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How to get fromMississauga to Chicago Union Stationby plane, train (Amtrak), bus (Flixbus, Amtrak), car, train, subway, shuttle, or bus

Find Transport to Chicago Union Station

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There are 11 ways to get from Mississauga to Chicago Union Station by plane, train (Amtrak), bus (Flixbus, Amtrak), car, train, subway, shuttle, or bus

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 Toronto Pearson International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane plane YYZ - ORD
    5h 20m
    $336–1,110

  2. Bus, train

    cheapest
    1. Take the bus from Mississauga to Detroit Bus Stationbus bus
    2. Take the bus from Detroit Bus Station to Gary Bus Stationbus bus
    3. Take the train from Gary to Van Buren St.train train Ssl
    13h 44m
    $82–149

  3. Train via Detroit

    1. Take the train from Oakville to Windsortrain train VIA Rail
    2. Take the train from Detroit to Chicago Union Stationtrain train Wolverine
    11h 53m
    $146–409

  4. Bus

    1. Take the bus from Mississauga to Detroit Bus Stationbus bus FlixBus N2706
    2. Take the bus from Detroit to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    13h 14m
    $134–204

  5. Drive 498.6 mi

    1. Drive from Mississauga to Chicago Union Stationcar car 498.6 mi
    8h 24m
    $115–165

  6. Train to Toronto Island Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Erindale GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane plane YTZ - ORD
    5h 48m
    $188–1,313

  7. Train to Toronto Island Airport, fly to Chicago Midway International Airport, subway

    1. Take the train from Erindale GO to Union Station GOtrain train
    2. Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane plane YTZ - MDW
    3. Take the subway from Midway to Quincysubway subway
    5h 36m
    $148–443

  8. Shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    6h 23m
    $256–500

  9. Fly Toronto Pearson International Airport to Chicago Midway International Airport

    1. Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane plane YYZ - MDW
    6h 38m
    $486–960

  10. Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport

    1. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    2. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    6h 49m
    $266–430

  11. Train

    1. Take the train from Oakville to Buffalotrain train VIA Rail
    2. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train Lake Shore Limited
    16h 54m
    $200–526

Mississauga to Chicago Union Station by bus, train, and car

Calendar21Weekly Services
Duration11h 53mAverage Duration
Ticket$146Cheapest Price
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Questions & Answers

Map of how to get from Mississauga to Chicago Union Station.ExpandLaunch map view
  • Distance: 465.1 mi
  • Duration: 5h 20m

What companies run services between Mississauga, ON, Canada and Chicago Union Station, IL, USA?

American Airlines, Air Canada, and United Airlines fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a bus from Square One to Chicago Union Station via Oakville GO Bus, Oakville, Windsor, and Detroit in around 11h 53m.

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