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How to get fromChicago to League Cityby plane, bus (Greyhound, Flixbus), train, bus, car, or train (Amtrak)

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

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 William P. Hobby Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU)plane plane MDW - HOU
    5h 25m
    $244–1,132

  2. Fly Chicago O'Hare International Airport to George Bush Intercontinental Airport, line 500 bus, line 247 bus

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to George Bush Intercontinental Airport (IAH)plane plane ORD - IAH
    2. Take the bus from Bush IAH Term E - Downtown Direct to Travis St @ St. Joseph Pkwybus bus
    3. Take the bus from Pierce St @ Travis St to Bay Area Park & Ridebus bus
    7h 15m
    $170–410

  3. Bus via New South Memphis

    1. Take the bus from Chicago Bus Station to Memphis Bus Stationbus bus Greyhound US0125 / ...
    2. Take the bus from Memphis Bus Station to Downtown Houstonbus bus FlixBus N2211
    25h 36m
    $223–396

  4. Train, bus (Amtrak)

    1. Take the train from Chicago Union Station to Longviewtrain train Texas Eagle
    2. Take the bus from Longview to Houstonbus bus Amtrak Thruway Connecting Service
    26h 4m
    $367–684

  5. Drive 1,097.9 mi

    1. Drive from Chicago to League Citycar car 1,097.9 mi
    18h 31m
    $201–290

  6. Bus

    1. Take the bus from Chicago to Tornado Bus Co - Austinbus bus Chicago
    2. Take the bus from Austin, TX - Tornado Bus Co to Houston, TX - Houston Airline Drbus bus El Paso
    28h 6m
    $234–506

  7. Train (Amtrak)

    1. Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain train City of New Orleans
    2. Take the train from New Orleans Union Passenger Terminal to Houstontrain train Sunset Limited
    31h 40m
    $435–877

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

Calendar44Weekly Planes
Duration2h 55mAverage Duration
Ticket$225Cheapest Price
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Questions & Answers

Map of how to get from Chicago to League City.ExpandLaunch map view
  • Distance: 968.4 mi
  • Duration: 5h 25m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to William P. Hobby Airport (HOU) every 4 hours. Alternatively, you can take a bus from Chicago Bus Station to League City via Memphis Bus Station, Downtown Houston, Pierce St @ Travis St, and Bay Area Park & Ride in around 25h 36m.

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