Bluebird
Sheridan, Wyoming

Private charter · MDW → SHR

Chicago to Sheridan

986 miles. One price for the whole airplane.

Photo: Marketing & PIO · CC BY-SA 4.0

Price your flight from Chicago to Sheridan

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Sheridan, door to door faster.

Trade about 21 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Sheridan County Airport in Sheridan, 986 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
986 mi
Flight
—
Driving
21 hours
Passengers
Up to 1
MDWChicagoSHRSheridan
MDW → SHR986 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 Sheridan

Airports in Sheridan

  • SHR

    Commercial airport

    Sheridan County Airport

    Sheridan · KSHR

    From downtown
    2 mi
    Longest runway
    8,301 ft

When you land

Things to do in Sheridan

Sheridan sits at the eastern foot of the Bighorn Mountains, and it remains a true ranching town, with saddle shops, cattle brands on the walls of the Mint Bar and working cattle operations across the surrounding country. The area has been a destination for wealthy Easterners since the late 1800s, when guest ranches and polo arrived, and Eatons’ Ranch near Wolf is often called the oldest dude ranch in the country. Today healthcare, a large VA medical center, Sheridan College, tourism and small businesses support the economy, and second-home owners are drawn by ranch land and mountain scenery.

  1. 01

    The Brinton Museum

    Southwest of town at Big Horn, a historic ranch and a contemporary museum building display Western and American Indian art beneath the Bighorns, with gardens and grounds to explore.

  2. 02

    Trail End State Historic Site

    The Flemish Revival mansion built by cattle baron and Senator John B. Kendrick has been preserved with original furnishings and landscaped grounds near downtown.

  3. 03

    King’s Saddlery and Don King Museum

    A Sheridan institution, the saddlery sells custom saddles, ropes and Western gear, and its free museum displays a large collection of saddles and cowboy artifacts.

  4. 04

    Bighorn National Forest

    West of town, the Bighorn Mountains offer alpine lakes, wildflower meadows, trout streams and hundreds of miles of trails, reached by the scenic highways over the range.

  5. 05

    Medicine Wheel National Historic Landmark

    High in the Bighorns, a large circle of stones sacred to many Native American nations sits atop a mountain with vast views. The access road is open in summer.

  6. 06

    Main Street and the Mint Bar

    Sheridan’s historic Main Street holds Western shops, galleries and restaurants, along with the Mint Bar, a classic cowboy saloon known for its neon sign and branded walls.

Explore Sheridan charter

Questions

Chicago to Sheridan flights

How long is a private flight from Chicago to Sheridan?

About a short flight in a private jet, for 986 miles direct. Driving the same trip takes about 21 hours.

Which airports do flights from Chicago to Sheridan use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Sheridan County Airport (SHR). Pick whichever is closest to where you're starting and where you're headed.

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

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

Return flight

Sheridan to Chicago

More flights from Chicago

More flights to Sheridan

Explore Chicago private charter and Sheridan private charter, airports and things to do. Arriving at Sheridan County Airport (SHR).

Chicago to Sheridan, 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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