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- Fly from General Mitchell International Airport (MKE) to Des Moines (DSM)MKE - DSM
- Take the taxi from Des-Moines-Airport-DSM to Winterset
5h 38m$227–1,165Drive 391.5 mi
cheapest- Drive from Milwaukee to Winterset391.5 mi
7h 1m$72–104Train, bus, taxi
- Take the train from Milwaukee to Chicago Union Station
- Take the bus from Chicago to Des Moines
- Take the taxi from Des Moines to Winterset
10h 28m$170–291Bus to Chicago O'Hare International Airport, fly to Des Moines, taxi
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)ORD - DSM
- Take the taxi from Des-Moines-Airport-DSM to Winterset
4h 54m$180–673Bus to Chicago O'Hare International Airport, fly to Fort Dodge Municipal Airport, drive
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Fly from Chicago O'Hare International Airport (ORD) to Fort Dodge Municipal Airport (FOD)ORD - FOD
- Drive from Fort Dodge Municipal Airport (FOD) to Winterset
6h 21m$92–333Bus, taxi
- Take the bus from Milwaukee Intermodal Station to Chicago Bus Station
- Take the bus from Chicago to Des Moines
- Take the taxi from Des Moines to Winterset
10h 40m$166–314Bus, taxi via Chicago O'Hare Airport (ORD)
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Take the bus from Chicago Bus Station to Des Moines
- Take the taxi from Des Moines to Winterset
11h 1m$167–263Train, bus, taxi via Galesburg
- Take the train from Milwaukee to Chicago Union Station
- Take the train from Chicago Union Station to Galesburg Amtrak Station
- Take the bus from Galesburg to Burlington
- Take the bus from Burlington to Des Moines
- Take the taxi from Des Moines to Winterset
12h 2m$200–366
General Mitchell International Airport (MKE) to Des Moines (DSM) flights
Questions & Answers
The cheapest way to get from Milwaukee to Winterset is to drive which costs $70 - $110 and takes 7h 1m.
The fastest way to get from Milwaukee to Winterset is to bus and fly and taxi which takes 4h 54m and costs $180 - $700.
The distance between Milwaukee and Winterset is 349 miles. The road distance is 393.8 miles.
The best way to get from Milwaukee to Winterset without a car is to train and bus and taxi which takes 10h 28m and costs $170 - $300.
It takes approximately 5h 38m to get from Milwaukee to Winterset, including transfers.
Yes, the driving distance between Milwaukee to Winterset is 394 miles. It takes approximately 7h 1m to drive from Milwaukee to Winterset.
There are five+ hotels available in Winterset.
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, take the bus to Des Moines, then take the taxi to Winterset.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- united.com
Flights from General Mitchell International Airport to Des Moines via Chicago O'Hare International Airport
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $160–1,000
Flights from General Mitchell International Airport to Des Moines via Denver
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $360–1,700
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $80–550
Flights from Chicago O'Hare International Airport to Fort Dodge Municipal Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $40–270
- Website
- aa.com
Flights from General Mitchell International Airport to Des Moines via Chicago O'Hare International Airport
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $160–1,000
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $80–550
- Website
- delta.com
Flights from General Mitchell International Airport to Des Moines via Minneapolis
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $190–1,100
Flights from General Mitchell International Airport to Des Moines via Atlanta
- Ave. Duration
- 6h
- When
- Every day
- Estimated price
- $350–1,600
Flights from General Mitchell International Airport to Des Moines via Detroit
- Ave. Duration
- 7h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $230–1,200
- Website
- southwest.com
Flights from General Mitchell International Airport to Des Moines via St. Louis
- Ave. Duration
- 3h 40m
- When
- Friday
- Estimated price
- $200–1,100
Flights from General Mitchell International Airport to Des Moines via Denver
- Ave. Duration
- 5h 15m
- When
- Friday and Sunday
- Estimated price
- $360–1,700
Flights from General Mitchell International Airport to Des Moines via Chicago Midway
- Ave. Duration
- 6h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–1,000
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $24–45
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Galesburg Amtrak Station
- Ave. Duration
- 2h 36m
- Frequency
- 4 times a day
- Estimated price
- $30–95
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (319) 753-2864
- info@burlingtontrailways.com
- Website
- burlingtontrailways.com
Bus from Chicago to Des Moines
- Ave. Duration
- 7h 10m
- Frequency
- Once daily
- Estimated price
- $65–143
- Website
- https://burlingtontrailways.com
- Saver Fares
- $65–100
- Flexible Fares
- $90–140
- Saver Fare
- $103
- Flex Fare
- $143
Bus from Galesburg to Burlington
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $25–50
- Website
- https://burlingtontrailways.com
- Saver Fares
- $25–40
- Flexible Fares
- $30–50
Bus from Burlington to Des Moines
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $40–80
- Website
- https://burlingtontrailways.com
- Saver Fares
- $40–60
- Flexible Fares
- $50–80
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Every 2 hours
- Estimated price
- $35–38
- Schedules at
- coachusa.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 1h 50m
- Frequency
- 3 times a day
- Estimated price
- $21–65
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Des Moines
- Ave. Duration
- 6h 34m
- Frequency
- 3 times a day
- Estimated price
- $45–110
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Milwaukee Intermodal Station to Chicago Bus Station
- Ave. Duration
- 2h 15m
- Frequency
- 3 times a day
- Estimated price
- $20–35
- Schedules at
- flixbus.com
- Ave. Duration
- 43 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
Freedom Taxicab
- Phone
- +1 515-289-9800
Capitol Cab
- Phone
- +1 515-243-1111
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