There are 10 ways to get from Portage la Prairie to Chicago by bus, plane, train (Amtrak), car, 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.
Bus to Winnipeg J. A. Richardson International Airport, fly to Chicago O'Hare International Airport
best- Take the bus from Portage la Prairie to Winnipegbus
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane YWG - ORD
7h 32m$183–870Bus to Winnipeg J. A. Richardson International Airport, fly to Chicago Midway International Airport
cheapest- Take the bus from Portage la Prairie to Winnipegbus
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago Midway International Airport (MDW)plane YWG - MDW
9h$88–430Train via Detroit
- Take the train from Portage la Prairie to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
2d 5h$538–1,136Drive 902.4 mi
- Drive from Portage la Prairie to Chicagocar 902.4 mi
15h 5m$207–299Drive to Hector International Airport, fly to Chicago O'Hare International Airport
- Drive from Portage la Prairie to Fargo-Airport-FARcar
- Fly from Hector International Airport (FAR) to Chicago O'Hare International Airport (ORD)plane FAR - ORD
7h 26m$112–381Drive to Grand Forks International Airport, fly to Chicago Midway International Airport
- Drive from Portage la Prairie to Grand Forks International Airport (GFK)car
- Fly from Grand Forks International Airport (GFK) to Chicago Midway International Airport (MDW)plane GFK - MDW
10h 12m$110–448Drive to Grand Forks International Airport, fly to General Mitchell International Airport, train
- Drive from Portage la Prairie to Grand Forks International Airport (GFK)car
- Fly from Grand Forks International Airport (GFK) to General Mitchell International Airport (MKE)plane GFK - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
11h 42m$185–702Bus to Winnipeg J. A. Richardson International Airport, fly to General Mitchell International Airport, train
- Take the bus from Portage la Prairie to Winnipegbus
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to General Mitchell International Airport (MKE)plane YWG - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
11h 8m$158–704Train, bus
- Take the train from Portage la Prairie to Toronto Union Stationtrain
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
2d 9h$412–818Train
- Take the train from Portage la Prairie to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
2d 10h$652–1,303
Portage la Prairie to Chicago by train and car
Comparing Your Travel Options
The cheapest way to get from Portage la Prairie to Chicago is to drive and fly which costs $110 - $390 and takes 7h 26m.
The fastest way to get from Portage la Prairie to Chicago is to drive and fly which takes 7h 26m and costs $110 - $390.
No, there is no direct train from Portage la Prairie to Chicago station. However, there are services departing from Portage la Prairie and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 2 days 5h.
The distance between Portage la Prairie and Chicago is 790 miles. The road distance is 907.7 miles.
The best way to get from Portage la Prairie to Chicago without a car is to train and bus which takes 2 days 9h and costs $410 - $850.
It takes approximately 7h 32m to get from Portage la Prairie to Chicago, including transfers.
Portage la Prairie to Chicago train services, operated by VIA Rail, depart from Portage la Prairie station.
Portage la Prairie to Chicago train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Portage la Prairie to Chicago is 908 miles. It takes approximately 15h 5m to drive from Portage la Prairie to Chicago.
There are 1308+ hotels available in Chicago.
What companies run services between Portage la Prairie, MB, Canada and Chicago, IL, USA?
You can take a train from Portage la Prairie to Chicago Union Station via Toronto Union Station, Windsor, and Detroit in around 2d 5h.
- Website
- delta.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $55–310
Flights from Hector International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $50–290
Flights from Grand Forks International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 9h 16m
- When
- Every day
- Estimated price
- $65–380
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $75–410
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 9h 17m
- When
- Monday
- Estimated price
- $210–1,200
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Toronto, Detroit
- Ave. Duration
- 8h 6m
- When
- Sunday
- Estimated price
- $180–1,200
Flights from Grand Forks International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $95–550
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 7h 54m
- When
- Monday
- Estimated price
- $320–1,700
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Toronto, Detroit
- Ave. Duration
- 7h 44m
- When
- Sunday
- Estimated price
- $260–1,700
- Website
- westjet.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $55–310
Flights from Hector International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $50–290
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $75–410
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 9h 17m
- When
- Monday
- Estimated price
- $210–1,200
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Toronto, Detroit
- Ave. Duration
- 8h 6m
- When
- Sunday
- Estimated price
- $180–1,200
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $100–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Toronto, Detroit
- Ave. Duration
- 7h 44m
- When
- Sunday
- Estimated price
- $260–1,700
- Website
- united.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $85–410
Flights from Hector International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $50–290
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $110–600
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 8h 24m
- When
- Every day
- Estimated price
- $190–850
- Website
- aircanada.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $55–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $85–410
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $110–600
- Website
- aa.com
Flights from Hector International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $50–290
- Website
- southwest.com
Flights from Grand Forks International Airport to Chicago Midway International Airport via Las Vegas
- Ave. Duration
- 8h 53m
- When
- Sunday and Thursday
- Estimated price
- $190–800
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Portage la Prairie to Toronto Union Station
- Ave. Duration
- 42h 14m
- Frequency
- Twice a week
- Estimated price
- $330–700
- Website
- VIA Rail
- Escape
- $330–700
- Business
- $380–600
- Business Plus
- $390–600
- Economy
- $370–700
- Economy Plus
- $410–700
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–150
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $65–150
- Economy Plus
- $70–160
Train from Portage la Prairie to Toronto Union Station
- Ave. Duration
- 42h 14m
- Frequency
- Twice a week
- Estimated price
- $330–700
- Website
- VIA Rail
- Escape
- $330–700
- Business
- $380–600
- Business Plus
- $390–600
- Economy
- $370–700
- Economy Plus
- $410–700
Train from Portage la Prairie to Toronto Union Station
- Ave. Duration
- 42h 14m
- Frequency
- Twice a week
- Estimated price
- $330–700
- Website
- VIA Rail
- Escape
- $330–700
- Business
- $380–600
- Business Plus
- $390–600
- Economy
- $370–700
- Economy Plus
- $410–700
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–170
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–170
- Economy
- $30–95
- Economy Plus
- $35–110
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $150–240
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $290–450
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Portage la Prairie to Winnipeg
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a week
- Estimated price
- $8–13
- Schedules at
- Flixbus USA
Bus from Portage la Prairie to Winnipeg
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a week
- Estimated price
- $8–13
- Schedules at
- Flixbus USA
Bus from Portage la Prairie to Winnipeg
- Ave. Duration
- 1h 5m
- Frequency
- 4 times a week
- Estimated price
- $8–13
- Schedules at
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $50–75
- Website
- Greyhound
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