Bluebird
Portsmouth, New Hampshire

Private charter · MDW → PSM

Chicago to Portsmouth

866 miles. One price for the whole airplane.

Photo: Quintin Soloviev · CC BY 4.0

Price your flight from Chicago to Portsmouth

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Portsmouth, door to door faster.

Trade about 18½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Portsmouth International Airport at Pease in Portsmouth, 866 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.

Distance
866 mi
Flight
—
Driving
18½ hours
Passengers
Up to 1
MDWChicagoPSMPortsmouth
MDW → PSM866 miles direct

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

Arriving Portsmouth

Airports in Portsmouth

  • PSM

    Commercial airport

    Portsmouth International Airport at Pease

    Portsmouth · KPSM

    From downtown
    2 mi
    Longest runway
    11,321 ft

  • LWM

    Commercial airport

    Lawrence Municipal Airport

    Lawrence · KLWM

    From downtown
    29 mi
    Longest runway
    5,001 ft

  • SFM

    Regional airport

    Sanford Seacoast Regional Airport

    Sanford · KSFM

    From downtown
    24 mi
    Longest runway
    6,389 ft

When you land

Things to do in Portsmouth

Portsmouth is one of the oldest cities in the country, a seaport at the mouth of the Piscataqua River where brick Federal-era buildings, colonial houses and wharves remain at the heart of daily life. The Portsmouth Naval Shipyard, across the river in Kittery, Maine, has served the Navy since 1800 and today maintains submarines, while the Pease International Tradeport, on a former Air Force base, hosts a growing roster of companies. Downtown is known for its restaurants, breweries and independent shops, and the surrounding Seacoast draws both visitors and new residents from Boston.

  1. 01

    Strawbery Banke Museum

    Spread over 10 acres in the city’s oldest neighborhood, this outdoor history museum preserves more than 30 historic buildings, with gardens and costumed interpreters.

  2. 02

    Market Square

    The heart of downtown is framed by brick buildings, cafés and shops, with the white steeple of North Church rising over the square.

  3. 03

    Prescott Park

    On the waterfront, this park is known for its formal flower gardens and the Prescott Park Arts Festival, which stages outdoor concerts and theater in summer.

  4. 04

    Isles of Shoals

    Seasonal boat trips leave Portsmouth Harbor for this rugged group of islands about seven miles offshore, home to a historic hotel on Star Island and a marine lab on Appledore.

  5. 05

    Odiorne Point State Park

    In nearby Rye, rocky shoreline, tide pools and remnants of World War II coastal defenses surround the Seacoast Science Center.

  6. 06

    Wentworth by the Sea

    This grand white hotel in New Castle, built in the 1870s and restored after years of neglect, overlooks the harbor and a marina, and has long been a Seacoast landmark.

Explore Portsmouth charter

Questions

Chicago to Portsmouth flights

How long is a private flight from Chicago to Portsmouth?

About a short flight in a private jet, for 866 miles direct. Driving the same trip takes about 18½ hours.

Which airports do flights from Chicago to Portsmouth use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Portsmouth International Airport at Pease (PSM), Lawrence Municipal Airport (LWM), or Sanford Seacoast Regional Airport (SFM). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Portsmouth cost?

The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.

Can I book a round trip between Chicago and Portsmouth?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Portsmouth back to Chicago are priced the same way.

Return flight

Portsmouth to Chicago

More flights from Chicago

More flights to Portsmouth

Explore Chicago private charter and Portsmouth private charter, airports and things to do. Arriving at Portsmouth International Airport at Pease (PSM).

Chicago to Portsmouth, on your schedule

Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.

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