There are 10 ways to get from Winnipeg to Naperville by plane, train, bus, train (Amtrak), 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.
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 20m$199–863Fly 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
10h 4m$79–393Bus, train
- Take the bus from Winnipeg to Thunder Baybus
- Take the bus from Thunder Bay to Sault Ste Mariebus
- Take the bus from Sault Ste. Marie, MI to Escanaba, MIbus
- Take the bus from Escanaba to Milwaukeebus
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
- Take the train from Chicago Union Station to Naperville Amtrak Stationtrain
34h$147–365Train 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$462–1,051Drive 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 3m$147–633Fly 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
11h 22m$131–622Fly 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 31m$143–676Train, 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$396–803Train
- 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$496–1,158
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 - $400 and takes 10h 4m.
The fastest way to get from Winnipeg to Naperville is to fly and train which takes 7h 20m and costs $190 - $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 $390 - $850.
It takes approximately 7h 20m 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.
Book your Winnipeg to Naperville train tickets online with Omio.
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
- 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
- $60–330
Flights from Winnipeg J. A. Richardson International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $95–440
Flights from Hector International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $90–550
Flights from Winnipeg J. A. Richardson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 42m
- 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 38m
- When
- Every day
- Estimated price
- $190–850
Flights from Winnipeg J. A. Richardson International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $120–650
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
Train from Chicago Union Station to Naperville
- Ave. Duration
- 1h 2m
- Frequency
- Hourly
- Estimated price
- $5–6
- Website
- Metra
- Adult
- $5–6
- Phone
- 1.800.461.8558
- [email protected]
- Website
- Ontario Northland
Bus from Winnipeg to Thunder Bay
- Ave. Duration
- 8h 49m
- Frequency
- 6 times a week
- Estimated price
- $30–100
- Website
- Ontario Northland
- 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
- Ontario Northland
- Children
- $30–50
- Senior
- $55–85
- Adult
- $65–100
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