There are 10 ways to get from Winnipeg to Naperville by plane, train, bus, car, 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.
Fly Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport, train
best- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago O'Hare International Airport (ORD)plane YWG - ORD
- Take the train from Chicago Union Station to Napervilletrain
7h 17m$209–863Fly Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport, train
cheapest- Fly from Winnipeg J. A. Richardson International Airport (YWG) to Chicago Midway International Airport (MDW)plane YWG - MDW
- Take the train from Chicago Union Station to Napervilletrain
9h 52m$79–373Bus, drive, train
- Take the bus from Winnipeg to Thunder Baybus
- Take the bus from Thunder Bay to Sault Ste Mariebus
- Drive from Sault Ste Marie to Mackinawcar
- Take the bus from Mackinaw to East Lansing, MIbus
- Take the bus from East Lansing Amtrak Station to Chicago Union Stationbus
- Take the train from Chicago Union Station to Naperville Amtrak Stationtrain
33h 32m$202–431Train via Detroit
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Napervilletrain
2d 3h$478–1,073Drive 846.4 mi
- Drive from Winnipeg to Napervillecar 846.4 mi
14h 4m$194–280Drive to Hector International Airport, fly to Chicago O'Hare International Airport, train
- Drive from Winnipeg to Fargo-Airport-FARcar
- Fly from Hector International Airport (FAR) to Chicago O'Hare International Airport (ORD)plane FAR - ORD
- Take the train from Chicago Union Station to Napervilletrain
8h 2m$147–583Fly Winnipeg J. A. Richardson International Airport to General Mitchell International Airport, train
- 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
- Take the train from Chicago Union Station to Napervilletrain
10h 34m$136–632Fly Winnipeg J. A. Richardson International Airport to South Bend, train
- Fly from Winnipeg J. A. Richardson International Airport (YWG) to South Bend (SBN)plane YWG - SBN
- Take the train from South Bend Airport to Van Buren St.train
- Take the train from Chicago Union Station to Napervilletrain
11h 26m$143–626Train, bus
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
- Take the train from Chicago Union Station to Napervilletrain
2d 6h$407–820Train
- Take the train from Winnipeg to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Napervilletrain
2d 8h$527–1,200
Winnipeg to Naperville by train and car
Questions & Answers
The cheapest way to get from Winnipeg to Naperville is to fly and train which costs $75 - $380 and takes 9h 52m.
The fastest way to get from Winnipeg to Naperville is to fly and train which takes 7h 17m and costs $200 - $900.
No, there is no direct train from Winnipeg to Naperville. However, there are services departing from Winnipeg and arriving at Naperville via Toronto Union Station, Detroit and Chicago Union Station. The journey, including transfers, takes approximately 2 days 3h.
The distance between Winnipeg and Naperville is 762 miles. The road distance is 851.4 miles.
The best way to get from Winnipeg to Naperville without a car is to train and bus which takes 2 days 6h and costs $400 - $850.
It takes approximately 7h 17m to get from Winnipeg to Naperville, including transfers.
Winnipeg to Naperville train services, operated by VIA Rail, depart from Winnipeg station.
Winnipeg to Naperville train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Winnipeg to Naperville is 851 miles. It takes approximately 14h 4m to drive from Winnipeg to Naperville.
There are 231+ hotels available in Naperville.
What companies run services between Winnipeg, MB, Canada and Naperville, IL, USA?
You can take a train from Winnipeg to Naperville via Toronto Union Station, Windsor, Detroit, and Chicago Union Station in around 2d 3h.
- Website
- delta.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $60–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $70–360
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 45m
- When
- Monday and Friday
- Estimated price
- $230–1,100
Flights from Hector International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $90–500
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $100–550
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Atlanta
- Ave. Duration
- 6h 23m
- When
- Monday and Friday
- Estimated price
- $340–1,700
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Minneapolis
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $120–600
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Atlanta
- Ave. Duration
- 7h 59m
- When
- Monday and Friday
- Estimated price
- $370–1,800
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Toronto, Detroit
- Ave. Duration
- 9h 5m
- When
- Every day
- Estimated price
- $320–1,700
- Website
- united.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $55–300
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $95–410
Flights from Hector International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $90–500
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $100–550
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Denver
- Ave. Duration
- 8h 19m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $190–800
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $120–600
- Website
- westjet.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $60–310
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Minneapolis
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $70–360
Flights from Winnipeg J. A. Richardson International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 45m
- When
- Monday and Friday
- Estimated price
- $230–1,100
Flights from Hector International Airport to Chicago O'Hare International Airport via Minneapolis
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $90–500
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $100–550
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Minneapolis
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $120–600
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Atlanta
- Ave. Duration
- 7h 59m
- When
- Monday and Friday
- Estimated price
- $370–1,800
- Website
- aircanada.com
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $55–300
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $95–410
- Website
- aa.com
Flights from Hector International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $90–500
- Phone
- +1 312-696-3872
- Website
- metra.com
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- https://metra.com
- Adult
- $5–6
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Naperville Amtrak Station
- Ave. Duration
- 33 min
- Frequency
- Twice daily
- Estimated price
- $9–19
- Website
- https://www.amtrak.com/home.html
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $90–190
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $27–60
- Website
- https://www.amtrak.com/home.html
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $170–350
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- https://www.viarail.ca/en
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $360–700
- Economy Plus
- $390–700
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $60–210
- Website
- https://www.viarail.ca/en
- Escape
- $60–150
- Business
- $95–200
- Business Plus
- $100–210
- Economy
- $65–160
- Economy Plus
- $70–160
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- https://www.viarail.ca/en
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $360–700
- Economy Plus
- $390–700
Train from Winnipeg to Toronto Union Station
- Ave. Duration
- 37h 59m
- Frequency
- Twice a week
- Estimated price
- $320–700
- Website
- https://www.viarail.ca/en
- Escape
- $320–650
- Business
- $370–600
- Business Plus
- $380–600
- Economy
- $360–700
- Economy Plus
- $390–700
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–180
- Website
- https://www.viarail.ca/en
- Escape
- $30–90
- Business
- $60–170
- Business Plus
- $75–180
- Economy
- $35–100
- Economy Plus
- $35–110
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- 1.800.461.8558
- [email protected]
- Website
- ontarionorthland.ca
Bus from Winnipeg to Thunder Bay
- Ave. Duration
- 8h 49m
- Frequency
- 6 times a week
- Estimated price
- $30–100
- Website
- https://www.ontarionorthland.ca/en
- Children
- $30–50
- Senior
- $55–85
- Adult
- $65–100
Bus from Thunder Bay to Sault Ste Marie
- Ave. Duration
- 9h 10m
- Frequency
- 6 times a week
- Estimated price
- $30–100
- Website
- https://www.ontarionorthland.ca/en
- Children
- $30–50
- Senior
- $55–85
- Adult
- $65–100
- Phone
- +1 989-725-5105
- Website
- indiantrails.com
Bus from Mackinaw to East Lansing, MI
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $40–75
- Website
- https://indiantrails.com
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from East Lansing Amtrak Station to Chicago Union Station
- Ave. Duration
- 3h 51m
- Frequency
- Once a week
- Estimated price
- $75–120
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $35–65
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $45–75
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $45–85
- Website
- https://www.greyhound.com/
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