There are 6 ways to get from Madison to Winterset by plane, taxi, bus, 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.
Fly from Dane County Regional Airport-Truax Field, taxi
best- Fly from Dane County Regional Airport-Truax Field (MSN) to Des Moines (DSM)plane MSN - DSM
- Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
5h 52m$207–987Drive 311.2 mi
cheapest- Drive from Madison to Wintersetcar 311.2 mi
5h 44m$57–82Bus, taxi via Bloomington
- Take the bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomingtonbus
- Take the bus from Burnsville to Des Moinesbus
- Take the taxi from Des Moines to Wintersettaxi
11h 50m$168–290Bus to Chicago O'Hare International Airport, fly, taxi
- 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 Des Moines (DSM)plane ORD - DSM
- Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
6h 8m$165–675Bus, taxi
- 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 Des Moinesbus
- Take the taxi from Des Moines to Wintersettaxi
12h 29m$152–246Bus, taxi #2
- Take the bus from Madison to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Des Moinesbus
- Take the taxi from Des Moines to Wintersettaxi
12h 31m$158–253
Dane County Regional Airport-Truax Field (MSN) to Des Moines (DSM) flights
Questions & Answers
The cheapest way to get from Madison to Winterset is to drive which costs $55 - $85 and takes 5h 44m.
The fastest way to get from Madison to Winterset is to drive which takes 5h 44m and costs $55 - $85.
The distance between Madison and Winterset is 285 miles. The road distance is 313 miles.
The best way to get from Madison to Winterset without a car is to bus and taxi via Bloomington which takes 11h 50m and costs $160 - $290.
It takes approximately 5h 52m to get from Madison to Winterset, including transfers.
Yes, the driving distance between Madison to Winterset is 313 miles. It takes approximately 5h 44m to drive from Madison to Winterset.
There are six+ hotels available in Winterset.
What companies run services between Madison, WI, USA and Winterset, IA, USA?
There is no direct connection from Madison to Winterset. However, you can take the bus to Airport at Terminal Door 6, walk to Dane County Regional Airport-Truax Field (MSN) airport, fly to Des Moines (DSM), then take the taxi to Winterset. Alternatively, you can take the bus to Mall of America - IKEA - Bloomington, walk to American & Thunderbird Station, take the bus to MOA Transit Station Gate A, walk to Mall of America Transit Station Gate F, take the line 444 bus to Burnsville Transit Station Bay B, take the bus to Des Moines, then take the taxi to Winterset.
- Website
- aa.com
Flights from Dane County Regional Airport-Truax Field to Des Moines via Chicago O'Hare International Airport
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $140–900
Flights from Dane County Regional Airport-Truax Field to Des Moines via Dallas/Ft.Worth
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $300–1,400
Flights from Dane County Regional Airport-Truax Field to Des Moines via Reagan Washington
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $330–1,500
Flights from Dane County Regional Airport-Truax Field to Des Moines via Charlotte
- Ave. Duration
- 7h 6m
- When
- Every day
- Estimated price
- $320–1,500
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $80–550
- Website
- united.com
Flights from Dane County Regional Airport-Truax Field to Des Moines via Chicago O'Hare International Airport
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $140–900
Flights from Dane County Regional Airport-Truax Field to Des Moines via Denver
- Ave. Duration
- 7h 48m
- When
- Every day
- Estimated price
- $300–1,400
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $80–550
- Website
- delta.com
Flights from Dane County Regional Airport-Truax Field to Des Moines via Minneapolis
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $150–900
Flights from Dane County Regional Airport-Truax Field to Des Moines via Atlanta
- Ave. Duration
- 6h 36m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $300–1,400
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Mall of America - IKEA - Bloomington
- Ave. Duration
- 4h 35m
- Frequency
- Twice a week
- Estimated price
- $55–75
- Website
- https://badgerbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Burnsville to Des Moines
- Ave. Duration
- 4h 40m
- Frequency
- Twice daily
- Estimated price
- $21–100
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $20–40
- Website
- https://www.coachusa.com/van-galder-bus-company
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $22–45
- Website
- https://www.coachusa.com/van-galder-bus-company
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Des Moines
- Ave. Duration
- 6h 34m
- Frequency
- 3 times a day
- Estimated price
- $45–95
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Madison to Chicago Bus Station
- Ave. Duration
- 4h 10m
- Frequency
- 3 times a day
- Estimated price
- $28–50
- Schedules at
- flixbus.com
- Ave. Duration
- 46 min
- Estimated price
- $65–110
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
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