranging a convenient flight at the right price to get us back to Canada Limo service was very efficient Plan to get Anthony to get us back to Florida in January

5 1 5 12/26/2017

As always the flight and booking process was handled with ease and professionalism. Our pilots were very personable and the aircraft was exactly what we were looking for.

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 03/26/2021

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 .

5 1 5 06/12/2023

As always, you guys set a great example for what working with a broker should be like. :)

5 1 5 01/01/2022

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

5 1 5 10/20/2020

Yes

5 1 5 06/22/2020

Nice, easy and prompt communication. Pleasure working with your team

5 1 5 03/23/2020

Kyle from Stratos Jet was great to deal with... quick responses....great service....great prices....A+ experience

5 1 5 12/19/2018

From start to finish Glenn was great. He accommodated our various changes and handled everything professionally. The flight was perfect. Pilot and co-pilot were great.

5 1 5 05/23/2021

Thanks for the great service again Kyle!

5 1 5 06/27/2023

This is from an Operator standpoint--Stratos Jets as a broker is consistently professional and profitable to work with in their demand for quality and efficiency--great company top to bottom, their personnel being one of their best assets!

5 1 5 11/14/2023

I like the live itinerary feature

5 1 5 06/22/2017

Always a pleasure to work with the Stratos Jet crew. You all have great communication with us which makes our life as an operator easier. Great job from Kerry, Sarah, and Trip Support as always.

5 1 5 01/08/2020

We recently flew on an International flight to the Bahamas with Stratos and the whole experience was top notch. From the flight support & customer service to the pilots and overall flight experience, our trip through Stratos was absolutely seamless. We highly recommend them!

5 1 5 10/30/2017

The Stratos team was very easy to work with, made the entire process quick and easy. Pleasure to work with.

5 1 5 09/15/2017

Would definitely recommend to friends! Joel went above and beyond to get us home after hurricane Irma came through Florida! Joel was in a lot of communication with us due to the high air traffic that day! Can't wait to go through Stratos jets again!

5 1 5 06/12/2017

Everything went perfect. great job. Yes I would recommend your company to my friends.

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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