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

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There are 6 ways to get from League City to Chicago by plane, bus (Flixbus), bus, train, car, 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 52m
    $113–502

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

    cheapest
    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 29m
    $91–351

  3. Bus

    1. Take the bus from Downtown Houston to Downtown Dallas / Deep Ellumbus bus FlixBus 2240 / ...
    2. Take the bus from Dallas Jefferson to Chicagobus bus Querétaro
    26h 31m
    $262–302

  4. 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

  5. Drive  1,093.8 mi

    1. Drive from League City to Chicagocar car 1,093.8 mi
    18h 38m
    $187–270

  6. 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
    $773–1,196

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

Calendar57Weekly Planes
Duration3h 19mAverage Duration
Ticket$93Cheapest Price
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Comparing Your Travel Options

Map of how to get from League City to Chicago.ExpandLaunch map view
  • Distance: 968 mi
  • Duration: 4h 52m

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 4 hours. Alternatively, you can take a vehicle from League City to Dearborn & Harrison via Bay Area Park & Ride, St Joseph Pkwy @ Travis St, Downtown Houston, Downtown Dallas / Deep Ellum, Gaston @ Good Latimer - S- Ns, Jefferson @ Marsalis - W - Ns, Dallas Jefferson, California & 35th Street, and 35th/Archer Orange Line Station in around 26h 31m.

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