Bluebird
Sarasota, Florida

Private charter · MDW → SRQ

Chicago to Sarasota

1,037 miles. One price for the whole airplane.

Photo: Cullen Morgan · CC BY 4.0

Price your flight from Chicago to Sarasota

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Sarasota, door to door faster.

Trade about 22 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Sarasota Bradenton International Airport in Sarasota, 1,037 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
1,037 mi
Flight
—
Driving
22 hours
Passengers
Up to 1
MDWChicagoSRQSarasota
MDW → SRQ1,037 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 Sarasota

Airports in Sarasota

  • SRQ

    Major airport

    Sarasota Bradenton International Airport

    Sarasota/Bradenton · KSRQ

    From downtown
    4 mi
    Longest runway
    9,500 ft

  • VNC

    Regional airport

    Venice Municipal Airport

    Venice · KVNC

    From downtown
    19 mi
    Longest runway
    5,640 ft

When you land

Things to do in Sarasota

Sarasota has a cultural life well beyond its size. The Ringling museum complex, Sarasota Opera, Asolo Repertory Theatre, the Sarasota Ballet and a busy calendar of festivals make it one of Florida's strongest arts towns, and that draws visitors and second-home owners who want more than a beach. The economy leans on healthcare, professional services, construction, real estate and tourism, with a steady stream of entrepreneurs and remote workers relocating from the Northeast and Midwest.

  1. 01

    The Ringling

    The former estate of circus magnate John Ringling includes a major art museum with Baroque works by Rubens, the Venetian Gothic mansion Ca' d'Zan and a museum devoted to circus history.

  2. 02

    Siesta Beach

    Siesta Key's main public beach is known for powder-soft, bright white quartz sand, gentle water and a long-running Sunday evening drum circle at sunset.

  3. 03

    St. Armands Circle

    Planned by John Ringling, this circular shopping and dining district on St. Armands Key is filled with boutiques, restaurants and ice cream shops, a short walk from Lido Beach.

  4. 04

    Marie Selby Botanical Gardens

    On Sarasota Bay downtown, Selby is renowned for its living collection of orchids and bromeliads, with bayfront gardens and rotating art exhibitions.

  5. 05

    Mote Marine Laboratory & Aquarium

    Mote's research-driven aquarium showcases sharks, sea turtles, manatees and the science behind its decades of work on Florida's coral reefs and coastal waters.

  6. 06

    Myakka River State Park

    One of Florida's oldest and largest state parks, with a canopy walkway through the treetops, airboat tours on Upper Myakka Lake and no shortage of alligators.

Explore Sarasota charter

Questions

Chicago to Sarasota flights

How long is a private flight from Chicago to Sarasota?

About a short flight in a private jet, for 1,037 miles direct. Driving the same trip takes about 22 hours.

Which airports do flights from Chicago to Sarasota use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Sarasota Bradenton International Airport (SRQ) or Venice Municipal Airport (VNC). Pick whichever is closest to where you're starting and where you're headed.

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

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

Return flight

Sarasota to Chicago

More flights from Chicago

More flights to Sarasota

Explore Chicago private charter and Sarasota private charter, airports and things to do. Arriving at Sarasota Bradenton International Airport (SRQ).

Chicago to Sarasota, 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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