Rome2Rio

How to get fromWinnipeg to Oleanby plane, shuttle, bus, bus (Flixbus, Greyhound), train or car

Find Transport to Olean

See all options

There are 10 ways to get from Winnipeg to Olean by plane, shuttle, bus, bus (Flixbus, Greyhound), train, or car

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 Toronto Pearson International Airport, shuttle, bus

    best
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Toronto Pearson International Airport (YYZ)plane plane YWG - YYZ
    2. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    3. Take the bus from Buffalo to Oleanbus bus
    10h 37m
    $192–660
  2. Fly to Pittsburgh International Airport, bus

    cheapest
    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Pittsburgh International Airport (PIT)plane plane YWG - PIT
    2. Take the bus from Pittsburgh to Oleanbus bus
    15h 54m
    $142–732
  3. 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 to Sudburybus bus
    4. Take the bus from Sudbury to Union Station Bus Terminalbus bus
    5. Take the bus from Toronto to Buffalobus bus
    6. Take the bus from Buffalo to Oleanbus bus
    39h 6m
    $270–463
  4. Train, bus

    1. Take the train from Winnipeg to Toronto Union Stationtrain train
    2. Take the bus from Toronto to Buffalobus bus
    3. Take the bus from Buffalo to Oleanbus bus
    44h 54m
    $179–293
  5. Drive 1,397.3 mi

    1. Drive from Winnipeg to Oleancar car 1,397.3 mi
    23h 9m
    $320–462
  6. Fly to Buffalo Niagara International Airport, bus

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Buffalo Niagara International Airport (BUF)plane plane YWG - BUF
    2. Take the bus from Buffalo to Oleanbus bus
    12h 3m
    $297–1,490
  7. Fly to Toronto Island Airport, bus

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Toronto Island Airport (YTZ)plane plane YWG - YTZ
    2. Take the bus from Toronto to Buffalobus bus
    3. Take the bus from Buffalo to Oleanbus bus
    13h 9m
    $183–992
  8. Fly to John C. Munro Hamilton International Airport, train, bus

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to John C. Munro Hamilton International Airport (YHM)plane plane YWG - YHM
    2. Take the train from West Harbour GO to Niagara Falls GOtrain train
    3. Take the bus from Buffalo to Oleanbus bus
    11h 58m
    $174–1,057
  9. Fly to Rochester, bus

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to Rochester (ROC)plane plane YWG - ROC
    2. Take the bus from Rochester Bus Stop to Buffalobus bus
    3. Take the bus from Buffalo to Oleanbus bus
    13h 30m
    $218–956
  10. Fly to London International Airport, shuttle, bus

    1. Fly from Winnipeg J. A. Richardson International Airport (YWG) to London International Airport (YXU)plane plane YWG - YXU
    2. Take a shuttle bus from London Airport to Pearson International Airport Terminal 1shuttle bus
    3. Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airportshuttle bus
    4. Take the bus from Buffalo to Oleanbus bus
    13h 47m
    $432–1,620

Winnipeg to Olean by bus

Calendar6Weekly Buses
Duration39h 6mAverage Duration
Ticket$270Cheapest Price
See schedules

Questions & Answers

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

You can take a bus from Winnipeg to Olean via Thunder Bay, Sault Ste Marie, Sudbury, Toronto, and Buffalo in around 39h 6m.

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