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How to get fromChicago to Pearlandby plane, train, bus, car, bus (Flixbus), or train (Amtrak)

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There are 8 ways to get from Chicago to Pearland by plane, train, bus, car, bus (Flixbus), 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
    4h 11m
    $244–1,132

  2. Fly Chicago O'Hare International Airport to George Bush Intercontinental Airport, 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 Hobby Airportbus bus
    6h 31m
    $178–417

  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
    24h 48m
    $398–722

  4. 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
    27h 53m
    $240–510

  5. Drive 1,088.7 mi

    1. Drive from Chicago to Pearlandcar car 1,088.7 mi
    18h 25m
    $199–287

  6. Train, bus via Hobby Airport

    1. Take the train from Chicago Union Station to Longviewtrain train Texas Eagle
    2. Take the bus from Longview Bus Station to Houston Bus Stationbus bus Greyhound US1152
    25h 39m
    $337–646

  7. Bus via New South Memphis

    1. Take the bus from Downtown Chicago to Illinois Terminalbus bus
    2. Take the bus from Champaign Intermodal Trans Ctr to Memphis Bus Stationbus bus
    3. Take the bus from Memphis Bus Station to Downtown Houstonbus bus
    28h 34m
    $232–380

  8. 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
    30h 23m
    $472–900

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

Calendar44Weekly Planes
Duration2h 55mAverage Duration
Ticket$222Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Pearland.ExpandLaunch map view
  • Distance: 956.4 mi
  • Duration: 4h 11m

What companies run services between Chicago, IL, USA and Pearland, 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 State & Harrison/Ida B Wells Drive to Pearland via 35th/Archer Orange Line Station, California & 35th Street, Chicago, Austin, TX - Tornado Bus Co, Houston, TX - Houston Airline Dr, N Main St @ Airline Dr, Pierce St @ Main St, Pierce St @ Travis St, and Fuqua Park & Ride in around 27h 53m.

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