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How to get fromLexington to Chicagoby taxi, plane, bus, train, or car

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There are 8 ways to get from Lexington to Chicago by taxi, plane, bus, train, 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. Taxi to Louisville International Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Lexington to Louisville-Airport-SDFtaxi taxi
    2. Fly from Louisville International Airport (SDF) to Chicago Midway International Airport (MDW)plane plane SDF - MDW
    2h 48m
    $148–468

  2. Drive 274 mi

    cheapest
    1. Drive from Lexington to Chicagocar car 274 mi
    4h 47m
    $50–73

  3. Taxi, bus via Speedway

    1. Take the taxi from Lexington to TA Travel Center - Seymourtaxi taxi
    2. Take the bus from TA Travel Center - Seymour to Indianapolisbus bus
    3. Take the bus from Indianapolis Union Station to Chicago Bus Stationbus bus
    7h 38m
    $146–284

  4. Taxi, bus, train

    1. Take the taxi from Lexington to TA Travel Center - Seymourtaxi taxi
    2. Take the bus from TA Travel Center - Seymour to Indianapolisbus bus
    3. Take the train from Indianapolis to Chicago Union Stationtrain train
    9h 3m
    $179–359

  5. Taxi to Louisville International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Lexington to Louisville-Airport-SDFtaxi taxi
    2. Fly from Louisville International Airport (SDF) to Chicago O'Hare International Airport (ORD)plane plane SDF - ORD
    3h 20m
    $143–418

  6. Drive to Covington, fly to Chicago Midway International Airport

    1. Drive from Lexington to Covington (CVG)car car
    2. Fly from Covington (CVG) to Chicago Midway International Airport (MDW)plane plane CVG - MDW
    3h 30m
    $167–387

  7. Drive to Covington, fly to Chicago O'Hare International Airport

    1. Drive from Lexington to Covington (CVG)car car
    2. Fly from Covington (CVG) to Chicago O'Hare International Airport (ORD)plane plane CVG - ORD
    3h 58m
    $167–877

  8. Taxi, bus (Amtrak)

    1. Take the taxi from Lexington to Sam Gwin @ Progresstaxi taxi
    2. Take the bus from Louisville, KY to Chicago Union Stationbus bus
    8h 35m
    $123–148

Louisville International Airport (SDF) to Chicago Midway International Airport (MDW) flights

Calendar20Weekly Planes
Duration1h 15mAverage Duration
Ticket$54Cheapest Price
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Questions & Answers

Map of how to get from Lexington to Chicago.ExpandLaunch map view
  • Distance: 317.3 mi
  • Duration: 2h 48m

What companies run services between Lexington, Scott County, IN, USA and Chicago, IL, USA?

There is no direct connection from Lexington to Chicago. However, you can take the taxi to Louisville-Airport-SDF airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to TA Travel Center - Seymour, take the bus to Indianapolis, walk to Lafayette Rd & Office Plaza Blvd, take the line 37 bus to Ctc-R, walk to Indianapolis Union Station, then take the bus to Chicago Bus Station.

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