There are 7 ways to get from Toledo to Winnetka by train (Amtrak), bus, car, plane, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train (Amtrak)
best- Take the train from Toledo to Chicago Union StationFloridian / ...
5h 30m$54–160Bus
cheapest- Take the bus from Toledo Bus Stop to Chicago Bus StationGreyhound US0164
7h 50m$29–74Bus via Shipshewana
- Take the bus from Toledo to ShipshewanaCleveland
- Take the bus from Shipshewana to ChicagoCleveland
7h 45m$30–104Drive 258 mi
- Drive from Toledo to Winnetka258 mi
4h 29m$48–68Bus to Detroit, fly to Chicago Midway International Airport, train
- Take the bus from Toledo to Dearborn
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)DTW - MDW
- Take the train from Chicago OTC to Winnetka
6h 23mBus to Detroit, fly to Chicago O'Hare International Airport
- Take the bus from Toledo to Dearborn
- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)DTW - ORD
6h 36mBus to Fort Wayne International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Toledo to Fort Wayne, IN
- Fly from Fort Wayne International Airport (FWA) to Chicago O'Hare International Airport (ORD)FWA - ORD
6h 5m$66–298
Toledo to Winnetka by train and foot (Amtrak)
Questions & Answers
The cheapest way to get from Toledo to Winnetka is to bus which costs $28 - $75 and takes 7h 50m.
The fastest way to get from Toledo to Winnetka is to drive which takes 4h 29m and costs $45 - $70.
No, there is no direct bus from Toledo to Winnetka. However, there are services departing from Toledo Bus Stop and arriving at Green Bay Rd & Pine St via Jefferson & Harrison, Michigan & Hubbard and Howard CTA Station. The journey, including transfers, takes approximately 7h 50m.
No, there is no direct train from Toledo to Winnetka. However, there are services departing from Toledo and arriving at Winnetka via Chicago OTC. The journey, including transfers, takes approximately 5h 30m.
The distance between Toledo and Winnetka is 251 miles. The road distance is 259.5 miles.
The best way to get from Toledo to Winnetka without a car is to train which takes 5h 30m and costs $50 - $160.
It takes approximately 5h 30m to get from Toledo to Winnetka, including transfers.
Toledo to Winnetka bus services, operated by Greyhound USA, depart from Toledo Bus Stop station.
Toledo to Winnetka train services, operated by Amtrak, depart from Toledo station.
The best way to get from Toledo to Winnetka is to train which takes 5h 30m and costs $50 - $160. Alternatively, you can bus via Shipshewana, which costs $29 - $110 and takes 7h 45m.
What companies run services between Toledo, OH, USA and Winnetka, IL, USA?
Amtrak operates a train from Toledo to Chicago Union Station 3 times a day. Tickets cost $50–160 and the journey takes 4h 23m. Alternatively, you can take a bus from Toledo to Winnetka via Shipshewana, Chicago, Jefferson & Harrison, Canal & Madison, and Chicago OTC in around 7h 45m.
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- Website
- delta.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $45–320
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $30–230
Flights from Fort Wayne International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 24m
- When
- Monday, Wednesday, Saturday, and Sunday
- Estimated price
- $40–250
- Website
- united.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $30–230
Flights from Fort Wayne International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $30–220
- Website
- aa.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $30–230
Flights from Fort Wayne International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $30–220
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 13m
- When
- Every day
- Estimated price
- $45–320
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Toledo to Chicago Union Station
- Ave. Duration
- 4h 23m
- Frequency
- 3 times a day
- Estimated price
- $50–160
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Chicago OTC to Winnetka
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- https://metra.com
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Toledo to Shipshewana
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $10–45
- Website
- https://baronsbus.com
Bus from Shipshewana to Chicago
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $14–50
- Website
- https://baronsbus.com
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 35m
- Frequency
- Once daily
- Estimated price
- $23–65
- Website
- https://baronsbus.com
Bus from Toledo to Fort Wayne, IN
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $9–45
- Website
- https://baronsbus.com
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Toledo to Dearborn
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Toledo Bus Stop to Chicago Bus Station
- Ave. Duration
- 5h 25m
- Frequency
- Twice daily
- Estimated price
- $35–70
- Website
- https://www.greyhound.com/
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More Questions & Answers
Toledo to Winnetka bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Winnetka is 1h behind Toledo. It is currently 3:31 PM in Toledo and 2:31 PM in Winnetka.
Toledo to Winnetka train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Toledo to Winnetka is 260 miles. It takes approximately 4h 29m to drive from Toledo to Winnetka.
There are 220+ hotels available in Winnetka.











