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How to get fromChicago to Midlandby plane, bus, train, or car

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There are 7 ways to get from Chicago to Midland 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 from Chicago Midway International Airport

    best
    1. Fly from Chicago Midway International Airport (MDW) to Midland International Airport (MAF)plane plane MDW - MAF
    6h 25m
    $152–645

  2. Fly from Chicago O'Hare International Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Midland International Airport (MAF)plane plane ORD - MAF
    6h 47m
    $132–505

  3. Bus

    1. Take the bus from Chicago to Dallas Jeffersonbus bus Chicago
    2. Take the bus from Dallas to Midlandbus bus Dallas
    26h 13m
    $222–388

  4. Train, bus

    1. Take the train from Chicago Union Station to Fort Worthtrain train Texas Eagle
    2. Take the bus from Fort Worth - La Gran Plaza to Midlandbus bus Dallas
    29h 57m
    $405–763

  5. Drive 1,202.6 mi

    1. Drive from Chicago to Midlandcar car 1,202.6 mi
    20h 18m
    $220–317

  6. Train to General Mitchell International Airport, fly

    1. Take the train from Chicago Union Station to Milwaukeetrain train
    2. Fly from General Mitchell International Airport (MKE) to Midland International Airport (MAF)plane plane MKE - MAF
    7h 54m
    $210–810

  7. Train to South Bend, fly

    1. Take the train from Van Buren St. to South Bend Airporttrain train
    2. Fly from South Bend (SBN) to Midland International Airport (MAF)plane plane SBN - MAF
    8h 16m
    $163–654

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

Calendar36Weekly Planes
Duration6h 4mAverage Duration
Ticket$127Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Midland.ExpandLaunch map view
  • Distance: 1,069.3 mi
  • Duration: 6h 25m

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

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Midland International Airport (MAF) 5 times a day. Alternatively, you can take a bus from State & Harrison/Ida B Wells Drive to Midland via 35th/Archer Orange Line Station, California & 35th Street, Chicago, Dallas Jefferson, and Dallas in around 26h 13m.

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