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

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There are 7 ways to get from League City to Chicago by plane, bus, train, car, bus (Flixbus, Greyhound), or taxi

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 William P. Hobby Airport to Chicago Midway International Airport

    best
    1. Fly from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW)plane plane HOU - MDW
    4h 47m
    $133–632

  2. Bus

    1. Take the bus from Houston, TX - 808 Jefferson St to Dallas, TX - 1376 Marilla Stbus bus Houston
    2. Take the bus from Dallas Jefferson to Chicagobus bus Querétaro
    25h 58m
    $287–362

  3. Bus, train (Amtrak)

    1. Take the bus from Houston to Longviewbus bus Amtrak Thruway Connecting Service
    2. Take the train from Longview to Chicago Union Stationtrain train Texas Eagle
    27h 14m
    $292–662

  4. Drive  1,093.8 mi

    1. Drive from League City to Chicagocar car 1,093.8 mi
    18h 37m
    $200–289

  5. Line 247 bus, line 102 bus to George Bush Intercontinental Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Bay Area Park & Ride to Travis St @ Jefferson Stbus bus
    2. Take the bus from Travis St @ Jefferson St to Bush IAH Terminal Cbus bus
    3. Fly from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD)plane plane IAH - ORD
    6h 25m
    $151–411

  6. Bus via New South Memphis

    1. Take the bus from Downtown Houston to Memphis Bus Stationbus bus FlixBus N2211
    2. Take the bus from Memphis Bus Station to Chicago Bus Stationbus bus Greyhound US0125
    27h 6m
    $206–371

  7. Taxi, train (Amtrak)

    1. Take the taxi from League City to Houstontaxi taxi
    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
    30h 29m
    $408–856

William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW) flights

Calendar64Weekly Planes
Duration3h 12mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

Map of how to get from League City to Chicago.ExpandLaunch map view
  • Distance: 968 mi
  • Duration: 4h 47m

What companies run services between League City, TX, USA and Chicago, IL, USA?

Southwest Airlines flies from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, you can take a vehicle from League City to Dearborn & Harrison via Bay Area Park & Ride, Travis St @ Jefferson St, Houston, TX - 808 Jefferson St, 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 25h 58m.

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