What is the cheapest way to get from Naperville to Windsor?

The cheapest way to get from Naperville to Windsor is to train and bus which costs $65 - $120 and takes 8h 38m.

What is the fastest way to get from Naperville to Windsor?

The fastest way to get from Naperville to Windsor is to drive which takes 5h 19m and costs $95 - $150.

Is there a direct bus between Naperville and Windsor?

No, there is no direct bus from Naperville to Windsor. However, there are services departing from Washington St & Ogden Ave and arriving at Larned & Griswold via Yorktown Center, 54th/Cermak Pink Line Station, Cicero & 24th Place Terminal, Chicago Union Station and Dearborn Transit Center. The journey, including transfers, takes approximately 9h 58m.

Is there a direct train between Naperville and Windsor?

No, there is no direct train from Naperville to Windsor. However, there are services departing from Naperville and arriving at Congress St via Chicago Union Station and Baltimore St - Southbound. The journey, including transfers, takes approximately 8h 4m.

How far is it from Naperville to Windsor?

The distance between Naperville and Windsor is 507 km. The road distance is 493.8 km.

How long does it take to get from Naperville to Windsor?

It takes approximately 8h 4m to get from Naperville to Windsor, including transfers.

Where do I catch the Naperville to Windsor bus from?

Naperville to Windsor bus services, operated by Pace Bus, depart from Washington St & Ogden Ave station.

Where do I catch the Naperville to Windsor train from?

Naperville to Windsor train services, operated by Metra, depart from Naperville station.

Train or bus from Naperville to Windsor?

The best way to get from Naperville to Windsor is to train which takes 8h 4m and costs $220 - $350. Alternatively, you can line 722 bus and line 322 bus and line 60 bus and bus and line 261 bus, which costs and takes 9h 58m.

Where does the Naperville to Windsor bus arrive?

Naperville to Windsor bus services, operated by Pace Bus, arrive at Yorktown Center station.

What is the time difference between Naperville and Windsor?

Windsor is 1h ahead of Naperville. It is currently 9:49 PM in Naperville and 10:49 PM in Windsor.

Where does the Naperville to Windsor train arrive?

Naperville to Windsor train services, operated by Metra, arrive at Chicago Union Station.

Can I drive from Naperville to Windsor?

Yes, the driving distance between Naperville to Windsor is 494 km. It takes approximately 5h 19m to drive from Naperville to Windsor.

How do I get a bus ticket from Naperville to Windsor?

Book your Naperville to Windsor bus tickets online with Omio.

Where can I stay near Windsor?

There are 452+ hotels available in Windsor.

Naperville to Windsor - 8 ways to travel via train, bus, car, subway, and plane

How to get fromNaperville to Windsor

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There are 8 ways to get from Naperville to Windsor by train (Amtrak), train, bus, car, subway, plane, or bus (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Train
best
1. Take the train from Naperville to Chicago Union Stationtrain Bnsf
2. Take the train from Chicago Union Station to Detroittrain Wolverine
8h 4m
$228–350
Train, bus
cheapest
1. Take the train from Naperville to Chicago Union Stationtrain Bnsf
2. Take the bus from Chicago Bus Station to Detroit Bus Stationbus Greyhound US0160
8h 38m
$68–120
Drive 493.8 km
1. Drive from Naperville to Windsorcar 493.8 km
5h 19m
$100–144
Train, subway to Chicago Midway International Airport, fly to Detroit
1. Take the train from Naperville to Chicago Union Stationtrain
2. Take the subway from LaSalle/Van Buren to Midwaysubway
3. Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane MDW - DTW
5h 41m
$204–451
Line 722 bus, line 322 bus, line 60 bus, bus, line 261 bus
1. Take the bus from Washington St & Ogden Ave to Yorktown Centerbus 722
2. Take the bus from Yorktown Center to 54th Ave CTA Station/Pink Linebus 322
3. Take the bus from Cicero & 24th Place Terminal to Jefferson & Harrisonbus 60
4. Take the bus from Chicago Union Station to Dearbornbus
5. Take the bus from Dearborn Transit Center to Larned & Griswoldbus 261
9h 58m
Train to Chicago O'Hare International Airport, fly to Detroit
1. Take the train from Naperville to Chicago Union Stationtrain
2. Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane ORD - DTW
6h
$204–1,121
Train to Chicago O'Hare International Airport, fly to Bishop International Airport, bus
1. Take the train from Naperville to Chicago Union Stationtrain
2. Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)plane ORD - FNT
3. Take the bus from Flint to Detroit Bus Stationbus
7h 11m
$74–398
Train, train to General Mitchell International Airport, fly to Detroit
1. Take the train from Naperville to Chicago Union Stationtrain
2. Take the train from Chicago Union Station to Milwaukeetrain
3. Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
7h 49m
$1,279–1,643

Chicago Midway International Airport (MDW) to Detroit (DTW) flights

41Weekly Planes

1h 9mAverage Duration

$108Cheapest Price

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Comparing Your Travel Options

Map of how to get from Naperville to Windsor.

Launch map view

Distance: 506.8 km
Duration: 8h 4m

What companies run services between Naperville, IL, USA and Windsor, ON, Canada?

You can take a train from Naperville to Windsor via Chicago Union Station, Detroit, Baltimore St - Southbound, and Congress St in around 8h 4m. Alternatively, you can take a bus from Washington St & Ogden Ave to Windsor via Yorktown Center, 54th/Cermak Pink Line Station, Cicero & 24th Place Terminal, Jefferson & Harrison, Chicago Union Station, Dearborn Transit Center, and Larned & Griswold in around 9h 58m.

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