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How to get fromChicago to Clevelandby plane, taxi, train, bus, or car

Find Transport to Cleveland

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There are 9 ways to get from Chicago to Cleveland by plane, taxi, train, bus, 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. Fly Chicago Midway International Airport to Tulsa International Airport, taxi

    best
    1. Fly from Chicago Midway International Airport (MDW) to Tulsa International Airport (TUL)plane plane MDW - TUL
    2. Take the taxi from Tulsa-Airport-TUL to Clevelandtaxi taxi
    4h 8m
    $242–1,015

  2. Fly Chicago O'Hare International Airport to Northwest Arkansas Regional Airport, drive

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Northwest Arkansas Regional Airport (XNA)plane plane ORD - XNA
    2. Drive from Northwest Arkansas Regional Airport (XNA) to Clevelandcar car
    6h 8m
    $112–595

  3. Train, bus, taxi via St. Louis

    1. Take the train from Chicago Union Station to St. Louistrain train
    2. Take the bus from St Louis Bus Station to Tulsa Bus Stationbus bus
    3. Take the taxi from Tulsa Bus Station to Clevelandtaxi taxi
    13h 57m
    $300–442

  4. Train, bus, taxi

    1. Take the train from Chicago Union Station to Kansas Citytrain train
    2. Take the bus from Kansas City to Tulsabus bus
    3. Take the taxi from Tulsa to Clevelandtaxi taxi
    14h 39m
    $375–552

  5. Drive  722.1 mi

    1. Drive from Chicago to Clevelandcar car 722.1 mi
    11h 50m
    $132–191

  6. Fly Chicago O'Hare International Airport to Tulsa International Airport, taxi

    1. Fly from Chicago O'Hare International Airport (ORD) to Tulsa International Airport (TUL)plane plane ORD - TUL
    2. Take the taxi from Tulsa-Airport-TUL to Clevelandtaxi taxi
    4h 35m
    $192–715

  7. Fly Chicago Midway International Airport to Wichita Mid-Continent Airport, drive

    1. Fly from Chicago Midway International Airport (MDW) to Wichita Mid-Continent Airport (ICT)plane plane MDW - ICT
    2. Drive from Wichita Mid-Continent Airport (ICT) to Clevelandcar car
    5h 55m
    $160–795

  8. Fly Chicago O'Hare International Airport to Wichita Mid-Continent Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Wichita Mid-Continent Airport (ICT)plane plane ORD - ICT
    2. Drive from Wichita Mid-Continent Airport (ICT) to Clevelandcar car
    6h 15m
    $114–525

  9. Bus, taxi

    1. Take the bus from Chicago Bus Station to St Louis Bus Stationbus bus
    2. Take the bus from St Louis Bus Station to Tulsa Bus Stationbus bus
    3. Take the taxi from Tulsa Bus Station to Clevelandtaxi taxi
    15h 6m
    $196–279

Chicago Midway International Airport (MDW) to Tulsa International Airport (TUL) flights

Calendar23Weekly Planes
Duration2h 23mAverage Duration
Ticket$156Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Cleveland.ExpandLaunch map view
  • Distance: 635.6 mi
  • Duration: 4h 8m

What companies run services between Chicago, IL, USA and Cleveland, OK, USA?

There is no direct connection from Chicago to Cleveland. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Tulsa International Airport (TUL), then take the taxi to Cleveland. Alternatively, you can take the train to St. Louis, walk to St Louis Bus Station, take the bus to Tulsa Bus Station, then take the taxi to Cleveland.

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