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How to get fromChicago to San Benitoby plane, bus, train, or car

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There are 8 ways to get from Chicago to San Benito by plane, bus, train, or car

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 Rio Grande Valley International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL)plane plane MDW - HRL
    7h 47m
    $134–607

  2. Fly Chicago O'Hare International Airport to Rio Grande Valley International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Rio Grande Valley International Airport (HRL)plane plane ORD - HRL
    8h 30m
    $104–487

  3. Bus

    1. Take the bus from Chicago to Dallas Jeffersonbus bus Chicago
    2. Take the bus from Dallas to Harlingen Bus Stationbus bus Dallas
    29h 43m
    $264–442

  4. Train, bus via Dallas

    1. Take the train from Chicago Union Station to Dallastrain train Texas Eagle
    2. Take the bus from Dallas to Harlingen Bus Stationbus bus Dallas
    33h 56m
    $414–783

  5. Drive 1,408.2 mi

    1. Drive from Chicago to San Benitocar car 1,408.2 mi
    24h 41m
    $257–372

  6. Fly Chicago O'Hare International Airport to Brownsville-South Padre Island International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Brownsville-South Padre Island International Airport (BRO)plane plane ORD - BRO
    2. Take the bus from La Plaza at Brownsville to San Benito City Hallbus bus
    10h 15m
    $146–659

  7. Fly Chicago O'Hare International Airport to Mcallen Miller International Airport, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Mcallen Miller International Airport (MFE)plane plane ORD - MFE
    2. Take the bus from McAllen Central Station to Harlingen Bus Stationbus bus
    10h 3m
    $164–724

  8. Train, bus

    1. Take the train from Chicago Union Station to San Marcos Amtraktrain train Texas Eagle
    2. Take the bus from San Marcos to Harlingen Bus Stationbus bus FlixBus US1164
    41h 19m
    $461–934

Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL) flights

Calendar27Weekly Planes
Duration5h 40mAverage Duration
Ticket$136Cheapest Price
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Questions & Answers

Map of how to get from Chicago to San Benito.ExpandLaunch map view
  • Distance: 1,238.2 mi
  • Duration: 7h 47m

What companies run services between Chicago, IL, USA and San Benito, TX, USA?

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Rio Grande Valley International Airport (HRL) 4 times a day. Alternatively, you can take a vehicle from Chicago to San Benito City Hall via Chicago, Dallas Jefferson, Dallas, and Harlingen Bus Station in around 29h 43m.

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