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How to get fromRockford to Winchesterby bus, plane, taxi, or car

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There are 6 ways to get from Rockford to Winchester by bus, plane, taxi, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Chicago O'Hare International Airport, fly to Blue Grass Airport, taxi

    best
    1. Take the bus from 7559 Walton St - Van Galder Terminal to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX)plane plane ORD - LEX
    3. Take the taxi from Lexington-Airport-LEX to Winchestertaxi taxi
    4h 23m
    $217–805

  2. Drive 456.1 mi

    cheapest
    1. Drive from Rockford to Winchestercar car 456.1 mi
    8h 8m
    $84–121

  3. Bus to Chicago O'Hare International Airport, fly to Covington, drive

    1. Take the bus from 7559 Walton St - Van Galder Terminal to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Covington (CVG)plane plane ORD - CVG
    3. Drive from Covington (CVG) to Winchestercar car
    5h 18m
    $203–930

  4. Bus to Chicago O'Hare International Airport, fly to Louisville International Airport, drive

    1. Take the bus from 7559 Walton St - Van Galder Terminal to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Louisville International Airport (SDF)plane plane ORD - SDF
    3. Drive from Louisville-Airport-SDF to Winchestercar car
    5h 25m
    $118–510

  5. Bus to Chicago Midway International Airport, fly to Louisville International Airport, drive

    1. Take the bus from 7559 Walton St - Van Galder Terminal to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago Midway International Airport (MDW) to Louisville International Airport (SDF)plane plane MDW - SDF
    3. Drive from Louisville-Airport-SDF to Winchestercar car
    6h 31m
    $132–640

  6. Bus to Chicago Midway International Airport, fly to Covington, drive

    1. Take the bus from 7559 Walton St - Van Galder Terminal to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago Midway International Airport (MDW) to Covington (CVG)plane plane MDW - CVG
    3. Drive from Covington (CVG) to Winchestercar car
    6h 31m
    $207–450

Chicago O'Hare International Airport (ORD) to Blue Grass Airport (LEX) flights

Calendar49Weekly Planes
Duration1h 34mAverage Duration
Ticket$99Cheapest Price
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Questions & Answers

Map of how to get from Rockford to Winchester.ExpandLaunch map view
  • Distance: 424.3 mi
  • Duration: 4h 23m

What companies run services between Rockford, IL, USA and Winchester, KY, USA?

There is no direct connection from Rockford to Winchester. However, you can take the taxi to 7559 Walton St - Van Galder Terminal, take the bus to O'Hare International Airport - Terminal 1 Departures, walk to Chicago O'Hare International Airport (ORD) airport, fly to Blue Grass Airport (LEX), then take the taxi to Winchester. Alternatively, you can drive from Rockford to Winchester in around 8h 8m.

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