There are 10 ways to get from Windsor to Naperville by bus, train, train (Amtrak), car, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, train
best- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
- Take the train from Chicago Union Station to Napervilletrain Bnsf
7h 48m$51–87Bus to Bishop International Airport, fly to Chicago O'Hare International Airport, train
cheapest- Take the bus from Detroit Bus Station to Flintbus
- Fly from Bishop International Airport (FNT) to Chicago O'Hare International Airport (ORD)plane FNT - ORD
- Take the train from Chicago Union Station to Napervilletrain
6h 38m$47–267Train
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
- Take the train from Chicago Union Station to Napervilletrain Bnsf
7h 51m$158–249Drive 307 mi
- Drive from Windsor to Napervillecar 307 mi
5h 19m$71–102Fly Detroit to Chicago Midway International Airport, train
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
- Take the train from Chicago Union Station to Napervilletrain
5h 31m$75–484Bus, train via Woodward & Baltimore Milwaukee (Amtrak)
- Take the bus from Detroit to Chicago Union Stationbus Amtrak Thruway Connecting Service
- Take the train from Chicago Union Station to Naperville Amtrak Stationtrain Carl Sandburg / ...
8h 21mFly Detroit to Chicago O'Hare International Airport, train
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
- Take the train from Chicago Union Station to Napervilletrain
5h 53m$140–764Drive to Capital Region International Airport, fly to Chicago O'Hare International Airport, train
- Drive from Windsor to Lansing-Airport-LANcar
- Fly from Capital Region International Airport (LAN) to Chicago O'Hare International Airport (ORD)plane LAN - ORD
- Take the train from Chicago Union Station to Napervilletrain
5h 31m$59–273Fly Detroit to South Bend, train
- Fly from Detroit (DTW) to South Bend (SBN)plane DTW - SBN
- Take the train from South Bend Airport to Van Buren St.train
- Take the train from Chicago Union Station to Napervilletrain
7h 30m$80–469Fly Detroit to General Mitchell International Airport, train
- Fly from Detroit (DTW) to General Mitchell International Airport (MKE)plane DTW - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Napervilletrain
7h 45m$1,005–1,148
Detroit (DTW) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
The cheapest way to get from Windsor to Naperville is to bus and train which costs $50 - $90 and takes 7h 48m.
The fastest way to get from Windsor to Naperville is to drive which takes 5h 19m and costs $70 - $110.
No, there is no direct train from Windsor to Naperville. However, there are services departing from Detroit and arriving at Naperville via Chicago Union Station. The journey, including transfers, takes approximately 7h 51m.
The distance between Windsor and Naperville is 321 miles. The road distance is 308.7 miles.
It takes approximately 7h 48m to get from Windsor to Naperville, including transfers.
Windsor to Naperville train services, operated by Amtrak, depart from Detroit station.
Naperville is 1h behind Windsor. It is currently 1:21 AM in Windsor and 12:21 AM in Naperville.
Windsor to Naperville train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Windsor to Naperville is 309 miles. It takes approximately 5h 19m to drive from Windsor to Naperville.
There are 236+ hotels available in Naperville.
What companies run services between Windsor, ON, Canada and Naperville, IL, USA?
You can take a vehicle from Windsor to Naperville via Jefferson & Griswold, Woodward & Baltimore Milwaukee, Detroit, and Chicago Union Station in around 7h 51m.
- Website
- aa.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $50–350
Flights from Capital Region International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $30–230
Flights from Bishop International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $30–240
- Website
- delta.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $65–470
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $50–350
Flights from Capital Region International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 21m
- When
- Every day
- Estimated price
- $35–250
Flights from Detroit to South Bend
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $55–440
Flights from Detroit to General Mitchell International Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $90–650
- Website
- united.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $50–350
Flights from Bishop International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $30–240
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $65–470
Flights from Detroit to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 3h 15m
- When
- Saturday
- Estimated price
- $100–700
- 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
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 Chicago Union Station to Naperville Amtrak Station
- Ave. Duration
- 33 min
- Frequency
- Twice daily
- Estimated price
- $15–24
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
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
- $50–80
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- 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
Bus from Detroit Bus Station to Flint
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $9–15
- Schedules at
- Flixbus USA
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Detroit to Chicago Union Station
- Ave. Duration
- 5h 27m
- Frequency
- Once a week
- Website
- Amtrak
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