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

The cheapest way to get from Milwaukee to Winterset is to drive which costs $70 - $110 and takes 7h 4m.

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

The fastest way to get from Milwaukee to Winterset is to bus and fly and taxi which takes 4h 58m and costs $180 - $700.

How far is it from Milwaukee to Winterset?

The distance between Milwaukee and Winterset is 349 miles. The road distance is 393.8 miles.

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

The best way to get from Milwaukee to Winterset without a car is to train and bus and taxi which takes 10h and costs $140 - $260.

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

It takes approximately 5h 59m to get from Milwaukee to Winterset, including transfers.

Can I drive from Milwaukee to Winterset?

Yes, the driving distance between Milwaukee to Winterset is 394 miles. It takes approximately 7h 4m to drive from Milwaukee to Winterset.

Where can I stay near Winterset?

There are five+ hotels available in Winterset.

Milwaukee to Winterset - 8 ways to travel via train, plane, taxi, bus, and car

There are 8 ways to get from Milwaukee to Winterset by plane, taxi, train, 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 General Mitchell International Airport to Des Moines, taxi
best
1. Fly from General Mitchell International Airport (MKE) to Des Moines (DSM)plane MKE - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
5h 59m
$227–1,165
Drive 391.5 mi
cheapest
1. Drive from Milwaukee to Wintersetcar 391.5 mi
7h 4m
$72–104
Train, bus, taxi
1. Take the train from Milwaukee to Chicago Union Stationtrain
2. Take the bus from Chicago Bus Station to Des Moinesbus
3. Take the taxi from Des Moines to Wintersettaxi
10h
$147–258
Bus to Chicago O'Hare International Airport, fly to Des Moines, taxi
1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
2. Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)plane ORD - DSM
3. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
4h 58m
$180–673
Bus to Chicago O'Hare International Airport, fly to Fort Dodge Municipal Airport, drive
1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
2. Fly from Chicago O'Hare International Airport (ORD) to Fort Dodge Municipal Airport (FOD)plane ORD - FOD
3. Drive from Fort Dodge Municipal Airport (FOD) to Wintersetcar
6h 23m
$92–343
Bus to Chicago O'Hare International Airport, fly to The Eastern Iowa Airport, drive
1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
2. Fly from Chicago O'Hare International Airport (ORD) to The Eastern Iowa Airport (CID)plane ORD - CID
3. Drive from Cedar-Rapids-Airport-CID to Wintersetcar
6h 46m
$97–338
Bus, taxi
1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus
2. Take the bus from Chicago Bus Station to Des Moinesbus
3. Take the taxi from Des Moines to Wintersettaxi
10h 36m
$145–275
Bus, taxi via Chicago O'Hare Airport (ORD)
1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
2. Take the bus from Chicago Bus Station to Des Moinesbus
3. Take the taxi from Des Moines to Wintersettaxi
11h 11m
$165–266

General Mitchell International Airport (MKE) to Des Moines (DSM) flights

91Weekly Planes

5h 57mAverage Duration

$160Cheapest Price

See schedules

Questions & Answers

Map of how to get from Milwaukee to Winterset.

Launch map view

Distance: 347.4 mi
Duration: 5h 59m

What companies run services between Milwaukee, WI, USA and Winterset, IA, USA?

There is no direct connection from Milwaukee to Winterset. However, you can take the bus to Airport Baggage Claim, walk to General Mitchell International Airport (MKE) airport, fly to Des Moines (DSM), then take the taxi to Winterset. Alternatively, you can take the train to Chicago Union Station, walk to Chicago Bus Station, take the bus to Des Moines, then take the taxi to Winterset.

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