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Private Jet
Chicago
to Miami

KMDW → KOPF · 2.5hr flight · Citation XLS+ most popular · All-in from $16,000

Get a Quote → About KMDW
$16,000
All-In Est.
2.5hr
Flight Time
8
Max Pax
60min
Quote Time
Route Details

Chicago → Miami
Everything You Need to Know

MDW to OPF. Midsize jets dominate this route. 2.5 hours vs 3.5 hours commercial plus airport time — the math strongly favors charter.

LetsLeaveNow sources Chicago–Miami availability from 9+ certified brokers simultaneously. We check Jettly, Stratos Jets, Paramount, Mercury Jets, Air Charter Service, VistaJet, Villiers Jets, STA Jets, and ONEflight — returning the best available aircraft at the best price.

AircraftPaxEst. PriceFlight TimeBest For
Very Light Jet1–3$5,3332.5hrSolo executives
Citation XLS+8$16,0002.5hrMost popular
Heavy Jet14–16$32,0002.5hrLarge groups
Door to Door

Ground Transport on
Both Ends of Chicago → Miami

LetsLeaveNow coordinates the full trip — not just the flight. Black car from your origin to KMDW, and another from KOPF to your hotel, residence, or meeting.

🚘 Chicago Pickup
Black Car to KMDW
Executive sedan or Sprinter van from any Chicago address to the KMDW FBO. Driver meets you curbside.
$195+
Add Ground →
🚘 Miami Arrival
Transfer from KOPF
Your driver is waiting when you land. Any Miami hotel, residence, or venue. No wait, no line.
$195+
Add Ground →
✈ Return Leg
Miami → Chicago
Book the return leg at the same time to lock in pricing and guarantee aircraft availability.
Same rate
Book Return →
Other Routes

Other Popular
Private Jet Routes

✈ New York → Miami✈ New York → Palm Beach✈ New York → Los Angeles✈ New York → London✈ Miami → Nassau
FAQ

Questions About
Chicago to Miami

How much does a private jet from Chicago to Miami cost? +
The all-in charter price from KMDW to KOPF on a Citation XLS+ is approximately $16,000. This includes our 30% brokerage, FBO handling fees, catering, and black car ground transfers at both ends. VLJs start lower; heavy jets run higher.
How long is the flight from Chicago to Miami? +
Private jet flight time from KMDW to KOPF is approximately 2.5 hours. Add 30–45 minutes on each end for FBO processing and you're looking at 4.0 hours total door-to-door — often faster than commercial when you factor in TSA, gates, and delays.
Are there empty leg deals on Chicago to Miami? +
Yes — the Chicago–Miami corridor is one of the most active for empty leg availability. Repositioning flights on this route sell for 50–75% below normal charter rates. Sign up for LetsLeaveNow deal alerts to get notified when one becomes available.
What airports do you use for Chicago? +
KMDW (Chicago) is our primary FBO for this route. Depending on your origin address, we may recommend alternatives for better drive time. Our brokers will advise on the optimal departure airport when you request a quote.