Private Jets from Chicago, Illinois to Houston, Texas to Chicago, Illinois

Round Trip Private Jets From Chicago, Illinois to Houston, Texas to Chicago, Illinois

Ideal Position Price™

Ideal Position Prices Available

Book your multi-leg itinerary as separate one way trips to take advantage of the following aircraft ideally positioned for part of your itinerary. Click a button below to update your search and view one way pricing for the ideally positioned aircraft.


Leg 2: EFD to PWK One Way Ideal Position Prices:

  • Midsize Cabin Jet - One way, 3 days, 50 minutes later - Save $

    Change to a one way departing EFD 3 days, 50 minutes later on Monday, December 6th at 2:00pm.

  • Midsize Cabin Jet - One way, 4 days later - Save $

    Change to a one way departing EFD 4 days later on Tuesday, December 7th at 1:10pm.


After booking a one way Ideal Position Price trip, you can book your remaining itinerary legs as separate one way bookings.

    Suggested Aircraft

    The ideal option for your trip based on your preference for:

    Short Notice: Due to high demand our team has to confirm crew availability. Call us at (332) 241-5100

  • Light Cabin Jet

    Embraer Phenom 300, Cessna Citation CJ4, Beechcraft Beechjet 400A or similar

    6
    Thursday, December 2nd
    9:10am PWK
    2h 24m Nonstop
    11:34am EFD
    Friday, December 3rd
    1:10pm EFD
    2h 23m Nonstop
    3:33pm PWK
    $33,087 Plus $2,533.13 tax
    Short Notice Departure (332) 241-5100 Due to high demand our team has to confirm crew availability. Call now to book your flight.
    Real-Time Eligible Aircraft

    Out of 1144 Light Cabin Jets, only 26 aircraft are eligible for your trip based on scheduled position, real-time availability, and price.

    If you book this Light Cabin Jet now, you'll be flying on a Embraer Phenom 300, Cessna Citation CJ4, Beechcraft Beechjet 400A or similar with recovery guaranteed.

    Every aircraft is hand-vetted to ensure a quality, consistent experience.

    • ARGUS, WYVERN, or ISBAO audited
    • $50m+ Liability Coverage Limits
    • Manufactured or Refurbished within 5 years on average
    • Approved and verified models only

  • Small Cabins

    Our small cabins are ideal for shorter trips with up to 4-6 passengers

    Short Notice: Due to high demand our team has to confirm crew availability. Call us at (332) 241-5100

  • Turboprop

    Beechcraft King Air 350, Beechcraft King Air 350i, Beechcraft King Air B200GT or similar

    6
    Thursday, December 2nd
    9:10am PWK
    3h 32m Nonstop
    12:42pm EFD
    Friday, December 3rd
    1:10pm EFD
    3h 30m Nonstop
    4:40pm PWK
    $32,230 Plus $2,468.85 tax
    Short Notice Departure (332) 241-5100 Due to high demand our team has to confirm crew availability. Call now to book your flight.
    Real-Time Eligible Aircraft

    Out of 1830 Turboprops, only 13 aircraft are eligible for your trip based on scheduled position, real-time availability, and price.

    If you book this Turboprop now, you'll be flying on a Beechcraft King Air 350, Beechcraft King Air 350i, Beechcraft King Air B200GT or similar with recovery guaranteed.

    Every aircraft is hand-vetted to ensure a quality, consistent experience.

    • ARGUS, WYVERN, or ISBAO audited
    • $50m+ Liability Coverage Limits
    • Manufactured or Refurbished within 5 years on average
    • Approved and verified models only

  • Light Cabin Jet

    Embraer Phenom 300, Cessna Citation CJ4, Beechcraft Beechjet 400A or similar

    6
    Thursday, December 2nd
    9:10am PWK
    2h 24m Nonstop
    11:34am EFD
    Friday, December 3rd
    1:10pm EFD
    2h 23m Nonstop
    3:33pm PWK
    $33,087 Plus $2,533.13 tax
    Short Notice Departure (332) 241-5100 Due to high demand our team has to confirm crew availability. Call now to book your flight.
    Real-Time Eligible Aircraft

    Out of 1144 Light Cabin Jets, only 26 aircraft are eligible for your trip based on scheduled position, real-time availability, and price.

    If you book this Light Cabin Jet now, you'll be flying on a Embraer Phenom 300, Cessna Citation CJ4, Beechcraft Beechjet 400A or similar with recovery guaranteed.

    Every aircraft is hand-vetted to ensure a quality, consistent experience.

    • ARGUS, WYVERN, or ISBAO audited
    • $50m+ Liability Coverage Limits
    • Manufactured or Refurbished within 5 years on average
    • Approved and verified models only

  • Medium Cabins

    Our medium cabins offer longer range with more cabin space for groups of 6-9 passengers

    Short Notice: Due to high demand our team has to confirm crew availability. Call us at (332) 241-5100

  • Midsize Cabin Jet

    Cessna Citation XLS, Bombardier Lear 45, Cessna Citation Excel or similar

    6
    Thursday, December 2nd
    9:10am PWK
    2h 18m Nonstop
    11:28am EFD
    Friday, December 3rd
    1:10pm EFD
    2h 17m Nonstop
    3:27pm PWK
    $39,719 Plus $3,030.52 tax
    Short Notice Departure (332) 241-5100 Due to high demand our team has to confirm crew availability. Call now to book your flight.
    Real-Time Eligible Aircraft

    Out of 1268 Midsize Cabin Jets, only 37 aircraft are eligible for your trip based on scheduled position, real-time availability, and price.

    If you book this Midsize Cabin Jet now, you'll be flying on a Cessna Citation XLS, Bombardier Lear 45, Cessna Citation Excel or similar with recovery guaranteed.

    Every aircraft is hand-vetted to ensure a quality, consistent experience.

    • ARGUS, WYVERN, or ISBAO audited
    • $50m+ Liability Coverage Limits
    • Manufactured or Refurbished within 5 years on average
    • Approved and verified models only

  • Super-Midsize Cabin Jet

    Bombardier Challenger 350, Bombardier Challenger 300, Cessna Citation X or similar

    8
    Thursday, December 2nd
    9:10am PWK
    1h 52m Nonstop
    11:02am EFD
    Friday, December 3rd
    1:10pm EFD
    1h 51m Nonstop
    3:01pm PWK
    $52,950 Plus $4,022.85 tax
    Short Notice Departure (332) 241-5100 Due to high demand our team has to confirm crew availability. Call now to book your flight.
    Real-Time Eligible Aircraft

    Out of 525 Super-Midsize Cabin Jets, only 16 aircraft are eligible for your trip based on scheduled position, real-time availability, and price.

    If you book this Super-Midsize Cabin Jet now, you'll be flying on a Bombardier Challenger 350, Bombardier Challenger 300, Cessna Citation X or similar with recovery guaranteed.

    Every aircraft is hand-vetted to ensure a quality, consistent experience.

    • ARGUS, WYVERN, or ISBAO audited
    • $50m+ Liability Coverage Limits
    • Manufactured or Refurbished within 5 years on average
    • Approved and verified models only

  • There's more:

    Based on your criteria, we have made adjustments to make your trip possible. This may be due to aircraft size or runway length.
    These results are still the closest to your desired locations with your choice of aircraft.

  • Gulfstream®

    Gulfstream G550, Gulfstream G450, Gulfstream GV or similar

    12
    Required Changes
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    Estimated Price $90k Plus $6,764.47 tax
    View more
  • Large Cabin Jet

    Dassault Falcon 2000, Gulfstream GV, Bombardier Challenger 604 or similar

    9
    Required Changes
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    Estimated Price $59k Plus $4,475.18 tax
    View more
  • Super-Midsize Cabin Jet

    Gulfstream G200, Cessna Citation X, Gulfstream G280 or similar

    8
    Required Changes
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    Estimated Price $57k Plus $4,317.00 tax
    View more
  • Midsize Cabin Jet

    Bombardier Lear 45XR, Bombardier Lear 75, Beechcraft Hawker 800XP or similar

    7
    Required Changes
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    Estimated Price $38k Plus $2,931.60 tax
    View more
  • Light Cabin Jet

    Cessna Citation Encore, Bombardier Lear 75, Bombardier Lear 70 or similar

    6
    Required Changes
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    • PWK is too short, use ORD instead
      • ORD (Chicago O'Hare International) is 10 mi away
    Estimated Price $47k Plus $3,555.00 tax
    View more
  • Find a better price? We'll beat it

    Our pricing is based on real-time positioning of aircraft and their actual operating costs, and will not be beat. If you find a better quote for your itinerary, it’s either an aircraft we do not have in our system or has not met our quality standards.

    Send us the better quote and if it meets our quality standards we’ll add the aircraft to our system and beat the price by $500 or more.

    Share the quote

    Need Something Specific?

    Our instant booking ensures a consistent experience but we want to make sure you get exactly what you need. If you would like to book a specific model or have special requirements, our flight advisors are standing by to assist.


    Personally Confirmed

    Charles Denault, Founder & CEO SimpleCharters We know that technology isn't always enough. Our team of flight advisors will personally ensure the accuracy of all trip details, safety, and special requests. Have a question? Call us at (332) 241-5100

    Our flight advisors pay special attention to all of the following:

    • Your itinerary and special requirements
    • Pilot experience and background
    • Aircraft quality, history, and safety
    • Weather impacts & potential delays
    • All regulatory requirements, TFRs/NOTAMs, etc.

    How It Works

    We make booking private jets simple. Here's what to expect when instant booking your trip:

    • Book & Instant Confirmation

      Securely book online to receive instant confirmation and your preliminary trip sheet. Update your passenger and luggage information at your convenience

    • Flight Advisor Review

      Your flight advisor will review all details, make FBO arrangements, and personally review your trip

    • Final Flight & Weather Review

      Within 24 hours of departure, your captain will conduct a final review of the flight plan, weather, and safety

    • Final Tail Number

      Within 12-24 hours before departure you'll receive your assigned tail number, flight tracking, and the names of your flight crew

    • Time To Fly!

      Arrive at the FBO 30 minutes before departure, meet your crew, board the aircraft, and take off!


    Demand Outlook

    Over the last 7 days, customers have looked at pricing for similar itineraries 29 times. These dates have low availability.