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How to get fromSan Antonio to Chicago Union Stationby plane, bus, train (Amtrak), or car

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There are 7 ways to get from San Antonio to Chicago Union Station 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
    4h 49m
    $113–556

  2. Bus

    1. Take the bus from Tornado Bus Co - San Antonio to Chicagobus bus Querétaro
    24h 55m
    $197–361

  3. Train (Amtrak)

    1. Take the train from San Antonio Station to Chicago Union Stationtrain train Texas Eagle
    31h 1m
    $410–900

  4. Drive 1,193.8 mi

    1. Drive from San Antonio to Chicago Union Stationcar car 1,193.8 mi
    19h 52m
    $218–315

  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 22m
    $173–556

  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
    6h 37m
    $116–531

  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 9m
    $116–461

San Antonio to Chicago Union Station by train (Amtrak)

Calendar10Weekly Trains
Duration31h 1mAverage Duration
Ticket$410Cheapest Price
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Questions & Answers

Map of how to get from San Antonio to Chicago Union Station.ExpandLaunch map view
  • Distance: 1,058.1 mi
  • Duration: 4h 49m

What companies run services between San Antonio, TX, USA and Chicago Union Station, 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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