There are 7 ways to get from Kansas City to Winnetka by plane, train, train (Amtrak), bus (Greyhound), car, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Kansas City to Chicago Midway International Airport, train
best- Fly from Kansas City (MCI) to Chicago Midway International Airport (MDW)plane MCI - MDW
- Take the train from Chicago OTC to Winnetkatrain
5h 10m$76–450Drive to Manhattan Regional Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Kansas City to Manhattan Regional Airport (MHK)car
- Fly from Manhattan Regional Airport (MHK) to Chicago O'Hare International Airport (ORD)plane MHK - ORD
5h 57m$74–334Train (Amtrak)
- Take the train from Kansas City to Chicago Union Stationtrain Southwest Chief / ...
8h 59m$121–258Bus (Greyhound)
- Take the bus from Kansas City Bus Station to Des Moinesbus Greyhound US0156
- Take the bus from Des Moines to Chicago Bus Stationbus Greyhound US0123S / ...
13h 31m$86–139Drive 516.5 mi
- Drive from Kansas City to Winnetkacar 516.5 mi
9h 3m$95–137Fly Kansas City to Chicago O'Hare International Airport, train
- Fly from Kansas City (MCI) to Chicago O'Hare International Airport (ORD)plane MCI - ORD
- Take the train from Clybourn to Winnetkatrain
5h 29m$376–811Fly Kansas City to General Mitchell International Airport, train, line 423 bus
- Fly from Kansas City (MCI) to General Mitchell International Airport (MKE)plane MCI - MKE
- Take the train from Milwaukee to Glenview Amtrak Stationtrain
- Take the bus from Lehigh/Glenview Metra Station to Elm St & Birch Stbus
7h 9m$120–707
Kansas City to Winnetka by train and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Kansas City to Winnetka is to bus which costs $85 - $140 and takes 13h 31m.
The fastest way to get from Kansas City to Winnetka is to fly and train which takes 5h 10m and costs $75 - $450.
No, there is no direct bus from Kansas City station to Winnetka. However, there are services departing from Kansas City Bus Station and arriving at Green Bay Rd & Pine St via Des Moines, Union Station Transit Center, Michigan & Hubbard and Howard CTA Station. The journey, including transfers, takes approximately 13h 31m.
No, there is no direct train from Kansas City to Winnetka. However, there are services departing from Kansas City and arriving at Winnetka via Chicago OTC. The journey, including transfers, takes approximately 8h 59m.
The distance between Kansas City and Winnetka is 459 miles. The road distance is 519.5 miles.
The best way to get from Kansas City to Winnetka without a car is to train which takes 8h 59m and costs $120 - $260.
It takes approximately 5h 10m to get from Kansas City to Winnetka, including transfers.
Kansas City to Winnetka bus services, operated by Greyhound USA, depart from Kansas City Bus Station.
Kansas City to Winnetka train services, operated by Amtrak, depart from Kansas City station.
The best way to get from Kansas City to Winnetka is to train which takes 8h 59m and costs $120 - $260. Alternatively, you can bus, which costs $85 - $140 and takes 13h 31m.
What companies run services between Kansas City, MO, USA and Winnetka, IL, USA?
Amtrak operates a train from Kansas City to Chicago Union Station twice daily. Tickets cost $110–250 and the journey takes 7h 41m. Alternatively, you can take a bus from Kansas City Bus Station to Green Bay Rd & Pine St via Des Moines, Chicago Bus Station, Union Station Transit Center, Michigan & Hubbard, Rogers & Paulina, and Howard CTA Station in around 13h 31m.
- Website
- southwest.com
Flights from Kansas City to Chicago Midway International Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $70–440
Flights from Kansas City to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 15m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–460
Flights from Kansas City to General Mitchell International Airport
- Ave. Duration
- 1h 33m
- When
- Sunday, Monday, Thursday, Friday, Tuesday, and Wednesday
- Estimated price
- $100–650
Flights from Kansas City to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 3h 10m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $110–700
Flights from Kansas City to General Mitchell International Airport via St. Louis
- Ave. Duration
- 3h 23m
- When
- Every day
- Estimated price
- $120–700
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Chicago OTC to Winnetka
- Ave. Duration
- 38 min
- Frequency
- Hourly
- Estimated price
- $4–5
- Website
- Metra
- Adult
- $4–5
Train from Clybourn to Winnetka
- Ave. Duration
- 30 min
- Frequency
- Hourly
- Estimated price
- $1–2
- Website
- Metra
- Adult
- $1–2
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Kansas City Bus Station to Des Moines
- Ave. Duration
- 3h 10m
- Frequency
- Once daily
- Estimated price
- $30–50
- Website
- Greyhound
Bus from Des Moines to Chicago Bus Station
- Ave. Duration
- 7h 5m
- Frequency
- 3 times a day
- Estimated price
- $50–85
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
Kansas City to Winnetka bus services, operated by Greyhound USA, arrive at Des Moines station.
Kansas City to Winnetka train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Kansas City to Winnetka is 519 miles. It takes approximately 9h 3m to drive from Kansas City to Winnetka.
There are 195+ hotels available in Winnetka.




