Private Jet Charter Dickinson to Winnipeg

Fly privately from Dickinson Theodore Roosevelt Regional Airport (DIK) to Winnipeg / James Armstrong Richardson International Airport (YWG), a 537 km (290 nm) flight, from 1h 41m in the fastest private jet. Estimated charter prices start around $3,100 all-in.

Empty Legs

From

Departure

Passengers

Check empty legs →

Aircraft Options

Which private jet is right for Dickinson to Winnipeg?

Very Light JetsNon-stop
Seats
5-6
Flight
1h 18m
From
$4,400
e.g. Cirrus Vision Jet SF50 · HondaJet HA-420
Light JetsNon-stop
Seats
8-10
Flight
1h 10m
From
$4,400
e.g. Cessna Citation CJ3+ · Cessna Citation CJ4 Gen2
Midsize JetsNon-stop
Seats
8-9
Flight
1h 09m
From
$6,000
e.g. Hawker 800XP · Hawker 850XP
Super Midsize JetsNon-stop
Seats
9-12
Flight
1h 08m
From
$11,600
e.g. Bombardier Challenger 3500 · Gulfstream G200
Heavy JetsNon-stop
Seats
9-16
Flight
1h 06m
From
$12,000
e.g. Gulfstream G450 · Gulfstream G500
Ultra Long RangeNon-stop
Seats
15-19
Flight
1h 03m
From
$22,400
e.g. Gulfstream G600 · Gulfstream G650ER
TurbopropsNon-stop
Seats
7-8
Flight
1h 41m
From
$3,100
e.g. Beechcraft King Air B200 · Pilatus PC-12 NGX

Category	Passengers	Flight Time	Routing	Est. Price	Typical Aircraft
Very Light Jets	5-6	1h 18m	Non-stop	≈ $4,400	Cirrus Vision Jet SF50 · HondaJet HA-420
Light Jets	8-10	1h 10m	Non-stop	≈ $4,400	Cessna Citation CJ3+ · Cessna Citation CJ4 Gen2
Midsize Jets	8-9	1h 09m	Non-stop	≈ $6,000	Hawker 800XP · Hawker 850XP
Super Midsize Jets	9-12	1h 08m	Non-stop	≈ $11,600	Bombardier Challenger 3500 · Gulfstream G200
Heavy Jets	9-16	1h 06m	Non-stop	≈ $12,000	Gulfstream G450 · Gulfstream G500
Ultra Long Range	15-19	1h 03m	Non-stop	≈ $22,400	Gulfstream G600 · Gulfstream G650ER
Turboprops	7-8	1h 41m	Non-stop	≈ $3,100	Beechcraft King Air B200 · Pilatus PC-12 NGX

Prices are all-in market estimates (crew, pilots, standard fees). Final price on request, tailored to your dates and aircraft.

From our fleet

Aircraft that fly Dickinson to Winnipeg non-stop

115 of the 115 aircraft on JetsFly fly this 537 km route without a fuel stop. Prices are averages for the one-way flight, including crew, airport fees and taxes.

Piper PA-31 Chieftain

Turboprops

7 seats 1h 59m

about $3,100 one way

Cessna Citation I/SP

Light Jets

5 seats 1h 22m

about $4,400 one way

Cessna Citation Mustang

Very Light Jets

4 seats 1h 24m

about $4,400 one way

Rockwell Sabreliner 60

Midsize Jets

7 seats 1h 08m

about $6,000 one way

Hawker 4000

Super Midsize Jets

8 seats 1h 08m

about $11,600 one way

Gulfstream II

Heavy Jets

12 seats 1h 09m

about $12,000 one way

Dickinson to Winnipeg in local time

Take off from Dickinson Theodore Roosevelt Regional Airport (DIK) at 10:00 local time in a Bombardier Global 8000 and you land at Winnipeg / James Armstrong Richardson International Airport (YWG) at about 12:00 local time, after 1h 00m in the air. Winnipeg is 1 hour ahead of Dickinson.

Return flight: Winnipeg to Dickinson

Empty legs near this route

Brandon (YBR) → Winnipeg (YWG)Nov 1, 2026 · Cessna Citation X · 9 seats$4,810

See all empty legs and set an alert

Price timing

Book now or wait?

Our read of the market for Dickinson to Winnipeg on your date.

Your date

My dates are flexible

Fly Tue 20 Oct instead

Moving your flight to Tue 20 Oct should cost about 4% less.

From, on Thu 22 Oct: $4,550
Empty legs, past year: 20 · listed ~8d ahead

Get a price Empty leg alert

True cost

Private jet vs business class

Per person, with the hours you save door to door.

Travellers

Your time is worth

Private jet

$1,100

per person · Cessna Citation I/SP

1h 52m door to door

Business class

$650

per person · typical flexible fare

4h 11m door to door

You save 2h 20m each, 9h 19m for the group. The jet costs $100 more per person, after your time saved.

Worth it from 5 travellers.

Jet: our average one-way price for the cheapest jet that seats your group. Airline: typical business fare for the distance, plus about 3 hours at airports.

Cost

How much does a private jet from Dickinson to Winnipeg cost?

$3,100 – $22,400

one way, whole aircraft, all-in estimate

For the 537 km journey, the price depends on aircraft size and availability.
Very Light Jets and larger fly the route non-stop.
Empty legs on this routing can cut costs by up to 75% when the timing aligns.

Why fly this route privately?

Arrive at Dickinson Theodore Roosevelt Regional Airport's private terminal 15 minutes before take-off, not hours.
Land at Winnipeg / James Armstrong Richardson International Airport, closer to where you are going.
Fly when you want: your schedule decides, not the airline's.

DepartureDickinson Theodore Roosevelt Regional Airport (DIK)Dickinson, United States ArrivalWinnipeg / James Armstrong Richardson International Airport (YWG)Winnipeg, Canada

Fastest flight time: 1h 41mUp to 19 passengers

Dickinson to Winnipeg, Frequently Asked Questions

How much does a private jet from Dickinson to Winnipeg cost?

Estimated charter prices for the 537 km flight from Dickinson (DIK) to Winnipeg (YWG) range from about $3,100 in the turboprops category to around $22,400 for ultra long range, all-in including crew and standard fees. Request a formal quote for an exact price for your dates.

How long is the flight from Dickinson to Winnipeg by private jet?

Flight time depends on the aircraft: expect around 1h 41m in the fastest category. Private terminals also save 1-2 hours versus airline check-in.

Which private jets can fly Dickinson to Winnipeg non-stop?

Very Light Jets, Light Jets, Midsize Jets, Super Midsize Jets, Heavy Jets, Ultra Long Range, Turboprops can typically fly this 537 km route non-stop. Typical aircraft include Cirrus Vision Jet SF50, HondaJet HA-420, Embraer Phenom 100EV.

Can I book an empty leg from Dickinson to Winnipeg?

Empty leg flights occasionally become available on popular routings and can save up to 75%. Check our empty legs page or request a quote and we'll alert you when one matches your route.