Private charter · MDW → MFR
Chicago to Medford
1,789 miles. One price for the whole airplane.
Price your flight from Chicago to Medford
The trip
Chicago to Medford, door to door faster.
Trade about 37½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Rogue Valley International-Medford Airport in Medford, 1,789 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
- 1,789 mi
- Flight
- —
- Driving
- 37½ hours
- Passengers
- Up to 1
Departing Chicago
Airports in Chicago
MDW
Major airportChicago Midway International Airport
Chicago · KMDW
- From downtown
- 9 mi
- Longest runway
- 6,522 ft
ORD
Major airportChicago O'Hare International Airport
Chicago · KORD
- From downtown
- 16 mi
- Longest runway
- 13,000 ft
PWK
Commercial airportChicago Executive Airport
Chicago/Prospect Heights/Wheeling · KPWK
- From downtown
- 21 mi
- Longest runway
- 5,001 ft
GYY
Commercial airportGary/Chicago International Airport
Gary · KGYY
- From downtown
- 21 mi
- Longest runway
- 8,859 ft
Arriving Medford
Airports in Medford
MFR
Commercial airportRogue Valley International-Medford Airport
Medford · KMFR
- From downtown
- 1 mi
- Longest runway
- 8,800 ft
When you land
Things to do in Medford
Medford is the largest city in southern Oregon and the commercial center of the Rogue Valley, a sunny basin of orchards, vineyards and ranches between the Siskiyou and Cascade mountains. Pears built the local economy, and Harry & David, known for its gift boxes of fruit, is still headquartered here. Today healthcare is a major employer, serving a large rural region of southern Oregon and northern California, alongside wood products, food processing, retail and a growing number of retirees and remote workers.
- 01
Crater Lake National Park
Northeast of Medford, the deepest lake in the United States fills the caldera of a collapsed volcano, circled by Rim Drive and trails to sweeping viewpoints.
- 02
Oregon Shakespeare Festival
In Ashland, about 15 miles south, this renowned repertory theater stages Shakespeare alongside classic and new plays across indoor theaters and an outdoor Elizabethan stage.
- 03
Jacksonville
This Gold Rush–era town west of Medford is a National Historic Landmark district of brick storefronts, and home to the Britt Music & Arts Festival’s hillside summer concerts.
- 04
Rogue River
Famous for salmon and steelhead fishing, the river offers rafting, jet boat trips and the scenic Rogue River Trail in its wild canyon downstream.
- 05
Applegate Valley wine country
Southwest of town, small family wineries line a quiet valley, pouring varieties from Tempranillo to Viognier that thrive in southern Oregon’s warm summers.
- 06
Table Rocks
North of town, trails climb Upper and Lower Table Rock, flat-topped mesas known for spring wildflowers and broad views over the Rogue Valley.
Questions
Chicago to Medford flights
How long is a private flight from Chicago to Medford?
About a short flight in a private jet, for 1,789 miles direct. Driving the same trip takes about 37½ hours.
Which airports do flights from Chicago to Medford use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Rogue Valley International-Medford Airport (MFR). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Medford 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 Medford?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Medford back to Chicago are priced the same way.
Return flight
Medford to Chicago
More flights from Chicago
More flights to Medford
Explore Chicago private charter and Medford private charter, airports and things to do. Arriving at Rogue Valley International-Medford Airport (MFR).
Chicago to Medford, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
Get an instant price