Rome2Rio

How to get fromWinnipeg to Illinoisby plane, bus, car, shuttle, or train (Amtrak)

Find Transport to Illinois

See all options

There are 8 ways to get from Winnipeg to Illinois by plane, bus, car, shuttle, or train (Amtrak)

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 to Chicago O'Hare International Airport

    best
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane plane YWG - ORD
    5h 20m
    $199–877

  2. Fly to Chicago Midway International Airport

    cheapest
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago Midway International Airport (MDW)plane plane YWG - MDW
    8h 20m
    $94–427

  3. Bus, drive, shuttle

    1. Take the bus from Winnipeg - Balmoral Transit Station to Dinorwic - Postal Boxesbus bus
    2. Take the bus from Dinorwic, ON 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
    28h 27m

  4. Train via Detroit

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Windsortrain train
    3. Take the train from Detroit to Chicago Union Stationtrain train
    2d 1h
    $444–1,038

  5. Drive  860.9 mi

    1. Drive from Winnipeg to Chicagocar car 860.9 mi
    14h 7m
    $197–285

  6. Fly to Peoria International Airport

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Peoria International Airport (PIA)plane plane YWG - PIA
    8h 6m
    $98–453

  7. Bus

    1. Take the bus from Winnipeg 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 bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    33h 3m
    $167–370

  8. Train

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the train from Toronto Union Station to Buffalotrain train
    3. Take the train from Buffalo Depew Station to Chicago Union Stationtrain train
    2d 6h
    $488–1,135

Winnipeg to Illinois by train and car

Calendar2Weekly Services
Duration2d 1hAverage Duration
Ticket$444Cheapest Price
See schedules

Questions & Answers

Map of how to get from Winnipeg to Illinois.ExpandLaunch map view
  • Distance: 728.3 mi
  • Duration: 5h 20m

What companies run services between Winnipeg, MB, Canada and Illinois, USA?

United Airlines and Delta fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD) 5 times a day. Alternatively, you can take a train from Winnipeg to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 2d 1h.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers