Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Osceola Station | Intermodal Station | Cheapest | ||||
| Train | Osceola Station | MKE Airport - Trains | Fastest | ||||
| Train | Osceola Station | Intermodal Station | No tags | ||||
| Train | Osceola Station | Intermodal Station | No tags | ||||
| Train | Osceola Station | Intermodal Station | No tags |
Last refresh of the prices: Today at 4:03 PM CST.
Compare 2 ways to go from Osceola to Milwaukee
Among the sustainable travel choices, the Train stands out as a good way to reach Milwaukee. The journey takes about 11 hours 7 minutes and with fares starting at just $66, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5752 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $66
Frequently asked questions about traveling from Osceola, IA to Milwaukee by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Osceola to Milwaukee?
The cheapest train tickets from Osceola to Milwaukee start from $66. The average price for this train route is around $139. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Osceola to Milwaukee?
The average train ride duration from Osceola to Milwaukee is 11h 7m, covering a distance of 327 miles (527 km). The quickest train can get you there in 10h 49m and is operated by Amtrak.
Which train operators service the Osceola to Milwaukee route?
Several major train operators operate on this route with 4 trains available per day.
What is the earliest and latest departure time for the train from Osceola to Milwaukee?
The earliest train departs from Osceola to Milwaukee at 7:38am. And the latest train departs at 7:38am.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Osceola, IA to Milwaukee was searched and found on Jan 30, 2026 with a price of $98To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Osceola, IA to Milwaukee, as early as possible.
You can expect to pay from $98 to $238 for a train ticket from Osceola, IA to Milwaukee based on the last 2 days. You can expect to find the cheapest price for the trip at $98 which is on 2026-01-30.
What's the cheapest way to go from Osceola, IA to Milwaukee?
The Train is the cheapest travel choice for this destinationThe best way to travel between Osceola, IA and Milwaukee is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost $139 on average. If you're on a budget, you'll find cheap tickets from $66. If you're looking for the fastest way to get to Milwaukee, choose the train, as it will take you from Osceola, IA to Milwaukee in about 11h 7m - that's the fastest way to get there!
