Bluebird
St. Augustine, Florida

Private charter · MDW → UST

Chicago to St. Augustine

892 miles. One price for the whole airplane.

Photo: Schwerdf · CC BY 4.0

Price your flight from Chicago to St. Augustine

Trip type
1

Times are local to each departure airport.

The trip

Chicago to St. Augustine, door to door faster.

Trade about 19 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Northeast Florida Regional Airport in St. Augustine, 892 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
892 mi
Flight
—
Driving
19 hours
Passengers
Up to 1
MDWChicagoUSTSt. Augustine
MDW → UST892 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 St. Augustine

Airports in St. Augustine

  • UST

    Commercial airport

    Northeast Florida Regional Airport

    St Augustine · KSGJ

    From downtown
    5 mi
    Longest runway
    8,001 ft

  • KFIN

    Regional airport

    Flagler Executive Airport

    Palm Coast

    From downtown
    30 mi
    Longest runway
    5,500 ft

  • K28J

    Regional airport

    Palatka Municipal - Lt. Kay Larkin Field

    Palatka

    From downtown
    28 mi
    Longest runway
    6,000 ft

When you land

Things to do in St. Augustine

Founded by the Spanish in 1565, St. Augustine is the oldest continuously occupied European-established settlement in the contiguous United States, and its narrow streets, coquina walls and Spanish colonial buildings make that history easy to feel. The Castillo de San Marcos guards the bayfront, Henry Flagler's Gilded Age hotels anchor the downtown skyline, and St. George Street is lined with shops, taverns and museums. Horse-drawn carriages and trolley tours still clip along the bayfront.

  1. 01

    Castillo de San Marcos

    This coquina fortress, built by the Spanish between 1672 and 1695, is the oldest masonry fort in the continental U.S., with cannon-firing demonstrations by costumed rangers on many days.

  2. 02

    St. George Street

    The pedestrian-only heart of the historic district is lined with shops, restaurants, taverns and museums, including the Colonial Quarter living-history site.

  3. 03

    Flagler College

    Henry Flagler's Hotel Ponce de Leon, opened in 1888 in the Spanish Renaissance style with Tiffany glass windows, is now Flagler College and offers guided historic tours.

  4. 04

    St. Augustine Lighthouse & Maritime Museum

    Climb 219 steps to the top of this black-and-white striped 1874 lighthouse for sweeping views, then explore maritime archaeology exhibits on Anastasia Island.

  5. 05

    St. Augustine Alligator Farm Zoological Park

    Open since 1893, one of Florida's oldest attractions is home to every living species of crocodilian, plus a wading-bird rookery and a zipline course.

  6. 06

    Anastasia State Park

    Miles of beach, dunes and salt marsh across the bay from the historic district, with kayaking, camping and the St. Augustine Amphitheatre just outside the park.

Explore St. Augustine charter

Questions

Chicago to St. Augustine flights

How long is a private flight from Chicago to St. Augustine?

About a short flight in a private jet, for 892 miles direct. Driving the same trip takes about 19 hours.

Which airports do flights from Chicago to St. Augustine use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Northeast Florida Regional Airport (UST), Flagler Executive Airport (KFIN), or Palatka Municipal - Lt. Kay Larkin Field (K28J). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to St. Augustine 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 St. Augustine?

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

Return flight

St. Augustine to Chicago

More flights from Chicago

More flights to St. Augustine

Explore Chicago private charter and St. Augustine private charter, airports and things to do. Arriving at Northeast Florida Regional Airport (UST).

Chicago to St. Augustine, 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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