---
title: "Chicago and Portland Private Jet Flights - PrivateJet.com"
description: "Charter a private jet from Chicago to Portland with PrivateJet.com, a global domain for private aviation. Book a private flight and get transparent costs."
canonical: "https://privatejet.com/routes/chicago-portland/"
image: "https://privatejet.com/wp-content/uploads/2026/10/Chicago-to-Portland.jpg"
---

# Chicago and Portland Private Jet Charter

## Private Jet Charter between Chicago and Portland

Chicago is located roughly in the center of the country, while Portland, Oregon, is near its western edge; between them lie about 1,730 miles of plains and mountains. This route connects corporate headquarters and trading firms in the Loop with sportswear brands in the Portland area and microchip factories in Hillsboro, though many of those who travel it are not on business at all.

Chicagoans fly west, to the Oregon coast, to wine tastings south of Portland, and to play golf at Bandon Dunes. Portland residents head east to spend the summer on the shores of Lake Michigan, catch a Cubs game at Wrigley Field, or enjoy an evening at the theater. With PrivateJet.com, your private jet departs from Chicago Executive, Midway, or O’Hare Airport, whichever is closest to your home or office.

## What Does a Private Jet Charter between Chicago and Portland Cost?

The average cost of a one-way charter flight includes:

1. Light Jets: $30,000 – $31,500;
2. Midsize Jets: $27,500 – $29,500;
3. Super Midsize Jets: $33,000 – $35,500;
4. Heavy Jets: $41,500 – $46,000;
5. Ultra Long Range Jets: $51,000 – $56,000.

On the Chicago–Portland route, the smallest private plane isn’t the cheapest: prices for midsize jets start lower than those for light jets. Some light jets are forced to make refueling stops during the westbound flight, especially in winter headwinds, while a midsize jet covers the entire distance nonstop.

## Flight Time between Chicago and Portland

A flight on a private jet from Chicago to Portland takes between 3 hours and 50 minutes and 5 hours and 10 minutes. The exact duration of your flight within this range depends on the type of aircraft and the weather conditions on the day of the flight.

The time in Portland is two hours behind the time in Chicago. The plane flies over the northern plains and the Rocky Mountains, then descends over the Columbia River.

## Best Private Jet Airports in Chicago and Portland

### Chicago

Chicago Executive Airport (PWK)
Chicago Midway International Airport (MDW)
Chicago O’Hare International Airport (ORD)
DuPage Airport (DPA)

### Portland

Portland International Airport (PDX)
Portland-Hillsboro Airport (HIO)
Aurora State Airport (UAO)

## Private Jets for Charter Flights between Chicago & Portland

### Light Jets

A light jet is best suited for four to six passengers with carry-on baggage. Depending on the model and headwinds, it may make a single refueling stop somewhere on the plains, and such a stop may last only half an hour on the ground.

#### [Phenom 300E](https://privatejet.com/aircraft/phenom-300e/)

- Capacity: 10 passengers
- Price per hour: $4,500
- Cabin Size: 4.9 ft (H) x 5.1 ft (W) x 17.2 ft (L)
- Cruise speed: 464 knots

#### [Nextant 400XT](https://privatejet.com/aircraft/nextant-400xt/)

- Capacity: 6 passengers
- Price per hour: $4,000
- Cabin Size: 4.8 ft (H) x 4.9 ft (W) x 15.5 ft (L)
- Cruise speed: 447 knots

#### [Pilatus PC-24](https://privatejet.com/aircraft/pilatus-pc-24/)

- Capacity: 11 passengers
- Price per hour: $3,800
- Cabin Size: 5.1 ft (H) x 5.6 ft (W) x 23 ft (L)
- Cruise speed: 440 knots

### Midsize Jets

In this case, a midsize jet is a cost-effective choice. On this route, it is less expensive than a light jet, flies nonstop, and offers seven to nine passengers a cabin with a restroom and space for bags containing golf equipment.

#### [Hawker 850XP](https://privatejet.com/aircraft/hawker-850xp/)

- Capacity: 8 passengers
- Price per hour: $4,600
- Cabin Size: 5.8 ft (H) x 6 ft (W) x 21.3 ft (L)
- Cruise speed: 448 knots

#### [Learjet 60XR](https://privatejet.com/aircraft/learjet-60xr/)

- Capacity: 9 passengers
- Price per hour: $5,000
- Cabin Size: 5.8 ft (H) x 5.9 ft (W) x 17.7 ft (L)
- Cruise speed: 453 knots

#### [Citation XLS+](https://privatejet.com/aircraft/citation-xls-plus/)

- Capacity: 9 passengers
- Price per hour: $4,800
- Cabin Size: 5.7 ft (H) x 5.5 ft (W) x 18.5 ft (L)
- Cruise speed: 441 knots

### Super Midsize Jets

A super midsize private jet accommodates eight to ten people in a cabin where passengers can move about freely, and its galley can serve a full meal during a westbound flight.

#### [Challenger 3500](https://privatejet.com/aircraft/challenger-3500/)

- Capacity: 10 passengers
- Price per hour: $6,500
- Cabin Size: 6 ft (H) x 7.2 ft (W) x 25.2 ft (L)
- Cruise speed: 469 knots

#### [Citation Latitude](https://privatejet.com/aircraft/citation-latitude/)

- Capacity: 9 passengers
- Price per hour: $5,900
- Cabin Size: 6 ft (H) x 6.4 ft (W) x 21.9 ft (L)
- Cruise speed: 446 knots

#### [Legacy 500](https://privatejet.com/aircraft/legacy-500/)

- Capacity: 8 passengers
- Price per hour: $5,800
- Cabin Size: 6 ft (H) x 6.8 ft (W) x 27.5 ft (L)
- Cruise speed: 472 knots

### Heavy Jets

Groups of 10–14 people, such as a board of directors traveling to a meeting on the West Coast, or several families traveling together to Bandon, can fit comfortably in a heavy jet with a large baggage compartment and an onboard galley capable of preparing full meals.

#### [Gulfstream G450](https://privatejet.com/aircraft/private-jet-charter-gulfstream-g450/)

- Capacity: 16 passengers
- Price per hour: $9,000
- Cabin Size: 6.2 ft (H) x 7.3 ft (W) x 45.1 ft (L)
- Cruise speed: 488 knots

#### [Challenger 650](https://privatejet.com/aircraft/challenger-650/)

- Capacity: 12 passengers
- Price per hour: $9,500
- Cabin Size: 6 ft (H) x 7.9 ft (W) x 25.6 ft (L)
- Cruise speed: 482 knots

#### [Legacy 600](https://privatejet.com/aircraft/legacy-600/)

- Capacity: 13 passengers
- Price per hour: $7,000
- Cabin Size: 6 ft (H) x 6.9 ft (W) x 42.5 ft (L)
- Cruise speed: 459 knots

### Ultra Long Range Jets

These feature the largest cabins in private aviation, and many have a separate cabin at the rear. The reason for booking such an aircraft for this trip is not the flight range, but the comfort during the five-hour flight.

#### [Falcon 8X](https://privatejet.com/aircraft/falcon-8x/)

- Capacity: 16 passengers
- Price per hour: $11,800
- Cabin Size: 6.2 ft (H) x 7.7 ft (W) x 42.7 ft (L)
- Cruise speed: 516 knots

#### [Gulfstream G550](https://privatejet.com/aircraft/private-jet-charter-gulfstream-g550/)

- Capacity: 19 passengers
- Price per hour: $11,000
- Cabin Size: 6.2 ft (H) x 7.3 ft (W) x 43.9 ft (L)
- Cruise speed: 488 knots

#### [Global 7500](https://privatejet.com/aircraft/global-7500/)

- Capacity: 19 passengers
- Price per hour: $15,700
- Cabin Size: 6.2 ft (H) x 8 ft (W) x 54.4 ft (L)
- Cruise speed: 487 knots

## Chicago and Portland Private Jet Charter Services

If you are looking for a [Private jet charter Chicago](https://privatejet.com/cities/chicago/), we are ready to assist. Should you need a [Private jet charter Portland](https://privatejet.com/cities/portland/), our team is prepared to handle every detail. This is a long route for a day trip. Given that the one-way flight time is up to 5 hours and 10 minutes and the time difference is two hours, most private jet clients stay in Portland for at least one night.

We calculate the cost of a round-trip flight, both for the option where the crew stays in Portland until your return and for the option where the private jet flies home empty and then returns to pick you up, and show you which one is cheaper. Flying west works in your favor: departing from Chicago Executive Airport at 9:00 a.m., you’ll land in Portland between approximately 10:50 a.m. and 12:10 p.m. local time.

### Enjoy a Seamless Private Flight between Chicago & Portland with a Trusted Private Jet Provider

Let us know when you’d like to fly, how many people will be in your group, and whether Portland is your final destination or just the first stop on a longer trip. We’ll find the right planes for you, send you the prices, and book the one you choose. Get a quote online or give us a call.

[Call +1 (954) 869-7191](tel:+19548697191)

### Frequently Asked Questions

#### How far from downtown Chicago does a private plane land?

About 9 miles away, at Chicago Midway International Airport, located southwest of the Loop. The airport’s longest runway is 6,522 feet long, the control tower operates 24 hours a day, and private flights are handled by Atlantic Aviation and Signature Aviation. For the North Shore and northern suburbs, Chicago Executive Airport in Wheeling, located 18 miles northwest of the city, is usually the best choice. It has a 5,000-foot runway and three FBOs: Signature Aviation, Atlantic Aviation, and Ascension.

#### Is it possible to fly directly from Chicago to Bandon Dunes?

Yes. Private planes carrying golfers land at the Southwest Oregon Regional Airport in North Bend, which is about a 20-minute drive from the resort. A midsize or larger jet can fly from Chicago without refueling, and we can route you back via Portland if your group has meetings scheduled there.

#### Can my dog fly with me from Chicago to Portland?

Yes, on most charter flights, your dog can travel with you in the cabin. Please provide us with your dog’s breed and weight when requesting a quote so that the operator can confirm the type of aircraft, and be sure to bring your dog’s vaccination record in case the operator asks for it.

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PrivateJet.com LLC is an air charter broker. It is not a direct air carrier and does not have operational control of any aircraft. Every flight is operated by a properly licensed direct air carrier holding an FAA Part 135 or Part 121 certificate, or a foreign equivalent, which has full operational control of the flight. PrivateJet.com LLC arranges flights as agent for its clients under 14 CFR Part 295.