What is the cheapest way to get from Madison to Winterset?

The cheapest way to get from Madison to Winterset is to drive which costs $55 - $85 and takes 5h 42m.

What is the fastest way to get from Madison to Winterset?

The fastest way to get from Madison to Winterset is to fly and taxi which takes 5h 40m and costs $200 - $1,000.

How far is it from Madison to Winterset?

The distance between Madison and Winterset is 285 miles. The road distance is 313 miles.

How do I travel from Madison to Winterset without a car?

The best way to get from Madison to Winterset without a car is to bus and taxi which takes 12h 30m and costs $150 - $280.

How long does it take to get from Madison to Winterset?

It takes approximately 5h 40m to get from Madison to Winterset, including transfers.

Can I drive from Madison to Winterset?

Yes, the driving distance between Madison to Winterset is 313 miles. It takes approximately 5h 42m to drive from Madison to Winterset.

Where can I stay near Winterset?

There are five+ hotels available in Winterset.

Madison to Winterset - 7 ways to travel via train, plane, taxi, bus, and car

There are 7 ways to get from Madison to Winterset by plane, taxi, bus, car, or train

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
1. Fly from Dane County Regional Airport-Truax Field (MSN) to Des Moines (DSM)MSN - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Winterset
5h 40m
$207–987
Drive 311.2 mi
cheapest
1. Drive from Madison to Winterset311.2 mi
5h 42m
$57–82
Bus, taxi
1. Take the bus from Madison to Chicago Bus Station
2. Take the bus from Chicago Bus Station to Des Moines
3. Take the taxi from Des Moines to Winterset
12h 30m
$158–272
Bus to Chicago O'Hare International Airport, fly, taxi
1. Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
2. Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)ORD - DSM
3. Take the taxi from Des-Moines-Airport-DSM to Winterset
6h 4m
$165–675
Bus, taxi via Des Moines
1. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
2. Take the bus from Chicago to Des Moines
3. Take the taxi from Des Moines to Winterset
12h 58m
$167–291
Bus, train, taxi
1. Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
2. Take the train from Milwaukee to Chicago Union Station
3. Take the bus from Chicago to Des Moines
4. Take the taxi from Des Moines to Winterset
13h 3m
$176–349
Bus, train, taxi via Galesburg
1. Take the bus from Madison, WI-Lake St. to Milwaukee, WI - Amtrak
2. Take the train from Milwaukee to Chicago Union Station
3. Take the train from Chicago Union Station to Galesburg Amtrak Station
4. Take the bus from Galesburg to Burlington
5. Take the bus from Burlington to Des Moines
6. Take the taxi from Des Moines to Winterset
14h 37m
$206–424

Dane County Regional Airport-Truax Field (MSN) to Des Moines (DSM) flights

134Weekly Planes

5h 35mAverage Duration

$149Cheapest Price

See schedules

Questions & Answers

Map of how to get from Madison to Winterset.

Launch map view

Distance: 283.3 mi
Duration: 5h 40m

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 Chicago Bus Station, take the bus to Des Moines, then take the taxi to Winterset.

Transport is disrupted due to the Russia-Ukraine war. Read more

Airlines

Train operators

Bus operators

Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.