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How to get fromFort Sam Houston to Chicagoby plane, bus, train (Amtrak) or car

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There are 7 ways to get from Fort Sam Houston to Chicago by plane, bus, train (Amtrak), 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 San Antonio International Airport to Chicago Midway International Airport

    best
    1. Fly from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW)plane plane SAT - MDW
    5h 28m
    $105–558

  2. Bus

    1. Take the bus from Tornado Bus Co - San Antonio to Chicagobus bus Querétaro
    25h 29m
    $197–361

  3. Train (Amtrak)

    1. Take the train from San Antonio Station to Chicago Union Stationtrain train Texas Eagle
    31h 7m
    $163–398

  4. Drive 1,189.4 mi

    1. Drive from Fort Sam Houston to Chicagocar car 1,189.4 mi
    19h 47m
    $218–314

  5. Fly San Antonio International Airport to Chicago O'Hare International Airport

    1. Fly from San Antonio International Airport (SAT) to Chicago O'Hare International Airport (ORD)plane plane SAT - ORD
    5h 49m
    $145–418

  6. Bus to Austin-Bergstrom International Airport, fly to Chicago Midway International Airport

    1. Take the bus from San Antonio Bus Station to Austin Eastside Bus Plazabus bus
    2. Fly from Austin-Bergstrom International Airport (AUS) to Chicago Midway International Airport (MDW)plane plane AUS - MDW
    7h 34m
    $116–645

  7. Bus to Austin-Bergstrom International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from San Antonio Bus Station to Austin Eastside Bus Plazabus bus
    2. Fly from Austin-Bergstrom International Airport (AUS) to Chicago O'Hare International Airport (ORD)plane plane AUS - ORD
    7h 55m
    $126–495

San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) flights

Calendar43Weekly Planes
Duration4h 15mAverage Duration
Ticket$103Cheapest Price
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Questions & Answers

What companies run services between Fort Sam Houston, TX, USA and Chicago, IL, USA?

Southwest Airlines flies from San Antonio International Airport (SAT) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Tornado Bus Company operates a bus from Tornado Bus Co - San Antonio to Chicago once daily. Tickets cost $180–340 and the journey takes 23h 15m.

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