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How to get fromClaremore to Chicagoby plane, taxi, bus, train, car, or bus (Greyhound, Flixbus)

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There are 6 ways to get from Claremore to Chicago by plane, taxi, bus, train, car, or bus (Greyhound, Flixbus)

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 to Chicago Midway International Airport

    best
    1. Fly from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW)plane plane TUL - MDW
    2h 51m
    $140–562

  2. Drive 660.4 mi

    cheapest
    1. Drive from Claremore to Chicagocar car 660.4 mi
    10h 59m
    $121–175

  3. Taxi, bus, train via St. Louis

    1. Take the taxi from Claremore 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 52m
    $211–382

  4. Taxi, bus, train

    1. Take the taxi from Claremore to Coffeyvilletaxi taxi
    2. Take the bus from Coffeyville to Kansas Citybus bus
    3. Take the train from Kansas City to Naperville Amtrak Stationtrain train
    4. Take the train from Naperville to Chicago Union Stationtrain train
    14h 41m
    $307–496

  5. Fly to Chicago O'Hare International Airport

    1. Fly from Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD)plane plane TUL - ORD
    3h 17m
    $125–492

  6. Bus

    1. Take the bus from Tulsa Bus Station to St Louis Bus Stationbus bus Greyhound US1210
    2. Take the bus from St Louis Bus Station to Chicago Bus Stationbus bus FlixBus 2510 / ...
    16h 28m
    $149–253

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

Calendar24Weekly Planes
Duration1h 58mAverage Duration
Ticket$93Cheapest Price
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Questions & Answers

Map of how to get from Claremore to Chicago.ExpandLaunch map view
  • Distance: 615.2 mi
  • Duration: 2h 51m

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

Southwest Airlines flies from Tulsa International Airport (TUL) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a vehicle from Claremore to Chicago Bus Station via (8158) 129th E Ave & 11th St NB, (8299) Boston Ave & 4th St NB, Tulsa Bus Station, and St Louis Bus Station in around 16h 28m.

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