Aspen to Chicago Private Jet Flights
Private Jet Charter provides on-demand private flights between Aspen and Chicago. Chicago’s finance, law and commodities firms have long sent partners and clients to Aspen, and many Chicago families keep second homes in the Roaring Fork Valley.
Most trips start in Chicago and head west, peaking in ski season from December through March. Summer brings a second wave for the Aspen Ideas Festival in June and for the valley’s music and hiking season. Return trips run on Sundays after a weekend or at the end of a holiday week. Business demand holds through the year.
With a private jet rental, you leave on your own schedule and skip the terminal queues at both ends. A private jet charter from Aspen to Chicago also takes you in and out of the small airport in the valley itself.
Check availability for your dates.

Empty Leg Flights to Chicago
Enquire NowMost Popular Aircraft to Fly Between Aspen and Chicago
Aspen to Chicago is about 890 nautical miles. The light jet Embraer Phenom 300E comes closest to its limit on this leg, because a full load at Aspen's altitude cuts its margin. The midsize jets, the Citation XLS and the Hawker 800XP/900XP, have more room, and the larger categories give the most.
The Aspen departure is the variable that matters. The airport sits at about 7,800 feet, so heat and a full cabin on a summer afternoon reduce takeoff performance. Book a super midsize jet, either the Citation Latitude or the Bombardier Challenger 350, for the best margin on that takeoff without paying for more aircraft than you need. The large jet Bombardier Challenger 650 has more margin still.
For the December to March ski peak, book the super midsize category furthest ahead.
Below are some of the most popular aircraft frequently chartered for private jet flights between Aspen and Chicago:
Rent Midsize Jets Citation XLS
Rent Super Midsize Jets Citation Latitude
Rent Light Private Jets Embraer Phenom 300E
Rent Midsize Jets Hawker 800XP/900XP
Rent Super Midsize Jets Bombardier Challenger 350
Rent Large Private Jets Bombardier Challenger 650
Best Airports for Private Jets Between Aspen and Chicago
Aspen Airports
- Aspen/Pitkin County Airport (ASE): About 5 minutes to downtown Aspen and about 10 minutes to Snowmass Village. This is the airport for the valley and the practical choice for almost every charter departure from Aspen. Mountain weather can cause delays and diversions, particularly in winter.
Chicago Airports
- Chicago Executive Airport (PWK): About 30 minutes to Northbrook outside rush hour, and closer to 50 minutes to the Loop after 4 p.m. It serves the north and northwest side.
- Chicago Midway International Airport (MDW): About 20 minutes to the Loop outside rush hour, and longer on weekday afternoons. It serves downtown and the south side.
For most trips, fly into Chicago Executive (PWK) if you are heading to the north shore or northwest suburbs, and use Midway (MDW) for downtown. You depart from Aspen (ASE) either way.
Private jet airports near Aspen and Chicago
How Much Does a Private Jet Charter Cost from Aspen to Chicago?
| Aircraft Type | Estimated Price Range | Average Flight Duration | Example Aircraft |
|---|---|---|---|
| Light Jet | $10,500 – $15,000 | 2 hr 20 min | Embraer Phenom 300E Lear 35 Nextant 400XT Citation Bravo Premier 1 |
| Midsize Jet | $14,500 – $21,000 | 2 hr 15 min | Citation XLS Hawker 800XP/900XP Learjet 60 Citation VII Embraer Legacy 450 |
| Super Midsize Jet | $18,500 – $27,000 | 2 hr 10 min | Citation Latitude Bombardier Challenger 350 Hawker 4000 Bombardier Challenger 300 Citation Sovereign |
| Large Jet | $25,000 – $36,000 | 2 hr 10 min | Bombardier Challenger 650 Falcon 900LX/EX Gulfstream G450 Embraer Legacy 650E Bombardier Challenger 850 |
Final prices run toward the top of each range during the December to March ski peak. Repositioning an aircraft to Aspen can also raise the price, depending on where the aircraft is when you book.
Round-Trip Private Jet Charter Between Aspen and Chicago
The prices in the table are one-way. For the super midsize jet I recommend, a same-day return is workable at the flight time shown there. A full day on the ground still makes for a long day, so plan an overnight if you need an evening or a full day of meetings.
If you stay a night or more, the aircraft and crew can wait for you, and the crew’s hotel and daily expenses for each night go into the round-trip quote. The other option is to send the aircraft home and have it return for you, which adds two positioning flights. On a leg this long, one or two nights usually tips toward waiting. A longer stay shifts the balance toward sending the aircraft home. Include your return date when you request a quote.
Ready to Book Your Private Jet from Aspen to Chicago?
Our agents answer 24/7, and we help you choose the aircraft category and the Chicago airport pairing that fits your destination. We source the aircraft from operators and negotiate the price with them directly.
Call our charter team at +1 (954) 727-0629 or email flights@privatejetcharter.com for help with your flight between Aspen and Chicago. You can also request a private charter flight quote online with your dates and group size.
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