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How to get fromChicago to Midlandby plane, bus, train, taxi, bus (Greyhound, Flixbus), car, or shuttle

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There are 9 ways to get from Chicago to Midland by plane, bus, train, taxi, bus (Greyhound, Flixbus), car, or shuttle

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 Chicago O'Hare International Airport to Toronto Pearson International Airport, bus

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)plane plane ORD - YYZ
    2. Take the bus from Toronto Pearson Airport to Waubaushenebus bus
    7h 46m
    $522–1,592

  2. Drive 878.6 km

    cheapest
    1. Drive from Chicago to Midlandcar car 878.6 km
    10h 42m
    $174–251

  3. Train, taxi

    1. Take the train from Chicago Union Station to Detroittrain train
    2. Take the train from Windsor to Toronto Union Stationtrain train
    3. Take the train from Union Station GO to Allandale Waterfront GOtrain train Br
    4. Take the taxi from Allandale Waterfront GO to Midlandtaxi taxi
    14h 22m
    $335–720

  4. Bus

    1. Take the bus from Chicago Bus Station to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Toronto Pearson Airportbus bus
    3. Take the bus from Toronto Pearson Airport to Port Severnbus bus
    16h 48m
    $194–319

  5. Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane plane MDW - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Toronto Pearson Airport to Waubaushenebus bus
    8h 46m
    $312–852

  6. Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane plane ORD - BUF
    2. Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take the bus from Toronto Pearson Airport to Waubaushenebus bus
    9h 11m
    $392–802

  7. Fly Chicago O'Hare International Airport to Toronto Island Airport, train, bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane plane ORD - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    3. Take the bus from Barrie, Georgian College to Huronia Mallbus bus
    9h 56m
    $273–1,853

  8. Fly Chicago Midway International Airport to Toronto Island Airport, train, bus

    1. Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane plane MDW - YTZ
    2. Take the train from Union Station GO to Allandale Waterfront GOtrain train
    3. Take the bus from Barrie, Georgian College to Huronia Mallbus bus
    9h 45m
    $223–653

  9. Train, bus

    1. Take the train from Chicago Union Station to Buffalo Depew Stationtrain train
    2. Take the train from Buffalo to Toronto Union Stationtrain train
    3. Take the train from Union Station GO to Allandale Waterfront GOtrain train Br
    4. Take the bus from Barrie, Georgian College to Huronia Mallbus bus 1
    20h 50m
    $309–764

Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ) flights

Calendar124Weekly Planes
Duration1h 50mAverage Duration
Ticket$67Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Midland.ExpandLaunch map view
  • Distance: 889.7 km
  • Duration: 7h 46m

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

You can take a bus from Chicago Bus Station to Midland via Detroit Bus Station, Toronto Pearson Airport, and Port Severn in around 16h 48m.

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