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

The cheapest way to get from Chicago to Winterset is to drive which costs $65 - $100 and takes 6h 13m.

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

The fastest way to get from Chicago to Winterset is to fly and taxi which takes 3h 40m and costs $170 - $850.

How far is it from Chicago to Winterset?

The distance between Chicago and Winterset is 348 miles. The road distance is 368.9 miles.

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

The best way to get from Chicago to Winterset without a car is to bus and taxi which takes 7h 21m and costs $120 - $220.

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

It takes approximately 3h 56m to get from Chicago to Winterset, including transfers.

Can I drive from Chicago to Winterset?

Yes, the driving distance between Chicago to Winterset is 369 miles. It takes approximately 6h 13m to drive from Chicago to Winterset.

Where can I stay near Winterset?

There are five+ hotels available in Winterset.

Chicago to Winterset - 6 ways to travel via plane, taxi, bus, and car

There are 6 ways to get from Chicago to Winterset by plane, taxi, 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 Chicago O'Hare International Airport to Des Moines, taxi
best
1. Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)plane ORD - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
3h 56m
$148–640
Fly Chicago O'Hare International Airport to Fort Dodge Municipal Airport, drive
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Fort Dodge Municipal Airport (FOD)plane ORD - FOD
2. Drive from Fort Dodge Municipal Airport (FOD) to Wintersetcar
5h 21m
$60–310
Bus, taxi
1. Take the bus from Chicago Bus Station to Des Moinesbus Greyhound US0123 / ...
2. Take the taxi from Des Moines to Wintersettaxi
7h 21m
$129–212
Drive 366.7 mi
1. Drive from Chicago to Wintersetcar 366.7 mi
6h 13m
$67–97
Fly Chicago Midway International Airport to Des Moines, taxi
1. Fly from Chicago Midway International Airport (MDW) to Des Moines (DSM)plane MDW - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Wintersettaxi
3h 40m
$178–840
Fly Chicago O'Hare International Airport to The Eastern Iowa Airport, drive
1. Fly from Chicago O'Hare International Airport (ORD) to The Eastern Iowa Airport (CID)plane ORD - CID
2. Drive from Cedar-Rapids-Airport-CID to Wintersetcar
5h 44m
$64–305

Chicago O'Hare International Airport (ORD) to Des Moines (DSM) flights

50Weekly Planes

1h 32mAverage Duration

$82Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Winterset.

Launch map view

Distance: 345.5 mi
Duration: 3h 56m

What companies run services between Chicago, IL, USA and Winterset, IA, USA?

There is no direct connection from Chicago to Winterset. However, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Des Moines (DSM), then take the taxi to Winterset. Alternatively, you can take the bus to Des Moines then take the taxi to Winterset.

Airlines

Bus operators

Other operators

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