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

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There are 8 ways to get from Cleveland 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 Tulsa International Airport, fly to Chicago Midway International Airport

    best
    1. Take the taxi from Cleveland to Tulsa-Airport-TULtaxi taxi
    2. Fly from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW)plane plane TUL - MDW
    3h 11m
    $184–664

  2. Drive to Wichita Mid-Continent Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Drive from Cleveland to Wichita Mid-Continent Airport (ICT)car car
    2. Fly from Wichita Mid-Continent Airport (ICT) to Chicago O'Hare International Airport (ORD)plane plane ICT - ORD
    5h 16m
    $99–444

  3. Taxi, bus, train via St. Louis

    1. Take the taxi from Cleveland to Tulsa Bus Stationtaxi taxi
    2. Take the bus from Tulsa Bus Station to St Louis Bus Stationbus bus
    3. Take the train from St. Louis to Chicago Union Stationtrain train
    13h 51m
    $297–441

  4. Taxi, bus, train

    1. Take the taxi from Cleveland to Tulsataxi taxi
    2. Take the bus from Tulsa to Kansas Citybus bus
    3. Take the train from Kansas City to Chicago Union Stationtrain train
    14h 57m
    $377–551

  5. Drive  719.3 mi

    1. Drive from Cleveland to Chicagocar car 719.3 mi
    11h 56m
    $132–190

  6. Taxi to Tulsa International Airport, fly to Chicago O'Hare International Airport

    1. Take the taxi from Cleveland to Tulsa-Airport-TULtaxi taxi
    2. Fly from Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD)plane plane TUL - ORD
    3h 34m
    $159–504

  7. Drive to Wichita Mid-Continent Airport, fly to Chicago Midway International Airport

    1. Drive from Cleveland to Wichita Mid-Continent Airport (ICT)car car
    2. Fly from Wichita Mid-Continent Airport (ICT) to Chicago Midway International Airport (MDW)plane plane ICT - MDW
    4h 57m
    $119–594

  8. Taxi, bus

    1. Take the taxi from Cleveland to Tulsa Bus Stationtaxi taxi
    2. Take the bus from Tulsa Bus Station to St Louis Bus Stationbus bus
    3. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus
    15h 1m
    $197–281

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

Calendar24Weekly Planes
Duration2h 3mAverage Duration
Ticket$92Cheapest Price
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Comparing Your Travel Options

Map of how to get from Cleveland to Chicago.ExpandLaunch map view
  • Distance: 635.3 mi
  • Duration: 3h 11m

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

There is no direct connection from Cleveland to Chicago. However, you can take the taxi to Tulsa-Airport-TUL 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 Tulsa Bus Station, take the bus to St Louis Bus Station, walk to St. Louis, then take the train to Chicago Union Station.

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