Fly private between Chicago and Toronto from US$9,500 for a very light jet (Embraer Phenom 100EV). Get an instant quote.
Private jet charter from Chicago (ORD) to Toronto (YYZ), and from Toronto (YYZ) back to Chicago (ORD).
Chicago and Toronto lie approximately 700 km apart (435 mi / 378 nm) on a direct routing.
From US$9,500 · Reply within the hour · No obligation
Expect US$9,500 – US$26,500 for a one-way charter between Chicago and Toronto, depending on the aircraft — a very light jet sits at the lower end, larger jets above. Pets are welcome in-cabin on every option.
Efficient for short hops with two to four passengers. With seating for 4-6, it balances cabin comfort against running cost.
The popular choice for this distance — strong value and cabin comfort. It seats 6-8 and is a frequent choice on sectors of this length.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Very Light Jet · rec. | 1h 22m | 1h 14m – 1h 30m | US$9,500 | 4-6 |
| Light Jet | 1h 18m | 1h 10m – 1h 26m | US$13,000 | 6-8 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Embraer Phenom 100EV | 1h 22m | US$9,500 – US$13,500 | 4-6 |
| Cessna Citation M2 | 1h 20m | US$10,500 – US$15,000 | 4-6 |
| HondaJet Elite II | 1h 18m | US$11,500 – US$16,000 | 4-6 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation CJ3+ | 1h 18m | US$13,000 – US$18,000 | 6-8 |
| Embraer Phenom 300E | 1h 16m | US$14,500 – US$20,000 | 6-8 |
| Learjet 75 Liberty | 1h 13m | US$15,500 – US$21,500 | 6-8 |
Outbound and return are priced alike on identical aircraft; expect roughly ±10% variation in time by wind.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
Every Chicago–Toronto quote is built fresh: distance and wind factor, fuel costs across the regions you cross, landing and handling fees, and live aircraft positioning. The figure shown is a guide; we confirm a firm price against live availability. International routing adds overflight permits and customs clearance to the final figure.
You can fly to or from any of these airports at each end; we match the most convenient to your trip:
Chicago, United States: Chicago O'Hare International Airport, Dupage Airport, Chicago Executive Airport, Chicago Midway International Airport, Gary/Chicago International Airport and Lewis University Airport.
Toronto, Canada: Toronto Pearson International Airport, John C. Munro Hamilton International Airport, Region of Waterloo International Airport and Niagara District Airport.
Counts every airfield flown for each city — Chicago: Chicago/West Chicago (DPA), Chicago (MDW, ORD), Chicago/Romeoville (LOT), Chicago/Prospect Heights/Wheeling (PWK); Toronto: Toronto (YYZ), Breslau (YKF).
Observed traffic makes this a weekday route with afternoon departures: departures cluster on Wed, most often around 20:00 UTC.
Toronto→Chicago runs about 12 minutes longer, which is the prevailing wind rather than the distance.
Sat is the quietest day we observe on this pairing, which is usually when an aircraft is easiest to source at short notice.
| Direction | Departures observed | Typical block | Fastest seen | Aircraft observed |
|---|---|---|---|---|
| Chicago → Toronto | 57 | 64 min | 53 min | Dassault Falcon 2000 (6), Bombardier Challenger (5), Embraer Phenom 300 (4), Cessna Citation Ultra (4) |
| Toronto → Chicago | 93 | 76 min | — | Dassault Falcon 900 (9), Bombardier Challenger (8), Cessna Citation Latitude (8), Bombardier Challenger 300 (8) |
150 movements observed, 2025-08-17 to 2026-08-16.
| Chicago O'Hare International Airport | Toronto Pearson International Airport | |
|---|---|---|
| Code | KORD / ORD | CYYZ / YYZ |
| Longest hard runway | 13,000 ft | 11,120 ft |
| Surface | Concrete | ASP/CONC |
| Field elevation | 680 ft | 569 ft |
All 19 aircraft we quote for Chicago to Toronto can use both airfields and fly the route non-stop. Chicago O'Hare International Airport has 13,000 ft and Toronto Pearson International Airport 11,120 ft, both comfortably beyond the 6,000 ft the largest types here need, so field length is not what decides the aircraft on this route — cabin size and range are. The leg is 700 km.
Alternates within range: Dupage Airport (7,571 ft, 30 km) · Chicago Executive Airport (5,001 ft, 15 km) · Chicago Midway International Airport (6,522 ft, 25 km) · Gary/Chicago International Airport (8,859 ft, 57 km) · John C. Munro Hamilton International Airport (10,006 ft, 61 km) · Region of Waterloo International Airport (7,003 ft, 65 km) · Niagara District Airport (5,000 ft, 65 km) · Billy Bishop Toronto City Airport (3,988 ft, 20 km)
Charter safety is non-negotiable. All operators on our network carry current AOC certification and third-party audits.
Send your request and expect a real answer within the hour — not an automated holding reply, but live options with pricing.
No hubs, no layovers, no fixed departures. The Chicago–Toronto sector leaves when you do.
No queues, no security theatre. From kerb to cruising altitude in under 20 minutes.
Demand on Chicago–Toronto comes from corporate trips and getaways in equal measure — a international route where private charter pays off in time and privacy.
As a guide, charter ranges US$9,500 – US$26,500 one-way — from a very light jet (Embraer Phenom 100EV) at the lower end. Final pricing depends on dates, group size and availability.
Roughly 1h 22m gate to gate across the 700 km sector — timings shift a little with winds and aircraft.
Very Light Jet, Light Jet are the usual choices here; our pick is a very light jet for value and comfort on this distance.
Often yes: same-day and next-day Chicago–Toronto departures are possible when aircraft and crew are positioned nearby.
Yes. Our Chicago–Toronto charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Of course: Toronto to Chicago runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Chicago | Toronto | United States | North America
