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How to get fromThe Woodlands to Chicagoby bus, plane, train, car, or bus (Flixbus, Greyhound)

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There are 7 ways to get from The Woodlands to Chicago by bus, plane, train, car, or bus (Flixbus, Greyhound)

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 William P. Hobby Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Research Forest P&R to Milam St @ Jefferson Stbus bus
    2. Fly from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW)plane plane HOU - MDW
    5h 41m
    $111–474

  2. Bus

    1. Take the bus from The Woodlands to Dallas, TX - 1376 Marilla Stbus bus Houston
    2. Take the bus from Dallas Jefferson to Chicagobus bus Querétaro
    23h 32m
    $263–292

  3. Bus, train

    1. Take the bus from The Woodlands to Dallas, TX - 1376 Marilla Stbus bus Houston
    2. Take the train from Dallas to Chicago Union Stationtrain train Texas Eagle
    26h 45m
    $552–921

  4. Drive  1,062 mi

    1. Drive from The Woodlands to Chicagocar car 1,062 mi
    18h 2m
    $194–280

  5. Bus to George Bush Intercontinental Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Research Forest P&R to Houston, TX - Milam St. & Congress St.bus bus
    2. Fly from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD)plane plane IAH - ORD
    6h 12m
    $151–347

  6. Bus via New South Memphis

    1. Take the bus from Research Forest P&R to Milam St @ Jefferson Stbus bus
    2. Take the bus from Downtown Houston to Memphis Bus Stationbus bus
    3. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus
    27h
    $222–357

  7. Bus, train via New Orleans

    1. Take the bus from Research Forest P&R to Houston, TX - Milam St. & Congress St.bus bus
    2. Take the train from Houston to New Orleans Union Passenger Terminaltrain train
    3. Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain train
    31h 45m
    $717–1,127

The Woodlands to Chicago by bus and foot

Calendar7Weekly Services
Duration23h 32mAverage Duration
Ticket$263Cheapest Price
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Comparing Your Travel Options

Map of how to get from The Woodlands to Chicago.ExpandLaunch map view
  • Distance: 992.7 mi
  • Duration: 5h 41m

What companies run services between The Woodlands, TX, USA and Chicago, IL, USA?

You can take a bus from The Woodlands to Dearborn & Harrison via Dallas, TX - 1376 Marilla St, Houston @ Young - S - Mb, Jefferson @ Marsalis - W - Ns, Dallas Jefferson, California & 35th Street, and 35th/Archer Orange Line Station in around 23h 32m.

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