Private charter between Chicago and Regina starts at US$23,500 aboard a midsize 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 858 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 midsize jet (Cessna Citation XLS+) 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.
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 |
|---|---|---|---|---|
| Midsize Jet · rec. | 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 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. 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.
Both cities are served by several airports, giving flexibility on slots and routing:
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.
Regina, Canada: Regina International Airport and Moose Jaw Air Vice Marshal C. M. McEwen Airport.
| Chicago O'Hare International Airport | Regina International Airport | |
|---|---|---|
| Code | KORD / ORD | CYQR / YQR |
| Longest hard runway | 13,000 ft | 7,900 ft |
| Surface | Concrete | Asphalt |
| Field elevation | 680 ft | 1,894 ft |
| Aircraft | Needs | Range | On this route |
|---|---|---|---|
| Embraer Phenom 100EV Very Light Jet |
3,200 ft | 2,180 km | Non-stop |
| Cessna Citation M2 Very Light Jet |
2,900 ft | 2,410 km | Non-stop |
| Cessna Citation CJ3+ Light Jet |
3,500 ft | 3,700 km | Non-stop |
| Embraer Phenom 300E Light Jet |
3,278 ft | 3,650 km | Non-stop |
| Cessna Citation XLS+ Midsize Jet |
4,200 ft | 3,900 km | Non-stop |
| Hawker 900XP Midsize Jet |
5,576 ft | 4,600 km | Non-stop |
| Challenger 350 Super Midsize Jet |
4,930 ft | 5,926 km | Non-stop |
| Cessna Citation Longitude Super Midsize Jet |
4,900 ft | 6,400 km | Non-stop |
| Embraer Praetor 600 Super Midsize Jet |
4,692 ft | 7,220 km | Non-stop |
| Challenger 605 Heavy Jet |
5,440 ft | 7,400 km | Non-stop |
| Gulfstream G450 Heavy Jet |
5,300 ft | 7,800 km | Non-stop |
| Falcon 2000LXS Heavy Jet |
4,790 ft | 7,400 km | Non-stop |
| Bombardier Global 7500 Ultra Long Range Jet |
6,000 ft | 14,260 km | Non-stop |
| Bombardier Global 6000 Long Range Jet |
5,800 ft | 11,112 km | Non-stop |
| Gulfstream G650 Long Range Jet |
6,000 ft | 12,960 km | Non-stop |
| Falcon 8X Long Range Jet |
4,800 ft | 11,945 km | Non-stop |
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) · Moose Jaw Air Vice Marshal C. M. McEwen Airport (8,326 ft, 65 km) · Moose Jaw Municipal Airport (4,000 ft, 51 km) · Lumsden (Colhoun) Airport · Regina Beach 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 midsize jet (Cessna Citation XLS+) at the lower end. Final pricing depends on dates, group size and availability.
Roughly 2h 23m airborne across the 1,590 km sector — timings shift a little with winds and aircraft.
This sector is mainly served by Midsize Jet, Super Midsize Jet. We lead with a midsize 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
