Private jet charter Dallas to Chicago

Two hours from Love Field to Midway, with no time difference to work around. A meeting in the Loop and dinner back in Dallas is a normal day on this route.

Bank transfer or cryptoPriced in US dollars for this route.

Distance
795 miles
Flight time
about 2 hours
One way from
$11,500
Departs from
3 airports around Dallas
Arrives at
4 airports in Chicago
Same day
Usually possible

Dallas to Chicago and back in a day

Dallas to Chicago is 795 miles, about two hours in a light or midsize jet. Both cities keep Central time, so the hours you fly are the hours you lose and nothing more. Leave Love Field at 7 am, land at Midway at 9 am, and the car is in the Loop by half past.

Which Chicago airport you land at depends on where the day takes you. Midway is closest to downtown and McCormick Place. Chicago Executive in Wheeling is fifteen minutes from Winnetka and the North Shore. DuPage puts you twenty-five minutes from the offices around Oak Brook, and O'Hare is the choice when the meeting is at the airport hotels.

From November to March the weather in Chicago is the variable. De-icing before the return adds twenty to forty minutes on a snowy afternoon, and we plan the departure time around it rather than finding out at the FBO.

The Dallas skyline lit at night under a storm sky, Reunion Tower at the centre
Love Field for Uptown and Highland Park, Addison for the north, DFW for the largest cabins.

What the flight costs

Prices below are indicative one-way figures for the whole aircraft, not per seat. They include the flight, crew and fuel; de-icing, parking, repositioning and handling are quoted separately once we know your dates.

A same-day return with the aircraft waiting at Midway is usually priced well below two one-way flights. Tell us your dates and we confirm the figure in writing.

How private jet charter is priced, by cabin and by route

CabinTypical aircraftSeatsFlight timeOne way from
Light jet Phenom 300, Citation CJ4, Learjet 55 6 to 7 2h 10m $11,500
Midsize jet Citation XLS, Citation Latitude 8 to 9 2h 05m $14,000
Super-midsize jet Challenger 350, Praetor 600 8 to 9 1h 55m $17,500
Heavy jet Legacy 650, Falcon 900LX 12 to 14 1h 50m $25,000

Figures in US dollars, one way, indicative. Bank transfer in any major currency; crypto also accepted.

Departure airports in Dallas

Dallas has three practical private airports. Love Field is the closest to the centre and handles almost everything; Addison serves the northern suburbs; DFW takes VIP airliners and international flights.

DAL

Dallas Love Field

Best for
Uptown, Highland Park, downtown
Drive
10 to 15 min to Uptown
FBO
Signature, Business Jet Center, Jet Aviation

The city's private airport, open around the clock with customs on site. Handles everything up to large-cabin jets.

ADS

Addison

Best for
North Dallas, Plano, Frisco
Drive
20 to 30 min to Uptown
FBO
Million Air, Atlantic Aviation

Busy general-aviation field with good parking and no curfew. Closest to the northern suburbs and the corporate campuses.

DFW

Dallas Fort Worth International

Best for
VIP airliners, international arrivals, Fort Worth
Drive
25 to 35 min to Uptown
FBO
Signature

Full customs, long runways and no weight limits. The choice for Boeing Business Jets and Airbus Corporate Jets.

Arrival airports in Chicago

Midway is the Chicago arrival for most guests: twenty-five minutes from the Loop, with Signature and Atlantic on the field. Chicago Executive is closer for Winnetka, Highland Park and Lake Forest, DuPage for Oak Brook and Naperville, and O'Hare for the largest aircraft.

Chicago from the air at dusk, the Hancock Center above the Gold Coast and Lake Shore Drive curving along Lake Michigan
Midway is twenty-five minutes from the Loop, Chicago Executive fifteen from Winnetka. O'Hare is for the largest cabins and the long-haul arrivals.
MDW

Chicago Midway International

Best for
The Loop, River North, the Gold Coast, McCormick Place
Drive
20 to 30 min to the Loop
FBO
Signature, Atlantic Aviation

The closest airport to downtown, open around the clock. Its 6,500 ft runways take every cabin on domestic legs; a large jet leaving at maximum weight for a long international flight uses O'Hare.

PWK

Chicago Executive, Wheeling

Best for
The North Shore, Northbrook, Lake Forest
Drive
30 to 45 min to the Loop, 15 min to Winnetka
FBO
Signature, Atlantic Aviation

The North Shore's own airport, with no airline traffic and a quick turn at the FBO. Its 5,000 ft runway suits light and midsize jets; larger cabins are planned case by case.

DPA

DuPage, West Chicago

Best for
Oak Brook, Naperville, the western suburbs
Drive
45 to 60 min to the Loop, 25 min to Oak Brook
FBO
DuPage Flight Center, the airport's own FBO

A long runway and a large, quiet ramp. The practical choice for the corporate campuses west of the city.

ORD

O'Hare International

Best for
Heavy jets, VIP airliners, international arrivals
Drive
30 to 50 min to the Loop
FBO
Signature

No weight limits and full customs. Private traffic uses its own FBO on the field, away from the terminals, but taxi times are long at the airline peaks.

Aircraft for a two-hour business flight

A light jet does this route with room to spare and is what most single travellers and pairs take. A midsize cabin gives you a table for four and a lavatory with a door, which matters on a working day. If you land at Chicago Executive, a light or midsize jet keeps the runway question simple; super-midsize and heavy jets go to Midway or O'Hare.

Aircraft pages for this route: Learjet 55.

A white Bombardier Challenger 350 rolling along a wet runway under a grey sky
A Challenger 350 on a wet runway. Chicago's weather sets the pace on this route from November to March.
01

Light jets

Six or seven seats and a two-hour flight. The Learjet 55 in our fleet, or a Phenom 300 or Citation CJ4 from a Dallas operator.

See the Learjet 55
02

Midsize jets

Eight or nine seats with a flat floor and six feet of headroom in the Latitude. A good office for a day of meetings.

See the Citation Latitude
03

Super-midsize and heavy

For a board or a team of up to fourteen, flying into Midway or O'Hare.

See the Challenger 350

When Chicago fills up

Chicago is a convention city with a short, busy summer, so the ramp fills around the big shows at McCormick Place and the summer festivals on the lakefront.

  1. May The National Restaurant Association Show Four days at McCormick Place; Midway's ramp is at its busiest of the spring.
  2. Late July to early August Lollapalooza Four days in Grant Park with the hotels on Michigan Avenue full. Arrive on the Thursday if you can.
  3. October The Chicago Marathon Road closures across the Loop on the Sunday morning; plan the car to Midway around the course.
  4. Late November to early December RSNA at McCormick Place The world's largest radiology meeting, the week after Thanksgiving. Aircraft and hotel rooms go early.
  5. December The Christmas run Outbound to Florida, Aspen, Cabo and the Caribbean peaks in the week before Christmas; lake-effect snow can close Chicago Executive for an hour or two at a time.

Chicago to Dallas

The return leaves from Midway, Chicago Executive, DuPage or O'Hare and lands at Love Field or Addison in about two hours. Southbound the westerlies usually cost you a few minutes.

In winter, book the return with some slack. A snow shower at 5 pm means de-icing and a queue for the runway, and Chicago Executive can close for an hour while the crews clear it. We keep an eye on the forecast from the morning and move the departure to Midway if the North Shore field looks doubtful.

Frequently asked questions

How much does a private jet from Dallas to Chicago cost?

Indicative one-way prices for the whole aircraft start at about $11,500 in a light jet, $14,000 in a midsize jet, $17,500 in a super-midsize jet and $25,000 in a heavy jet. A same-day return with the aircraft waiting is usually priced well below two one-way flights.

How long is a private jet flight from Dallas to Chicago?

About two hours from Love Field to Midway, a little less in a super-midsize or heavy jet. Dallas and Chicago are both on Central time, so there is no clock change.

Which Chicago airport is best?

Midway for the Loop, River North and McCormick Place. Chicago Executive for Winnetka, Highland Park and Lake Forest. DuPage for Oak Brook and Naperville. O'Hare for VIP airliners and for meetings near the airport.

Does winter weather in Chicago cause delays?

It can. De-icing adds twenty to forty minutes on a snowy day, and heavy snow occasionally closes Chicago Executive for an hour or two. We plan the return time around the forecast and move to Midway when the smaller field is at risk.

Can I fly to Chicago and back in one day?

Yes, and it is the most common way this route is flown. The aircraft and crew wait at the FBO while you are in the city, which is usually cheaper than two one-way flights.

Can I pay for the charter with crypto?

Yes. Bank transfer in any major currency; crypto also accepted. Tell us your preferred coin and we confirm the network and payment instructions with the contract.

Do you arrange the car in Chicago?

Yes. A chauffeured car meets you at the aircraft and the driver knows the FBO entrance at whichever airport you land, which at O'Hare is well away from the passenger terminals.

Where would you like to fly?

Tell us what you have in mind. Our team will take care of the charter arrangements and discuss crypto payment if you prefer.

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