Bluebird
Charlottesville, Virginia

Private charter · MDW → CHO

Chicago to Charlottesville

553 miles. One price for the whole airplane.

Photo: Quintin Soloviev · CC BY 4.0

Price your flight from Chicago to Charlottesville

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Charlottesville, door to door faster.

Trade about 12 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Charlottesville Albemarle Airport in Charlottesville, 553 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
553 mi
Flight
—
Driving
12 hours
Passengers
Up to 1
MDWChicagoCHOCharlottesville
MDW → CHO553 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 Charlottesville

Airports in Charlottesville

  • CHO

    Commercial airport

    Charlottesville Albemarle Airport

    Charlottesville · KCHO

    From downtown
    8 mi
    Longest runway
    6,801 ft

  • SHD

    Commercial airport

    Shenandoah Valley Regional Airport

    Weyers Cave · KSHD

    From downtown
    28 mi
    Longest runway
    6,002 ft

When you land

Things to do in Charlottesville

Charlottesville is the home of the University of Virginia, founded by Thomas Jefferson, whose Academical Village and nearby Monticello together form a UNESCO World Heritage Site. The university and UVA Health are the region’s largest employers, joined by defense and intelligence agencies, biotechnology and a growing number of startups. The countryside around the city is horse and wine country, dotted with historic estates, and James Madison’s Montpelier and James Monroe’s Highland are close by.

  1. 01

    Monticello

    Thomas Jefferson’s hilltop home and plantation offers guided house tours, gardens and exhibitions that examine both his ideas and the lives of the people he enslaved.

  2. 02

    University of Virginia Academical Village

    Jefferson’s original university design surrounds the Lawn, a terraced green anchored by the domed Rotunda, with pavilions and student rooms still in use today.

  3. 03

    Downtown Mall

    One of the longest pedestrian malls in the country, this brick-paved street is lined with restaurants, shops, galleries and the historic Paramount Theater.

  4. 04

    Monticello Wine Trail

    Dozens of wineries surround Charlottesville, many with views of the Blue Ridge, and the region is known for Viognier, Cabernet Franc and Bordeaux-style blends.

  5. 05

    Shenandoah National Park

    About 30 minutes west, Skyline Drive follows the crest of the Blue Ridge, with overlooks, waterfalls and trails, including a section of the Appalachian Trail.

  6. 06

    James Madison’s Montpelier

    In Orange County, the restored home of the fourth president offers house tours, archaeology and exhibits on the Constitution and on the enslaved community that lived there.

Explore Charlottesville charter

Questions

Chicago to Charlottesville flights

How long is a private flight from Chicago to Charlottesville?

About a short flight in a private jet, for 553 miles direct. Driving the same trip takes about 12 hours.

Which airports do flights from Chicago to Charlottesville use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Charlottesville Albemarle Airport (CHO) or Shenandoah Valley Regional Airport (SHD). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Charlottesville 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 Charlottesville?

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

Return flight

Charlottesville to Chicago

More flights from Chicago

More flights to Charlottesville

Explore Chicago private charter and Charlottesville private charter, airports and things to do. Arriving at Charlottesville Albemarle Airport (CHO).

Chicago to Charlottesville, 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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