Empty Leg Flights from Portland to Chicago midway international

Looking for great deals on empty leg flights from Portland to Chicago midway international Take advantage of private jet savings with one-way or return empty leg flights. Whether you're departing from Portland (PDX) to Chicago midway international (MDW) or planning your journey back, book your next flight today and enjoy a luxurious, cost-effective travel experience.

From:
Portland (PDX)
To:
CHICAGO MIDWAY INTERNATIONAL (MDW)
Departure date:
22.05.2025
Aircraft:
Challenger 650
Capacity:
19
$19,387
Distance between PDX - MDW:
1747 mi (2812 km)
Estimated flight duration:
3 hours : 17 minutes
Cost per person:
$1020.39
Cost per hour:
$5887.93
Challenger 650 image 1
Challenger 650 image 2
From:
Portland (PDX)
To:
CHICAGO MIDWAY INTERNATIONAL (MDW)
Departure date:
12.06.2025
Aircraft:
Hawker 1000
Capacity:
14
$19,984
Distance between PDX - MDW:
1747 mi (2812 km)
Estimated flight duration:
3 hours : 45 minutes
Cost per person:
$1427.4
Cost per hour:
$5308.59
Hawker 1000 image 1
Hawker 1000 image 2
From:
Portland (PDX)
To:
CHICAGO MIDWAY INTERNATIONAL (MDW)
Departure date:
03.07.2025
Aircraft:
Learjet 40XR
Capacity:
7
$9,481
Distance between PDX - MDW:
1747 mi (2812 km)
Estimated flight duration:
3 hours : 18 minutes
Cost per person:
$1354.46
Cost per hour:
$2872.69
Learjet 40XR image 1
Learjet 40XR image 2

What Are Empty Leg Flights?

Empty leg flights are one-way private jet charters that depart without passengers, typically after completing a paid trip. These flights occur when an aircraft has already been booked for a specific route and schedule but returns empty to its original location. Since the flight is not generating revenue, charter operators offer these empty legs at significantly reduced prices.

Benefits of Empty Leg Flights from Portland to CHICAGO MIDWAY INTERNATIONAL

Booking an empty leg flight from Portland to CHICAGO MIDWAY INTERNATIONAL can provide cost savings of 50-75% compared to regular private jet charters. Additionally, these flights offer flexibility in scheduling and the opportunity to travel on a luxurious private aircraft.

How to Find Empty Leg Flights

To find empty leg flights from Portland to CHICAGO MIDWAY INTERNATIONAL, consider using charter brokers or online platforms that specialize in private jet charters. Booking in advance can also increase your chances of finding available empty legs. Be prepared to act quickly when an opportunity arises, as these deals are often time-sensitive.

Popular Routes

Some popular routes from Portland to CHICAGO MIDWAY INTERNATIONAL that may have empty leg flights available include:

  • Portland International Airport (PDX) to Chicago Midway International Airport (MDW)
  • PDX to MDW with a layover in Denver or Dallas

Airports and Terminals

The main airports handling empty leg flights from Portland to CHICAGO MIDWAY INTERNATIONAL include:

  • Portland International Airport (PDX)
  • Chicago Midway International Airport (MDW)

Frequently Asked Questions

Are empty leg flights always available?

No, availability depends on aircraft schedules and demand. Be prepared to act quickly when an opportunity arises.

Can I choose the exact departure time?

Departure times are fixed based on the aircraft’s original schedule. You may have limited flexibility in scheduling but can still enjoy significant cost savings.

How much can I save with empty leg flights?

You can expect to save 50-75% compared to regular private jet charter prices, making empty leg flights an attractive option for those seeking luxury travel at a lower cost.