Speedy, powerful twin-engine aircraft for families and groups.
Piper Navajo, Cessna 402 or similar
3h 34m
7
4
A nice efficient jet option for a small group with a short to medium-range mission.
Cirrus Visionjet, Embraer Phenom, Citation Mustang, Eclipse 500 or similar
2h 5m
4
2
Your turbo-powered hauler. Fits moderate groups with luggage, including car seats, strollers, bikes, skis, and golf clubs.
Pilatus PC-12, Beechcraft King Air, Piper Meridian, Cessna Conquest, Socata TBM or similar
2h 48m
5-8
6
Many midsize and most "super midsize" jets have transcontinental range for your group of as many as 8 passengers.
Hawker 800, Citation Excel, Learjet 60 or similar
2h 0m
8
5
Medium-range flights with turbojet speed. Cruise above the weather with high-altitude comfort.
Hawker 400, Citation CJ, Phenom 300 or similar
2h 0m
7
4
Book private charter flights from Chicago, IL to Winnipeg, MB. Choose the most convenient airport serving the Winnipeg area, including Winnipeg / James Armstrong Richardson International Airport (CYWG), and Gimli Industrial Park Airport (CYGM). Pick the private plane best suited for your itinerary: from small piston engine planes, to turboprops, to light jets, midsize, large cabin, and ultra-long range business jets.
Linear Air offers air charter flights to destinations around the world, with a wide range of private planes and business jets available for flights when you want them.
The total private charter cost between Chicago to Winnipeg ranges from $15824 to $25332 for the specified travel dates. The total fare price for the entire charter plane (price per person is based on the number of passengers entered above).
Flight time depends on the aircraft class and model you choose from among single-engine or twin-engine propeller planes, turboprops, and private jets.
The flight distance from Chicago to Winnipeg is 615 miles and flight time ranges from 2h 0m to 3h 34m, based on plane type. If you were to drive from Chicago to Winnipeg, it would take 16 hours 58 minutes to drive 849 miles.
Simply enter your flight search above for destinations in the U.S., Canada, Mexico, Bermuda, the Caribbean and Europe. For more help on flight searches, please see How It Works. Air taxis fly to 10x more airports than airlines. Your search will help you find the closest one to you!
Once you've searched above, select your flight. Choose your aircraft type: luxury jet, business-class turbo-prop, or affordable air taxi: based on number of seats, speed, and non-stop range. And the entire plane is yours!
Share extra seats and receive credit for future plane or jet rental. Simply enter your flight search above, select your flight, continue your purchase, and, as you enter your Billing Address, simply check "I would like to share my extra seat!"