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How to get fromDryden to Chicagoby bus, plane, car, shuttle, or train

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There are 9 ways to get from Dryden to Chicago by bus, plane, car, shuttle, 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. Bus to Winnipeg J. A. Richardson International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Dryden Rest Stop to Southdale Mallbus bus
    2. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane plane YWG - ORD
    10h 52m
    $226–914

  2. Bus, bus to International Falls, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the bus from Dryden Rest Stop to Prawdabus bus
    2. Take the bus from Prawda to Fort Frances Rest Stopbus bus
    3. Fly from International Falls (INL) to Chicago O'Hare International Airport (ORD)plane plane INL - ORD
    14h 3m
    $89–387

  3. Bus, drive, shuttle

    1. Take the bus from Dryden Rest Stop to Upsalabus bus
    2. Take the bus from Upsala to Kakabeka Fallsbus bus
    3. Drive from Kakabeka Falls to Grand Maraiscar car
    4. Take a shuttle bus from Grand Marais to Duluth International Airportshuttle bus
    5. Take the bus from Duluth to St. Paulbus bus
    6. Take the bus from Saint Paul Union Depot to Chicago Bus Stationbus bus
    23h 22m

  4. Drive 748 mi

    1. Drive from Dryden to Chicagocar car 748 mi
    14h 2m
    $172–248

  5. Drive to Red Lake Airport, fly to Chicago O'Hare International Airport

    1. Drive from Dryden to Red Lake Airport (YRL)car car
    2. Fly from Red Lake Airport (YRL) to Chicago O'Hare International Airport (ORD)plane plane YRL - ORD
    10h 45m
    $99–385

  6. Bus, bus to International Falls, fly to Chicago Midway International Airport

    1. Take the bus from Dryden Rest Stop to Prawdabus bus
    2. Take the bus from Prawda to Fort Frances Rest Stopbus bus
    3. Fly from International Falls (INL) to Chicago Midway International Airport (MDW)plane plane INL - MDW
    17h 3m
    $99–447

  7. Bus, drive, shuttle to Duluth International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Dryden Rest Stop to Upsalabus bus
    2. Take the bus from Upsala to Kakabeka Fallsbus bus
    3. Drive from Kakabeka Falls to Grand Maraiscar car
    4. Take a shuttle bus from Grand Marais to Duluth International Airportshuttle bus
    5. Fly from Duluth International Airport (DLH) to Chicago O'Hare International Airport (ORD)plane plane DLH - ORD
    13h 30m

  8. Bus, bus to International Falls, fly to General Mitchell International Airport, train

    1. Take the bus from Dryden Rest Stop to Prawdabus bus
    2. Take the bus from Prawda to Fort Frances Rest Stopbus bus
    3. Fly from International Falls (INL) to General Mitchell International Airport (MKE)plane plane INL - MKE
    4. Take the train from Milwaukee to Chicago Union Stationtrain train
    16h 14m
    $151–656

  9. Bus, train

    1. Take the bus from Dryden Rest Stop to Thunder Baybus bus
    2. Take the bus from Thunder Bay to Sault Ste Mariebus bus
    3. Take the bus from Sault Ste. Marie, MI to Escanaba, MIbus bus
    4. Take the bus from Escanaba to Milwaukeebus bus
    5. Take the train from Milwaukee to Chicago Union Stationtrain train
    27h 19m
    $140–341

Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD) flights

Calendar49Weekly Planes
Duration4h 18mAverage Duration
Ticket$59Cheapest Price
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Questions & Answers

Map of how to get from Dryden to Chicago.ExpandLaunch map view
  • Distance: 948.7 mi
  • Duration: 10h 52m

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

There is no direct connection from Dryden to Chicago. However, you can take the bus to Southdale Mall, take the bus to Westbound Broadway at Main, walk to Northbound Israel Asper at Canadian Museum for Human Rights, take the bus to Westbound Wellington at Airport Terminal, walk to Winnipeg J. A. Richardson International Airport (YWG) airport, fly to Chicago O'Hare International Airport (ORD), walk to O'Hare, then take the subway to Jackson-Blue. Alternatively, you can take a bus from Dryden Rest Stop to Chicago Bus Station via Upsala, Kakabeka Falls, Grand Marais, Duluth International Airport, Airport Terminal, Duluth, St. Paul, and Saint Paul Union Depot in around 23h 22m.

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