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 9m.

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 $150 - $700.

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 20m and costs $130 - $210.

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

It takes approximately 3h 52m 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 9m to drive from Chicago to Winterset.

Where can I stay near Winterset?

There are five+ hotels available in Winterset.

Chicago to Winterset - 7 ways to travel via train, plane, taxi, bus, and car

There are 7 ways to get from Chicago to Winterset by plane, taxi, bus, car, or train

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)ORD - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Winterset
3h 52m
$138–570
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)ORD - FOD
2. Drive from Fort Dodge Municipal Airport (FOD) to Winterset
5h 19m
$60–310
Bus, taxi
1. Take the bus from Chicago Bus Station to Des MoinesGreyhound US0123 / ...
2. Take the taxi from Des Moines to Winterset
7h 20m
$132–206
Drive 366.7 mi
1. Drive from Chicago to Winterset366.7 mi
6h 9m
$67–97
Fly Chicago Midway International Airport to Des Moines, taxi
1. Fly from Chicago Midway International Airport (MDW) to Des Moines (DSM)MDW - DSM
2. Take the taxi from Des-Moines-Airport-DSM to Winterset
3h 40m
$158–690
Bus, taxi via Des Moines
1. Take the bus from Chicago to Des MoinesChicago
2. Take the taxi from Des Moines to Winterset
7h 50m
$148–242
Train, bus, taxi
1. Take the train from Chicago Union Station to Galesburg Amtrak Station
2. Take the bus from Galesburg to Burlington
3. Take the bus from Burlington to Des Moines
4. Take the taxi from Des Moines to Winterset
9h 33m
$176–312

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

99Weekly Planes

1h 31mAverage Duration

$74Cheapest Price

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Questions & Answers

Map of how to get from Chicago to Winterset.

Launch map view

Distance: 345.5 mi
Duration: 3h 52m

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

Train operators

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