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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)planeSAT - MDW
    5h 28m
    $100–488

  2. Bus

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

  3. Train (Amtrak)

    1. Take the train from San Antonio Station to Chicago Union StationtrainTexas Eagle
    31h 7m
    $163–778

  4. Drive 1,189.4 mi

    1. Drive from Fort Sam Houston to Chicagocar1,189.4 mi
    19h 37m
    $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)planeSAT - ORD
    5h 49m
    $155–418

  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
    2. Fly from Austin-Bergstrom International Airport (AUS) to Chicago Midway International Airport (MDW)planeAUS - 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
    2. Fly from Austin-Bergstrom International Airport (AUS) to Chicago O'Hare International Airport (ORD)planeAUS - ORD
    7h 55m
    $111–475

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

Calendar35Weekly Planes
Duration3h 45mAverage Duration
Ticket$97Cheapest 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) 5 times a day. 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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