Private Jet Charter Island Lake (YIV) to Chicago (MDW)
Fly privately from Island Lake Airport (YIV) to Chicago Midway International Airport (MDW), a 1,436 km (775 nm) flight, from 2h 01m in the fastest private jet. Estimated charter prices start around $8,900 all-in.
- Distance
- 1,436 km
- Fastest
- 2h 01m
- From
- $8,900
- Non-stop sizes
- 7
Or just tell us your trip
Which private jet is right for Island Lake to Chicago?
- Very Light JetsNon-stop
- Seats
- 5-6
- Flight
- 2h 48m
- Est. price
- $13,300
e.g. Cirrus Vision Jet SF50 · HondaJet HA-420
- Light JetsNon-stop
- Seats
- 8-10
- Flight
- 2h 26m
- Est. price
- $12,400
e.g. Cessna Citation CJ3+ · Cessna Citation CJ4 Gen2
- Midsize JetsNon-stop
- Seats
- 8-9
- Flight
- 2h 24m
- Est. price
- $16,700
e.g. Hawker 800XP · Hawker 850XP
- Super Midsize JetsNon-stop
- Seats
- 9-12
- Flight
- 2h 22m
- Est. price
- $26,200
e.g. Bombardier Challenger 3500 · Gulfstream G200
- Heavy JetsNon-stop
- Seats
- 9-16
- Flight
- 2h 17m
- Est. price
- $24,500
e.g. Gulfstream G450 · Gulfstream G500
- Ultra Long RangeNon-stop
- Seats
- 15-19
- Flight
- 2h 10m
- Est. price
- $35,800
e.g. Gulfstream G600 · Gulfstream G650ER
- TurbopropsNon-stop
- Seats
- 7-8
- Flight
- 3h 51m
- Est. price
- $8,900
e.g. 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.
Aircraft that fly Island Lake to Chicago non-stop
Island Lake to Chicago in local time
Take off from Island Lake Airport (YIV) at 10:00 local time in a Bombardier Global 8000 and you land at Chicago Midway International Airport (MDW) at about 11:01 local time, after 2h 01m in the air. Chicago is 1 hour behind Island Lake.
Return flight: Chicago to Island LakeEmpty legs near this route
- Indianapolis (IND) → South Bend (SBN)Tomorrow · Nextant Aerospace 400XTi · 8 seats≈ $2,600–$4,800
- Naples (APF) → Chicago (PWK)Tomorrow · Embraer Praetor 600 · 9 seats≈ $15,500–$29,000
- Naples (APF) → Chicago (PWK)Tomorrow · Legacy 500 · 9 seats≈ $14,000–$25,500
- Indianapolis (IND) → Chicago (ORD)Tomorrow · Embraer Phenom 100 · 6 seats≈ $1,700–$3,100
Island Lake to Chicago price through the year
- $9.6kDec: about $9,600
- $8.6kJan: about $8,600
- $8.4kFeb: about $8,400
- $8.9kMar: about $8,900
- $8.9kApr: about $8,900
- $8.9kMay: about $8,900
- $9.7kJun: about $9,700
- $9.7kJul: about $9,700
- $9.7kAug: about $9,700
- $8.9kSept: about $8,900
- $8.9kOct: about $8,900
From our booking engine (the prices /book shows): busier seasons, weekends and big events cost more; Tuesdays and Wednesdays and booking more than two weeks ahead cost less. Whole aircraft, taxes included; not a quote.
Private jet traffic at Island Lake and Chicago
Arrival
795private jets at Chicago Midway International Airport
Busiest on Mondays (16% of the week's jets): book early for those days.
Other private-jet airports near Chicago
- Dupage Airport (DPA)43 km away680 jets
- Chicago O'Hare International Airport (ORD)25 km away295 jets
- Chicago Executive Airport (PWK)39 km away212 jets
- Lewis University Airport (LOT)35 km away109 jets
From the ADS-B feed behind our live jet map: each jet counted once per airport per day. No registrations or owners are stored. Coverage is best in North America and Europe.
Book now or wait?
Our read of the market for Island Lake to Chicago on your date.
Fly Tue 24 Nov instead
Moving your flight to Tue 24 Nov should cost about 4% less.
- From, on Mon 23 Nov
- $14,950
- Empty legs, past year
- 266 · listed ~3d ahead
Private jet vs business class
Per person, with the hours you save door to door.
Travellers
Private jet
$3,980
per person · Cessna Citation I/SP
3h 28m door to door
Business class
$650
per person · typical flexible fare
5h 20m door to door
You save 1h 53m each, 7h 31m for the group. The jet costs $3,040 more per person, after your time saved.
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.
How much does a private jet from Island Lake to Chicago cost?
$8,900 – $46,000
one way, whole aircraft, all-in estimate
- Return trip from about $15,800 (Piper PA-31 Chieftain, back another day): less than two one-way flights.
- 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 Island Lake Airport's private terminal 15 minutes before take-off, not hours.
- Land at Chicago Midway International Airport, closer to where you are going.
- Fly when you want: your schedule decides, not the airline's.
Island Lake to Chicago, Frequently Asked Questions
How much does a private jet from Island Lake to Chicago cost?
How long is the flight from Island Lake to Chicago by private jet?
Which private jets can fly Island Lake to Chicago non-stop?
Can I book an empty leg from Island Lake to Chicago?
How much is a return private jet from Island Lake to Chicago?
When is the cheapest time to fly private from Island Lake to Chicago?
Which airport do private jets use most near Chicago?
Fly private from Chicago
- GaryUSA · 34 km
- Chicago/Prospect Heights/WheelingUSA · 39 km
- Chicago/West ChicagoUSA · 43 km
- ValparaisoUSA · 72 km
- KenoshaUSA · 91 km
- South BendUSA · 119 km
- Chicago/RockfordUSA · 120 km
- MilwaukeeUSA · 130 km
- West LafayetteUSA · 167 km
- Bloomington/NormalUSA · 175 km
- PeruUSA · 184 km
- KalamazooUSA · 189 km
- MuskegonUSA · 198 km
- MadisonUSA · 199 km
- SavoyUSA · 199 km
- PeoriaUSA · 205 km
- Battle CreekUSA · 214 km
- Grand RapidsUSA · 220 km
- Fort WayneUSA · 232 km
- MolineUSA · 232 km
- DecaturUSA · 236 km
- DubuqueUSA · 253 km
- OshkoshUSA · 253 km
- IndianapolisUSA · 261 km
- MuncieUSA · 262 km
- Terre HauteUSA · 262 km
- AppletonUSA · 282 km
- LansingUSA · 283 km
- Green BayUSA · 302 km
- BurlingtonUSA · 303 km
- BloomingtonUSA · 309 km
- Cedar RapidsUSA · 328 km
- ToledoUSA · 328 km
- FlintUSA · 355 km
- QuincyUSA · 355 km
- FreelandUSA · 357 km
- DetroitUSA · 367 km
- MosineeUSA · 367 km
- La CrosseUSA · 368 km
- PontiacUSA · 370 km
- Traverse CityUSA · 373 km
- Alton/St LouisUSA · 376 km
- DaytonUSA · 380 km
- WausauUSA · 381 km
- WaterlooUSA · 392 km
- WindsorCanada · 400 km
- Cincinnati / CovingtonUSA · 401 km
- St LouisUSA · 404 km
- GaryUSA
- Chicago/Prospect Heights/WheelingUSA
- Chicago/West ChicagoUSA
- ValparaisoUSA
- KenoshaUSA
- South BendUSA
- Chicago/RockfordUSA
- MilwaukeeUSA
- West LafayetteUSA
- Bloomington/NormalUSA
- PeruUSA
- KalamazooUSA
- MuskegonUSA
- MadisonUSA
- SavoyUSA
- PeoriaUSA
- Battle CreekUSA
- Grand RapidsUSA
- Fort WayneUSA
- MolineUSA
- DecaturUSA
- DubuqueUSA
- OshkoshUSA
- IndianapolisUSA
- MuncieUSA
- Terre HauteUSA
- AppletonUSA
- LansingUSA
- Green BayUSA
- BurlingtonUSA
- BloomingtonUSA
- Cedar RapidsUSA
- ToledoUSA
- FlintUSA
- QuincyUSA
- FreelandUSA
- DetroitUSA
- MosineeUSA
- La CrosseUSA
- PontiacUSA
- Traverse CityUSA
- Alton/St LouisUSA
- DaytonUSA
- WausauUSA
- WaterlooUSA
- Cincinnati / CovingtonUSA
- St LouisUSA
- CincinnatiUSA
- EvansvilleUSA
- Charles CityUSA
- WilmingtonUSA
- LouisvilleUSA
- KirksvilleUSA
- KingsfordUSA
- RhinelanderUSA
- MansfieldUSA
- OwensboroUSA
- ColumbusUSA
- Eau ClaireUSA
- PellstonUSA
- Albany (ALB)Albany International Airport
- Albuquerque (ABQ)Albuquerque International Sunport
- Anchorage (ANC)Ted Stevens Anchorage International Airport
- Atlanta (ATL)Hartsfield Jackson Atlanta International Airport
- Austin (AUS)Austin Bergstrom International Airport
- Baltimore (BWI)Baltimore/Washington International Thurgood Marshall Airport
- Birmingham (BHM)Birmingham-Shuttlesworth International Airport
- Boise (BOI)Boise Air Terminal/Gowen Field
- AspenColorado, United States
- Las VegasNevada, United States
- HawaiiHawaii, United States
- The BahamasBahamas, Caribbean
- Cabo San LucasBaja California Sur, Mexico
- Turks and CaicosTurks and Caicos Islands, Caribbean
- NantucketMassachusetts, United States
- The HamptonsLong Island, New York, United States
- Martha's VineyardMassachusetts, United States
- Palm BeachFlorida, United States
- Jackson HoleWyoming, United States
- Vail & Beaver CreekColorado, United States
- Napa ValleyCalifornia, United States
- Key WestFlorida Keys, United States
- The Whitsundays & Hamilton IslandQueensland, Australia
- Lord Howe IslandNew South Wales, Australia
- QueenstownOtago, New Zealand
- MykonosCyclades, Greece
- SantoriniCyclades, Greece
- ParosCyclades, Greece
- St BarthsSaint-Barthélemy, Caribbean
- CourchevelSavoie, French Alps
- CapriCampania, Italy
- The MaldivesIndian Ocean
- GstaadBernese Oberland, Switzerland
- St. MoritzEngadin, Switzerland
- Sardinia & the Costa SmeraldaSardinia, Italy
- BodrumAegean coast, Turkey
- IbizaBalearic Islands, Spain
Aircraft for Island Lake to Chicago
These jets can fly the 1,436 km non-stop. Open one for photos, cabin size and an estimated hourly rate.
Compare them on the private jet fleet page, or track charter prices and empty legs.
More private jet routes from Island Lake
More private jet routes to Chicago
More on both ends of this trip: private jet charter in Chicago.





