Private charter between Chicago and Regina starts at US$23,500 aboard a light jet.
This route runs both ways — Chicago (ORD) to Regina (YQR) and Regina to Chicago — timed and priced alike.
As the crow flies, Chicago to Regina is roughly 1,590 kilometres — 988 miles, or 859 nautical miles.
From US$23,500 · Reply within the hour · No obligation
Guide pricing for Chicago–Regina spans US$23,500 – US$65,000: from a light jet (Cessna Citation CJ3+) at the entry level to a super midsize jet (Challenger 350) at the top. All cabins are pet-friendly — travel with dogs and pets beside you.
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.
A stand-up cabin and more baggage room for medium-haul comfort. With seating for 7-9, it balances cabin comfort against running cost.
Intercontinental comfort with a full stand-up cabin and separate sleeping area. It seats 9-12 and is a frequent choice on sectors of this length.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Light Jet · rec. | 2h 26m | 2h 11m – 2h 41m | US$23,500 | 6-8 |
| Midsize Jet | 2h 23m | 2h 09m – 2h 37m | US$34,000 | 7-9 |
| Super Midsize Jet | 2h 14m | 2h 01m – 2h 27m | US$46,500 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation CJ3+ | 2h 26m | US$23,500 – US$33,000 | 6-8 |
| Embraer Phenom 300E | 2h 22m | US$26,000 – US$36,500 | 6-8 |
| Learjet 75 Liberty | 2h 15m | US$28,000 – US$39,500 | 6-8 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 2h 23m | US$34,000 – US$47,500 | 7-9 |
| Hawker 900XP | 2h 22m | US$37,500 – US$52,500 | 7-9 |
| Embraer Praetor 500 | 2h 16m | US$41,000 – US$57,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 2h 14m | US$46,500 – US$65,000 | 9-12 |
| Cessna Citation Longitude | 2h 14m | US$51,000 – US$71,500 | 9-12 |
| Embraer Praetor 600 | 2h 16m | US$56,000 – US$78,000 | 9-12 |
The return leg uses the same aircraft and guide pricing; timings may shift up to ±10% depending on winds.
Guide prices are one-way estimates incl. positioning; taxes/handling extra. Round-trip and one-way both available.
Every Chicago–Regina quote is built fresh: distance and wind factor, fuel costs across the regions you cross, landing and handling fees, and live aircraft positioning. No estimates — the number we give you is the number you pay. International routing adds overflight permits and customs clearance to the final figure.
Both cities are served by several airports, giving flexibility on slots and routing:
Chicago, United States: Chicago O'Hare International Airport, Chicago Midway International Airport and Lansing Municipal Airport.
Regina, Canada: Regina International Airport.
See the guide range — US$23,500 – US$65,000 — before you even submit a request. No bait-and-switch.
Your group travels alone. No strangers, no overheard calls — just your party from Chicago to Regina.
Pets are welcome on every Chicago–Regina charter, in the cabin, not the hold. Note them in your enquiry.
Every aircraft and crew we place is from a certified, audited operator. You fly with professionals, not unknowns.
The Chicago to Regina route is a popular international private-jet path for both business travellers and leisure flyers seeking direct access without commercial schedules.
As a guide, charter ranges US$23,500 – US$65,000 one-way — from a light jet (Cessna Citation CJ3+) at the lower end. Final pricing depends on dates, group size and availability.
Roughly 2h 26m airborne across the 1,590 km sector — timings shift a little with winds and aircraft.
This sector is mainly served by Light Jet, Midsize Jet, Super Midsize Jet. We lead with a light jet for the best balance of cost, cabin and range.
Often yes: same-day and next-day Chicago–Regina departures are possible when aircraft and crew are positioned nearby.
Yes. Our Chicago–Regina charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Of course: Regina to Chicago runs on the same aircraft and pricing, so round trips are straightforward.
Other flights from Chicago | Regina | United States | North America
