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There are 10 ways to get from Winnipeg to United States by plane, bus, train, night bus 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.

Recommended option

Fly to Chicago O'Hare  •  6 h 2 min

  1. Fly from Winnipeg (YWG) to Chicago O'Hare (ORD) YWG - ORD

$207 - $491

Cheapest option

Fly to New York La Guardia  •  8 h 17 min

  1. Fly from Winnipeg (YWG) to New York La Guardia (LGA) YWG - LGA

$148 - $353

8 alternative options

Fly to Chicago Midway  •  7 h 3 min

  1. Fly from Winnipeg (YWG) to Chicago Midway (MDW) YWG - MDW

$215 - $477

Fly to Boston  •  7 h 34 min

  1. Fly from Winnipeg (YWG) to Boston (BOS) YWG - BOS

$176 - $706

Fly to Newark  •  8 h 12 min

  1. Fly from Winnipeg (YWG) to Newark (EWR) YWG - EWR

$197 - $509

Fly to Philadelphia  •  8 h 47 min

  1. Fly from Winnipeg (YWG) to Philadelphia (PHL) YWG - PHL

$180 - $430

Bus  •  43 h 21 min

  1. Take the bus from Winnipeg, MB to Toronto, ON - 610 Bay Street 5150
  2. Take the bus from Toronto, On to New York, NY

$176 - $366

Train, night bus  •  2 days 3 h

  1. Take the train from Winnipeg to Toronto VIA Rail
  2. Take the night bus from Toronto, On to New York, Ny 311

$193 - $608

Train  •  2 days 5 h

  1. Take the train from Winnipeg to Toronto VIA Rail
  2. Take the train from Toronto to New York VIA Rail

$210 - $725

Drive  •  27 h 36 min

  1. Drive from Winnipeg to New York City 1661.6 miles

$220 - $320

Questions & Answers

The cheapest way to get from Winnipeg to United States is to fly which costs $190 - $470 and takes 8 h 17 min.

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The quickest way to get from Winnipeg to United States is to fly which costs $270 - $650 and takes 6 h 2 min.

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The distance between Winnipeg and United States is 1153 km. The road distance is 2658.6 km.

Get driving directions

The best way to get from Winnipeg to United States without a car is to bus which takes 43 h 21 min and costs $230 - $480.

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It takes approximately 6 h 2 min to get from Winnipeg to United States, including transfers.

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The best way to get from Winnipeg to United States is to fly which takes 6 h 2 min and costs $270 - $650. Alternatively, you can bus, which costs $230 - $480 and takes 43 h 21 min, you could also train, which costs $270 - $950 and takes 2 days 5 h.

Mode details

The quickest flight from Winnipeg Airport to Chicago O'Hare Airport is the direct flight which takes 2 h 27 min.

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Yes, the driving distance between Winnipeg to United States is 2659 km. It takes approximately 27 h 36 min to drive from Winnipeg to United States.

Get driving directions

United Airlines, Air Canada and Delta offer flights from Winnipeg Airport to Chicago O'Hare Airport.

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There are four+ hotels available in United States. Prices start at $100 USD per night.

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Map of how to get from Winnipeg to United States.
Launch map view
  • Distance: 720.4 miles
  • Duration: 6 h 2 min

What companies run services between Winnipeg, MB, Canada and United States?

United Airlines, Delta and Air Canada fly from Winnipeg to Chicago hourly. Alternatively, you can take a bus from Winnipeg to New York City via Westbound Wellington at Airport Terminal, Winnipeg, MB, Toronto, ON - 610 Bay Street, Toronto, On, New York, NY, and 42 St - Port Authority Bus Terminal in around 43 h 21 min.

Airlines
Air Canada
Website
aircanada.com
Flights from Winnipeg to Chicago O'Hare
Ave. Duration
2 h 34 min
When
Every day
Estimated price
$240 - $1,200
Flights from Winnipeg to Chicago O'Hare via Toronto
Ave. Duration
5 h 34 min
When
Every day
Estimated price
$250 - $1,300
Flights from Winnipeg to Boston via Toronto
Ave. Duration
5 h 9 min
When
Every day
Estimated price
$220 - $1,500
Flights from Winnipeg to Boston via Montreal
Ave. Duration
5 h 20 min
When
Every day
Estimated price
$220 - $1,500
Flights from Winnipeg to Boston via Ottawa
Ave. Duration
5 h 29 min
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$220 - $1,500
Flights from Winnipeg to New York La Guardia via Toronto
Ave. Duration
5 h 2 min
When
Every day
Estimated price
$210 - $550
Flights from Winnipeg to New York La Guardia via Montreal
Ave. Duration
5 h 49 min
When
Every day
Estimated price
$210 - $550
Flights from Winnipeg to Newark via Toronto
Ave. Duration
5 h 15 min
When
Every day
Estimated price
$290 - $750
Flights from Winnipeg to Newark via Montreal
Ave. Duration
5 h 58 min
When
Every day
Estimated price
$290 - $750
Flights from Winnipeg to Newark via Chicago O'Hare
Ave. Duration
5 h 51 min
When
Every day
Estimated price
$310 - $1,100
Flights from Winnipeg to Philadelphia via Toronto
Ave. Duration
6 h
When
Every day
Estimated price
$260 - $1,800
Flights from Winnipeg to Philadelphia via Montreal
Ave. Duration
6 h 44 min
When
Every day
Estimated price
$290 - $1,900
Flights from Winnipeg to Philadelphia via Ottawa, Toronto
Ave. Duration
7 h 39 min
When
Every day
Estimated price
$300 - $1,900
Delta
Website
delta.com
Flights from Winnipeg to Chicago O'Hare via Minneapolis
Ave. Duration
4 h 49 min
When
Every day
Estimated price
$300 - $1,200
Flights from Winnipeg to Chicago Midway via Minneapolis
Ave. Duration
5 h 3 min
When
Every day
Estimated price
$220 - $850
Flights from Winnipeg to Chicago Midway via Minneapolis, Detroit
Ave. Duration
6 h 58 min
When
Monday and Sunday
Estimated price
$220 - $850
Flights from Winnipeg to Chicago Midway via Toronto, Detroit
Ave. Duration
7 h 28 min
When
Monday, Tuesday, Thursday and Friday
Estimated price
$190 - $800
Flights from Winnipeg to Boston via Toronto
Ave. Duration
6 h 1 min
When
Every day
Estimated price
$170 - $700
Flights from Winnipeg to Boston via Minneapolis
Ave. Duration
6 h 40 min
When
Every day
Estimated price
$200 - $1,300
Flights from Winnipeg to New York La Guardia via Toronto
Ave. Duration
5 h 51 min
When
Every day
Estimated price
$250 - $750
Flights from Winnipeg to New York La Guardia via Minneapolis
Ave. Duration
6 h
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$250 - $900
Flights from Winnipeg to New York La Guardia via Montreal
Ave. Duration
5 h 19 min
When
Monday, Tuesday, Thursday and Saturday
Estimated price
$250 - $750
Flights from Winnipeg to Newark via Minneapolis
Ave. Duration
6 h 17 min
When
Every day
Estimated price
$310 - $1,000
Flights from Winnipeg to Philadelphia via Minneapolis
Ave. Duration
6 h 19 min
When
Every day
Estimated price
$210 - $1,100
Flights from Winnipeg to Philadelphia via Minneapolis, Detroit
Ave. Duration
7 h 12 min
When
Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday
Estimated price
$210 - $1,100
United Airlines
Website
united.com
Flights from Winnipeg to Chicago O'Hare
Ave. Duration
2 h 34 min
When
Every day
Estimated price
$240 - $1,200
Flights from Winnipeg to Boston via Toronto
Ave. Duration
5 h 4 min
When
Every day
Estimated price
$220 - $1,500
Flights from Winnipeg to Boston via Chicago O'Hare
Ave. Duration
6 h 24 min
When
Every day
Estimated price
$190 - $1,100
Flights from Winnipeg to Boston via Denver
Ave. Duration
8 h 35 min
When
Every day
Estimated price
$270 - $1,400
Flights from Winnipeg to New York La Guardia via Toronto
Ave. Duration
5 h
When
Every day
Estimated price
$210 - $550
Flights from Winnipeg to New York La Guardia via Chicago O'Hare
Ave. Duration
6 h 15 min
When
Every day
Estimated price
$250 - $700
Flights from Winnipeg to New York La Guardia via Denver
Ave. Duration
7 h 36 min
When
Monday to Friday
Estimated price
$250 - $700
Flights from Winnipeg to Newark via Chicago O'Hare
Ave. Duration
5 h 51 min
When
Every day
Estimated price
$310 - $1,100
Flights from Winnipeg to Newark via Denver
Ave. Duration
7 h 14 min
When
Every day
Estimated price
$310 - $1,100
Flights from Winnipeg to Philadelphia via Toronto
Ave. Duration
6 h 28 min
When
Every day
Estimated price
$260 - $1,800
Flights from Winnipeg to Philadelphia via Chicago O'Hare
Ave. Duration
5 h 31 min
When
Every day
Estimated price
$270 - $1,100
Flights from Winnipeg to Philadelphia via Denver
Ave. Duration
8 h 10 min
When
Monday, Thursday, Friday and Sunday
Estimated price
$270 - $1,100
WestJet
Website
westjet.com
Flights from Winnipeg to Chicago O'Hare via Minneapolis
Ave. Duration
4 h 49 min
When
Every day
Estimated price
$300 - $1,200
Flights from Winnipeg to Boston via Toronto
Ave. Duration
6 h 5 min
When
Every day
Estimated price
$170 - $700
Flights from Winnipeg to Boston via Minneapolis
Ave. Duration
6 h 40 min
When
Every day
Estimated price
$200 - $1,300
Flights from Winnipeg to New York La Guardia via Toronto
Ave. Duration
5 h 41 min
When
Every day
Estimated price
$250 - $750
Flights from Winnipeg to New York La Guardia via Montreal
Ave. Duration
5 h 19 min
When
Monday, Tuesday, Thursday and Saturday
Estimated price
$250 - $750
Flights from Winnipeg to Philadelphia via Minneapolis
Ave. Duration
6 h 19 min
When
Every day
Estimated price
$210 - $1,100
Train operators
VIA Rail
Phone
+1 1 888 842-7245
Website
viarail.ca
Train from Winnipeg to Toronto
Ave. Duration
38 h 30 min
Frequency
Twice a week
Estimated price
$130 - $480
Website
viarail.ca
Escape
$130 - $190
Economy
$250 - $340
Economy Plus
$340 - $480
Business
$370 - $550
Business Plus/Sleeper
$650 - $900
Train from Toronto to New York
Ave. Duration
13 h 30 min
Frequency
Once daily
Estimated price
$70 - $250
Website
viarail.ca
Escape
$70 - $100
Economy
$120 - $170
Economy Plus
$170 - $250
Business
$180 - $260
Business Plus/Sleeper
$320 - $450
Bus operators
Greyhound Canada
Phone
+1 1-800-661-8747
Email
Canada.info@greyhound.ca
Website
greyhound.ca
Bus from Winnipeg, MB to Toronto, ON - 610 Bay Street
Ave. Duration
30 h 30 min
Frequency
Once daily
Estimated price
$100 - $260
Website
Greyhound.ca
Advanced Purchase
$100 - $160
Online Fare
$140 - $200
Standard Fare
$180 - $260
Refundable
$190 - $280
Trailways New York
Phone
(800) 858-8555
Website
trailwaysny.com
Bus from Toronto, On to New York, NY
Ave. Duration
10 h
Frequency
Every 2 hours
Estimated price
$70 - $100
Book at
trailwaysny.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Night bus from Toronto, On to New York, Ny
Ave. Duration
11 h 15 min
Frequency
Once daily
Estimated price
$50 - $130
Website
greyhound.com
Economy
$50 - $85
Flexible
$95 - $130

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.

More Questions & Answers

The best way to get from Winnipeg to Winnipeg Airport is to line 20 bus which takes 35 min and costs $4.

More details