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 (4.89 out of 5) Based on 670 reviews from our trusted Jet Charter reviews
5 1 5 12/21/2021

Booking was easy, you made thr whole experience easy.

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 05/17/2021

Steve was a joy to work with he was very helpful and insightful. We look forward to doing more business with your company

5 1 5 09/17/2020

Kyle was very nice and helpful, he made sure everything was in order and ready to go from beginning to end, really great costumer service. Aircraft was nice, well kept LearJet 40. Pilots Matthew and Jonathan were total sweethearts and very experienced, landing was beyond smooth. Only thing we weren’t so happy about was the fact that you could see some of the wear and tear of the years on the inside of the plane. Overall great experience!

5 1 5 03/14/2017

Joel I do not use google sign in re survey Let me simply say Ms Hill was outstanding every step of the way as was the service at Dolphin Sun night Thank you Jim W. Charter flight Omaha to Sarasota Mar 12

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 01/04/2021

This was my 3rd trip with Stratosjets and all travel were arranged by Kyle Jones. Everything was efficiently and professionally done, and Kyle and the team were always prompt and responsive. I definitely will recommend the team to friends. Thank you.

5 1 5 01/10/2022

Glenn made booking effortless, pilots made it a great flight and yes, I would recomend to a friend.

5 1 5 09/19/2018

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!!

5 1 5 02/23/2018

Thank you for making our jobs easier! Great passengers and your team is always a pleasure to work with! Kind regards, Kim Krum

5 1 5 08/03/2022

Daniel was very responsive late into the night and early morning and was able to arrange our flight in hours. Time from first contact to wheels up was less than 12 hours. The FBO's and crew provides were very accommodating and helpful. 5 stars!

5 1 5 12/13/2016

Garret has provided excellent service and is attentive and easy to work with. The pilots on this trip were EXCEPTIONAL at dealing with our needs and providing service with the passengers needs and schedule. Very high compliments to the whole team for this flight.

5 1 5 10/14/2014

For our far flung family, Stratos has been a consistently dependable, and cost conscious alternative to fractional and no-minimum jet programs. For us, safety is number one and cost is number two... Stratos has excelled in both areas. Their response to requests is always prompt and personal.  It is a pleasure working with Stratos.

5 1 5 05/23/2021

Thanks for the great service again Kyle!

5 1 5 03/05/2018

I had 15 piece band booked on a commercial airline that got cancelled due to weather. Every single flight for the next 2 days was sold out and the band was going to miss their performance. Thank to the Herculean efforts from Glenn and Joel, we were able to secure a flight for the following morning and get the band to Florida on time. Glenn was simply amazing with his follow-through, availability when I needed him and keeping an eye on everything. He was with me from the first phone call at 6:30pm until take-off the next morning at 10:10am. Thank you Stratos for saving the day!

5 1 5 04/22/2021

Stratos Jets provided excellent customer service! One of the most reliable private jet charters. Glenn was incredibly helpful and professional he made the booking process very easy and kept me updated with trip details daily. Highly recommend Stratos Jet Charters.

5 1 5 04/14/2020

Everything was done in super fashion. Anthony the scheduler, Anthony and Terry the pilots were fantastic!

5 1 5 07/09/2021

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

5 1 5 08/06/2017

As usual the trip from start to finish was handled professionally

5 1 5 12/28/2013

None that I can think of.  Great flight

5 1 5 07/26/2024

Daniel was great. He arranged a charter flight at nearly midnight and was able to get my AOG part (in less than 12 hours from request) delivered to the plane. We fight fires with planes so thank you for helping us get back to scooping/dropping water quickly.

5 1 5 09/02/2020

Perfect experience.

5 1 5 04/13/2017

Yuri was wonderful!

5 1 5 06/28/2021

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

5 1 5 06/28/2018

From start to finish, our experience with Stratos was totally professional, made very simple and the ultimate in how charter travel should be booked/enjoyed! We know it takes an entire team behind the scenes but all credit to Joel for his 'personal' touch and for making our return trip to New York a very memorable one indeed!!! We have used several charter companies worldwide over the years but Joel and his team beat them all!!!

5 1 5 05/15/2013

Garett is the best!

5 1 5 03/01/2020

The experience was perfect throughout from initial contact through final payment. Our flight was a last minute family emergency and the folks at Stratos Jets made every effort to get me and my family home as quickly and safely as possible. I cannot thanks them enough for caring about our situation.

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 05/03/2018

I travel regularly for business and have booked charter flights through a number of different private jet companies. At the beginning of the year, I was referred to Joel at Stratos. Since then, I have booked a number of flights through Stratos. His team does a great job ensuring we have a seamless travel experience. I would definitely recommend Stratos to others.

5 1 5 12/06/2019

Always awesome working with Kerry!

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 03/24/2023

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.

5 1 5 03/09/2023

Everything was great. Prompt and clear comms about flight / craft options. Kept us informed about key status. Nice account website and live-links for details. And, just friendly and pleasant people to work with. One big thing was that our original operator's plane cancelled due to mechanical the day before our departure. We know that happens sometimes and not Stratos' fault. What was great was how quickly the Stratos team got us viable alternatives. Within probably an hour we had an alternate operator confirmed. We were very pleased how well Stratos reacted. And, the replacement craft and crew were top-notch as well.

5 1 5 10/14/2015

Excellent service and the crew was very professional.

5 1 5 02/17/2020

Always there to take care of any problem that arise. Professional quality cost effective service

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 09/05/2017

Excellent

5 1 5 05/07/2022

All Good......................and easy!

5 1 5 12/22/2020

We had a great flight and would definitely recommend this to a friend. Thanks to Anthony for his attentive, personal service. Rgds, Michael

5 1 5 11/03/2016

Great charter flight with Stratos. They went the extra effort to ensure we had a comfortable jet with the highest safety standard.

5 1 5 04/22/2021

I got quotes from several companies. Glenn at Stratos was the only one who took a personal interest, understood our needs, and kept in regular contact. The jets selected were perfect and were competitively priced.

5 1 5 11/01/2021

The experience from start to finish was excellent. I would highly recommend Stratos.

5 1 5 01/06/2018

As the operator, this client showed great brokerskills. Precise emails and everything was provided shortly after requested. Would love to work with StratosJets again soon.

5 1 5 11/03/2016

Great experience with Stratos Jet Charters! Superior knowledge and outstanding customer service! Went above and beyond to make sure our flight was perfect. Highly recommended for anything from a short turboprop trip, to a transcontinental flight.

5 1 5 03/22/2020

Stratos responded to our request for a flight to leave Anguilla before the flights in and out were stopped. We called Thursday night for a flight on Friday (borders closed at midnight Friday). Response was great ! All aspects ...the agent (Glen) kept in constant contact making sure of all the details with constant updates. The pilots ...Brian and Richard were great...real pros and very friendly. Made sure our flight was comfortable and safe.

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 02/17/2018

Two thumbs up!

5 1 5 09/21/2013

the flight was very nice thank you and we will do more with you

5 1 5 03/26/2018

We were very pleased with every aspect of our Stratos experience. Booking, follow-up, communication, and of course the flight itself.

5 1 5 03/01/2017

Great service. Responsive and thorough.

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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