There are 4 ways to get from Chicago Loop to Winnetka by train, bus, taxi, 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.
Train
best- Take the train from Chicago OTC to WinnetkaUp-N
38 min$2–6Line 147 bus, line 213 bus
- Take the bus from State & Madison to Rogers & Paulina147
- Take the bus from Howard CTA Station to Green Bay Rd & Pine St213
1h 50m$4–5Taxi
- Take the taxi from Chicago Loop to Winnetka17.5 mi
29 min$50–65Drive 17.5 mi
- Drive from Chicago Loop to Winnetka17.5 mi
29 min$4–5
Chicago Loop to Winnetka by train
Questions & Answers
The cheapest way to get from Chicago Loop to Winnetka is to drive which costs $3 - $5 and takes 29 min.
The fastest way to get from Chicago Loop to Winnetka is to taxi which takes 29 min and costs $50 - $65.
No, there is no direct bus from Chicago Loop to Winnetka. However, there are services departing from State & Madison and arriving at Green Bay Rd & Pine St via Howard CTA Station. The journey, including transfers, takes approximately 1h 50m.
Yes, there is a direct train departing from Chicago OTC and arriving at Winnetka. Services depart hourly, and operate every day. The journey takes approximately 38 min.
The distance between Chicago Loop and Winnetka is 17 miles. The road distance is 17.6 miles.
The best way to get from Chicago Loop to Winnetka without a car is to train which takes 38 min and costs $2 - $6.
The train from Chicago OTC to Winnetka takes 38 min including transfers and departs hourly.
Chicago Loop to Winnetka bus services, operated by Chicago Transit (CTA), depart from State & Madison station.
Chicago Loop to Winnetka train services, operated by Metra, depart from Chicago OTC station.
The best way to get from Chicago Loop to Winnetka is to train which takes 38 min and costs $2 - $6. Alternatively, you can line 147 bus and line 213 bus, which costs $4 - $6 and takes 1h 50m.
What companies run services between Chicago Loop, IL, USA and Winnetka, IL, USA?
Metra operates a train from Chicago OTC to Winnetka hourly. Tickets cost $2–6 and the journey takes 38 min. Alternatively, you can take a bus from State & Madison to Green Bay Rd & Pine St via Rogers & Paulina and Howard CTA Station in around 1h 50m.
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- 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
- +1 888-968-7282
- Website
- transitchicago.com
Bus from State & Madison to Rogers & Paulina
- Ave. Duration
- 49 min
- Frequency
- Every 20 minutes
- Estimated price
- $3
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $3
- Phone
- +1(847) 364-7223
- Passenger.Services@PaceBus.com
- Website
- pacebus.com
Bus from Howard CTA Station to Green Bay Rd & Pine St
- Ave. Duration
- 31 min
- Frequency
- Hourly
- Estimated price
- $2–3
- Schedules at
- pacebus.com
- Adult
- $2–3
- Ave. Duration
- 29 min
- Estimated price
- $50–65
Yellow Cab Chicago
- Phone
- +1 312-829-4222
- Website
- yellowcabchicago.com
Flash Cab
- Phone
- +1 773-561-4444
- Website
- flashcab.com
Checker
- Phone
- +1 312-243-2537
- Website
- checkertaxichicago.com
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More Questions & Answers
Chicago Loop to Winnetka bus services, operated by Chicago Transit (CTA), arrive at Rogers & Paulina station.
Chicago Loop to Winnetka train services, operated by Metra, arrive at Winnetka station.
Yes, the driving distance between Chicago Loop to Winnetka is 18 miles. It takes approximately 29 min to drive from Chicago Loop to Winnetka.
There are 218+ hotels available in Winnetka.






