There are 8 ways to get from Milwaukee to Osage by bus, car, plane, taxi, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, drive
best- Take the bus from Milwaukee to Rochesterbus Jefferson 966
- Drive from Rochester to Osagecar
7h$38–131Drive 274.9 mi
- Drive from Milwaukee to Osagecar 274.9 mi
5h 54m$51–73Bus, fly to Mason City, taxi
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Mason City (MCW)plane ORD - MCW
- Take the taxi from Mason-City-Airport-MCW to Osagetaxi
5h 8m$205–468Bus, shuttle, taxi
- Take the bus from Milwaukee to Rochesterbus
- Take a shuttle bus from Rochester Sinclair to Sinclair - Austin, MN
- Take the taxi from Sinclair - Austin, MN to Osagetaxi
8h 21m$153–305Bus, fly to Waterloo Municipal Airport, drive
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Waterloo Municipal Airport (ALO)plane ORD - ALO
- Drive from Waterloo Municipal Airport (ALO) to Osagecar
5h 24m$81–326Bus, fly to The Eastern Iowa Airport, drive
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to The Eastern Iowa Airport (CID)plane ORD - CID
- Drive from Cedar-Rapids-Airport-CID to Osagecar
6h 29m$93–333Bus, fly to La Crosse, drive
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to La Crosse (LSE)plane ORD - LSE
- Drive from La-Crosse-Airport-LSE to Osagecar
6h 25m$90–327Bus, fly to Rochester, taxi
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Rochester (RST)plane ORD - RST
- Take the taxi from Sinclair - Austin, MN to Osagetaxi
6h 38m$200–498
Chicago O'Hare International Airport (ORD) to Mason City (MCW) flights
Questions & Answers
The cheapest way to get from Milwaukee to Osage is to drive which costs $50 - $75 and takes 5h 54m.
The fastest way to get from Milwaukee to Osage is to bus and fly and taxi which takes 5h 8m and costs $200 - $470.
The distance between Milwaukee and Osage is 357 miles. The road distance is 276.5 miles.
The best way to get from Milwaukee to Osage without a car is to bus and shuttle and taxi which takes 8h 21m and costs $150 - $310.
It takes approximately 7h to get from Milwaukee to Osage, including transfers.
Yes, the driving distance between Milwaukee to Osage is 277 miles. It takes approximately 5h 54m to drive from Milwaukee to Osage.
There are three+ hotels available in Osage.
What companies run services between Milwaukee, WI, USA and Osage, IA, USA?
There is no direct connection from Milwaukee to Osage. However, you can take the bus to Rochester then drive to Osage. Alternatively, you can drive from Milwaukee to Osage in around 5h 54m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Waterloo Municipal Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $35–270
Flights from Chicago O'Hare International Airport to The Eastern Iowa Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $35–260
Flights from Chicago O'Hare International Airport to La Crosse
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $35–260
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $40–270
- Website
- united.com
Flights from Chicago O'Hare International Airport to Mason City
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $40–270
Flights from Chicago O'Hare International Airport to The Eastern Iowa Airport
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $35–260
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $40–270
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Rochester via Minneapolis
- Ave. Duration
- 3h 42m
- When
- Saturday and Sunday
- Estimated price
- $45–290
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee to Rochester
- Ave. Duration
- 5h 40m
- Frequency
- Once daily
- Estimated price
- $27–120
- Book at
- https://www.jeffersonlines.com
- 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
- Phone
- +1 (888) 736-9190
- customerservice@landtoair.net
- Website
- landtoairexpress.com
Shuttle from Rochester Sinclair to Sinclair - Austin, MN
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Estimated price
- $6–40
- Schedules at
- landtoairexpress.com
- Adult
- $6–40
- Ave. Duration
- 46 min
- Estimated price
- $120–160
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