Bluebird
Cheyenne, Wyoming

Private charter · MDW → CYS

Chicago to Cheyenne

883 miles. One price for the whole airplane.

Photo: Vasiliymeshko · CC BY-SA 4.0

Price your flight from Chicago to Cheyenne

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Cheyenne, 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 Cheyenne Regional Jerry Olson Field in Cheyenne, 883 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
883 mi
Flight
—
Driving
19 hours
Passengers
Up to 1
MDWChicagoCYSCheyenne
MDW → CYS883 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 Cheyenne

Airports in Cheyenne

  • CYS

    Commercial airport

    Cheyenne Regional Jerry Olson Field

    Cheyenne · KCYS

    From downtown
    3 mi
    Longest runway
    9,270 ft

When you land

Things to do in Cheyenne

Cheyenne grew up as a Union Pacific railroad town in 1867 and has been Wyoming’s capital since statehood. Its economy rests on state government, F. E. Warren Air Force Base, home to a Minuteman III missile wing, and the railroad, along with logistics, healthcare and a growing cluster of large data centers drawn by cool weather, affordable power and Wyoming’s business climate. The NCAR-Wyoming Supercomputing Center sits just west of town. Wyoming’s favorable tax environment also brings a steady stream of business visitors and newcomers.

  1. 01

    Cheyenne Frontier Days Old West Museum

    At Frontier Park, this museum covers the history of the rodeo and the West, with a large collection of horse-drawn carriages and Western art.

  2. 02

    Wyoming State Capitol

    The 1880s sandstone Capitol, with its gold-leaf dome, reopened after a major restoration and offers tours of the legislative chambers and historic rooms.

  3. 03

    Cheyenne Depot Museum

    Housed in the grand 1887 Union Pacific depot downtown, the museum tells the story of the railroad’s role in building Cheyenne and the West.

  4. 04

    Historic Governors’ Mansion

    This 1905 Colonial Revival home housed Wyoming’s governors for decades, including Nellie Tayloe Ross, the first woman governor in the country, and is open for tours.

  5. 05

    Cheyenne Botanic Gardens

    In Lions Park, a solar-heated conservatory, themed outdoor gardens and a children’s village make a pleasant stop, with free admission to the grounds.

  6. 06

    Curt Gowdy State Park

    Between Cheyenne and Laramie, three reservoirs surrounded by granite outcrops offer fishing, boating and an extensive network of trails for mountain biking and hiking.

Explore Cheyenne charter

Questions

Chicago to Cheyenne flights

How long is a private flight from Chicago to Cheyenne?

About a short flight in a private jet, for 883 miles direct. Driving the same trip takes about 19 hours.

Which airports do flights from Chicago to Cheyenne use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Cheyenne Regional Jerry Olson Field (CYS). Pick whichever is closest to where you're starting and where you're headed.

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

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

Return flight

Cheyenne to Chicago

More flights from Chicago

More flights to Cheyenne

Explore Chicago private charter and Cheyenne private charter, airports and things to do. Arriving at Cheyenne Regional Jerry Olson Field (CYS).

Chicago to Cheyenne, 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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