There are 9 ways to get from Madison to Leavenworth by plane, bus, train, bus (Greyhound), car, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Dane County Regional Airport-Truax Field
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Kansas City (MCI)plane MSN - MCI
5h 38m$182–867Drive 476.3 mi
cheapest- Drive from Madison to Leavenworthcar 476.3 mi
8h 38m$87–126Bus, train
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the train from Chicago Union Station to Kansas Citytrain
- Take the bus from Kansas City Bus Station to Leavenworth Bus Stopbus
15h$131–325Bus
- Take the bus from Madison to Rochesterbus
- Take the bus from Rochester to Owatonnabus
- Take the bus from Owatonna to Kansas Citybus
- Take the bus from Kansas City Bus Station to Leavenworth Bus Stopbus
16h 54m$154–253Bus to General Mitchell International Airport, fly
- Take the bus from Madison, WI-Lake St. to Mitchell Airportbus
- Fly from General Mitchell International Airport (MKE) to Kansas City (MCI)plane MKE - MCI
4h 57m$181–797Bus to Chicago O'Hare International Airport, fly
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Kansas City (MCI)plane ORD - MCI
6h 4m$444–915Bus to Chicago Midway International Airport, fly
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Kansas City (MCI)plane MDW - MCI
7h 19m$178–775Bus, train via Milwaukee
- Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrakbus
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Kansas Citytrain
- Take the bus from Kansas City Bus Station to Leavenworth Bus Stopbus
15h 4m$145–359Bus via St. Louis
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the bus from Chicago Bus Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Leavenworth Bus Stopbus
17h 42m$111–201
Madison to Leavenworth by bus, train, and foot
Comparing Your Travel Options
The cheapest way to get from Madison to Leavenworth is to drive which costs $85 - $130 and takes 8h 38m.
The fastest way to get from Madison to Leavenworth is to bus and fly which takes 4h 57m and costs $180 - $800.
No, there is no direct bus from Madison to Leavenworth. However, there are services departing from Madison and arriving at Leavenworth Bus Stop via Rochester, Owatonna and Kansas City Bus Station. The journey, including transfers, takes approximately 16h 54m.
The distance between Madison and Leavenworth is 411 miles. The road distance is 479.1 miles.
The best way to get from Madison to Leavenworth without a car is to bus and train which takes 15h and costs $130 - $330.
It takes approximately 5h 38m to get from Madison to Leavenworth, including transfers.
Madison to Leavenworth bus services, operated by Jefferson Lines, depart from Madison station.
The best way to get from Madison to Leavenworth is to fly which takes 5h 38m and costs $180 - $900. Alternatively, you can bus, which costs $150 - $260 and takes 16h 54m.
Madison to Leavenworth bus services, operated by Jefferson Lines, arrive at Rochester station.
Yes, the driving distance between Madison to Leavenworth is 479 miles. It takes approximately 8h 38m to drive from Madison to Leavenworth.
What companies run services between Madison, WI, USA and Leavenworth, KS, USA?
Delta, United Airlines, and American Airlines fly from Dane County Regional Airport-Truax Field (MSN) to Kansas City (MCI) hourly. Alternatively, you can take a bus from Madison to Leavenworth Bus Stop via Rochester, Owatonna, Kansas City, and Kansas City Bus Station in around 16h 54m.
- Website
- southwest.com
Flights from General Mitchell International Airport to Kansas City
- Ave. Duration
- 1h 30m
- When
- Sunday, Tuesday, Wednesday, Monday, Thursday, and Friday
- Estimated price
- $110–700
Flights from General Mitchell International Airport to Kansas City via Chicago Midway International Airport
- Ave. Duration
- 3h 50m
- When
- Sunday, Tuesday, and Wednesday
- Estimated price
- $120–750
Flights from General Mitchell International Airport to Kansas City via St. Louis
- Ave. Duration
- 4h
- When
- Sunday
- Estimated price
- $130–750
Flights from Chicago Midway International Airport to Kansas City
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $100–650
Flights from Chicago Midway International Airport to Kansas City via Indianapolis
- Ave. Duration
- 3h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Kansas City
- Ave. Duration
- 7h 23m
- Frequency
- Twice daily
- Estimated price
- $100–260
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $20–50
- Website
- Amtrak
Train from Chicago Union Station to Kansas City
- Ave. Duration
- 7h 23m
- Frequency
- Twice daily
- Estimated price
- $100–260
- Website
- Amtrak
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Want to know more about travelling around United States
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Booking & Getting There
There are 21+ hotels available in Leavenworth.






