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How to get fromMidland to Chicagoby plane, bus, train, or car

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There are 5 ways to get from Midland to Chicago 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 to Chicago Midway International Airport

    best
    1. Fly from Midland International Airport (MAF) to Chicago Midway International Airport (MDW)plane plane MAF - MDW
    5h 32m
    $127–491

  2. Fly to Chicago O'Hare International Airport

    cheapest
    1. Fly from Midland International Airport (MAF) to Chicago O'Hare International Airport (ORD)plane plane MAF - ORD
    6h 16m
    $112–431

  3. Bus

    1. Take the bus from Midland to Dallasbus bus Dallas
    2. Take the bus from Dallas Jefferson to Chicagobus bus Querétaro
    25h 13m
    $227–385

  4. Bus, train

    1. Take the bus from Midland to Fort Worth - La Gran Plazabus bus Dallas
    2. Take the train from Fort Worth to Chicago Union Stationtrain train Texas Eagle
    29h 43m
    $402–789

  5. Drive 1,199.2 mi

    1. Drive from Midland to Chicagocar car 1,199.2 mi
    20h 16m
    $219–317

Midland International Airport (MAF) to Chicago Midway International Airport (MDW) flights

Calendar37Weekly Planes
Duration6h 12mAverage Duration
Ticket$99Cheapest Price
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Questions & Answers

Map of how to get from Midland to Chicago.ExpandLaunch map view
  • Distance: 1,068.9 mi
  • Duration: 5h 32m

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

Southwest Airlines flies from Midland International Airport (MAF) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, you can take a bus from Midland to Dearborn & Harrison via Dallas, Dallas Jefferson, California & 35th Street, and 35th/Archer Orange Line Station in around 25h 13m.

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