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How to get fromSaint John to Chicagoby plane, car, bus, or train

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There are 9 ways to get from Saint John to Chicago by plane, car, bus, or train

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 St. John Airport

    best
    1. Fly from St. John Airport (YSJ) to Chicago O'Hare International Airport (ORD)plane plane YSJ - ORD
    8h 50m
    $104–508

  2. Drive, bus via Brook Park

    1. Drive from Saint John to Perry, MEcar car
    2. Take the bus from Perry, ME to Bangor, MEbus bus
    3. Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus bus
    4. Take the bus from Boston to Cleveland Bus Stationbus bus
    5. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus bus
    33h 30m
    $264–410

  3. Drive, bus, train

    1. Drive from Saint John to Perry, MEcar car
    2. Take the bus from Perry, ME to Bangor, MEbus bus
    3. Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus bus
    4. Take the train from Boston to Chicago Union Stationtrain train
    33h 37m
    $634–1,025

  4. Drive  1,282.9 mi

    1. Drive from Saint John to Chicagocar car 1,282.9 mi
    23h 28m
    $264–382

  5. Bus to Fredericton International Airport, fly

    1. Take the bus from Saint John Terminal to Fredericton Airportbus bus
    2. Fly from Fredericton International Airport (YFC) to Chicago O'Hare International Airport (ORD)plane plane YFC - ORD
    9h 11m
    $112–482

  6. Drive, bus to Bangor, fly

    1. Drive from Saint John to Perry, MEcar car
    2. Take the bus from Perry, ME to Bangor Airportbus bus
    3. Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane plane BGR - ORD
    10h 17m
    $111–410

  7. Bus to Greater Moncton International Airport, fly

    1. Take the bus from Saint John Terminal to Monctonbus bus
    2. Fly from Greater Moncton International Airport (YQM) to Chicago O'Hare International Airport (ORD)plane plane YQM - ORD
    11h 49m
    $129–513

  8. Drive, bus

    1. Drive from Saint John to Perry, MEcar car
    2. Take the bus from Perry, ME to Bangor, MEbus bus
    3. Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus bus
    4. Take the bus from Boston to New York Midtownbus bus
    5. Take the bus from New York Midtown to Chicago Bus Stationbus bus
    36h 53m
    $274–415

  9. Bus, train

    1. Take the bus from Saint John Terminal to Monctonbus bus
    2. Take the train from Moncton to Saint-Lamberttrain train
    3. Take the train from St-Lambert Amtrak Station to Schenectadytrain train
    4. Take the train from Schenectady to Chicago Union Stationtrain train
    46h 45m
    $765–1,371

Saint John to Chicago by bus and train

Calendar3Weekly Services
Duration46h 45mAverage Duration
Ticket$765Cheapest Price
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Comparing Your Travel Options

Map of how to get from Saint John to Chicago.ExpandLaunch map view
  • Distance: 1,147.2 mi
  • Duration: 8h 50m

What companies run services between Saint John, NB, Canada and Chicago, IL, USA?

Air Canada, Flair Airlines, and two other airlines fly from St. John Airport (YSJ) to Chicago O'Hare International Airport (ORD) 3 times a day.

Airlines
Train operators
Bus operators

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