Charter Colorado Springs to Chicago privately from US$22,000, about 2h 14m gate to gate. Request your price in minutes.
Private jet charter from Colorado Springs (COS) to Chicago (ORD), and from Chicago (ORD) back to Colorado Springs (COS).
As the crow flies, Colorado Springs to Chicago is roughly 1,463 kilometres — 909 miles, or 790 nautical miles.
From US$22,000 · Reply within the hour · No obligation
Guide pricing for Colorado Springs–Chicago spans US$22,000 – US$61,000: 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. With seating for 9-12, it balances cabin comfort against running cost.
| Category | Outbound | Return (±10% wind) | From (USD) | Seats |
|---|---|---|---|---|
| Midsize Jet · rec. | 2h 14m | 2h 01m – 2h 27m | US$31,500 | 7-9 |
| Super Midsize Jet | 2h 05m | 1h 53m – 2h 18m | US$43,500 | 9-12 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Cessna Citation XLS+ | 2h 14m | US$31,500 – US$44,000 | 7-9 |
| Hawker 900XP | 2h 12m | US$34,500 – US$48,500 | 7-9 |
| Embraer Praetor 500 | 2h 07m | US$38,000 – US$53,000 | 8-10 |
| Aircraft | Flight time | Cost range (USD) | Passengers |
|---|---|---|---|
| Challenger 350 | 2h 05m | US$43,500 – US$61,000 | 9-12 |
| Cessna Citation Longitude | 2h 05m | US$48,000 – US$67,000 | 9-12 |
| Embraer Praetor 600 | 2h 07m | US$52,000 – US$73,000 | 9-12 |
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.
Jet charter costs between Colorado Springs and Chicago are driven by three main factors: the direct distance and winds on the day, fuel costs at both ends, and airside fees at each airport. Final pricing is confirmed against real aircraft availability before you book.
Private departures on this route use the following airports — we will recommend the best fit for your schedule:
Colorado Springs, United States: City of Colorado Springs Municipal Airport, Meadow Lake Airport, Pueblo Memorial Airport and Fremont County Airport.
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.
Counts every airfield flown for each city — Colorado Springs: Colorado Springs (COS); Chicago: Chicago (MDW, ORD), Chicago/West Chicago (DPA), Chicago/Romeoville (LOT).
Observed traffic points to a weekday route with afternoon departures, on the departures logged so far.
Chicago→Colorado Springs runs about 17 minutes longer, which is the prevailing wind rather than the distance.
| Direction | Departures observed | Typical block | Fastest seen | Aircraft observed |
|---|---|---|---|---|
| Colorado Springs → Chicago | 11 | 115 min | 105 min | Gulfstream G280 (2) |
| Chicago → Colorado Springs | 19 | 132 min | — | Embraer Phenom 300 (3), Cessna Citation XLS (2), Honda HondaJet (2), Gulfstream G280 (2) |
30 movements observed, 2025-08-17 to 2026-08-16.
| City of Colorado Springs Municipal Airport | Chicago O'Hare International Airport | |
|---|---|---|
| Code | KCOS / COS | KORD / ORD |
| Longest hard runway | 13,500 ft | 13,000 ft |
| Surface | Concrete | Concrete |
| Field elevation | 6,187 ft | 680 ft |
City of Colorado Springs Municipal Airport is at 6,187 ft, high enough to reduce performance on a warm day; your operator may limit payload on departure.
All 16 aircraft we quote for Colorado Springs to Chicago can use both airfields and fly the route non-stop. City of Colorado Springs Municipal Airport has 13,500 ft and Chicago O'Hare International Airport 13,000 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. At 1,463 km it is close to the limit for the shortest-legged aircraft here, the Embraer Phenom 100EV at 2,180 km.
Alternates within range: Meadow Lake Airport (6,001 ft, 19 km) · Pueblo Memorial Airport (10,498 ft, 60 km) · Fremont County Airport (5,399 ft, 55 km) · Butts AAF (Fort Carson) Air Field (4,500 ft, 15 km) · 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)
No hubs, no layovers, no fixed departures. The Colorado Springs–Chicago sector leaves when you do.
Commercial adds hours in terminals. Private charter cuts the Colorado Springs–Chicago trip to about 2h 14m gate to gate.
We can route through smaller, less congested airfields at either end, often a shorter drive from your actual destination.
See the guide range — US$22,000 – US$61,000 — before you even submit a request. No bait-and-switch.
Colorado Springs–Chicago is a frequently chartered domestic sector for executives and families alike, prized for flexibility and time saved.
As a guide, charter ranges US$22,000 – US$61,000 one-way — from a midsize jet (Cessna Citation XLS+) at the lower end. Final pricing depends on dates, group size and availability.
Roughly 2h 14m gate to gate across the 1,463 km sector — timings shift a little with winds and aircraft.
Midsize Jet, Super Midsize Jet are the usual choices here; our pick is a midsize jet for value and comfort on this distance.
Often yes: same-day and next-day Colorado Springs–Chicago departures are possible when aircraft and crew are positioned nearby.
Yes. Our Colorado Springs–Chicago charters are dog- and pet-friendly with in-cabin access — note your pet in the enquiry.
Yes — the route is fully bidirectional, with the same guide price and timing on the return leg.
Other flights from Colorado Springs | Chicago | United States | North America
