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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
    $134–582

  2. 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
    26h 6m
    $206–370

  3. 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 6m
    $300–616

  4. Drive  1,097.9 mi

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

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

    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 16m
    $150–410

  6. Bus

    1. Take the bus from Chicago to Dallas Jeffersonbus bus Chicago
    2. Take the bus from Dallas to Houston - Telephone Rdbus bus San Antonio
    26h 57m
    $292–330

  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 46m
    $364–793

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

Calendar47Weekly Planes
Duration2h 54mAverage Duration
Ticket$111Cheapest 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 26h 6m.

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