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

The cheapest way to get from Winterset to Chicago is to drive which costs $65 - $100 and takes 6h 14m.

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

The fastest way to get from Winterset to Chicago is to taxi and fly which takes 2h 42m and costs $170 - $800.

How far is it from Winterset to Chicago?

The distance between Winterset and Chicago is 347 miles. The road distance is 368.9 miles.

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

The best way to get from Winterset to Chicago without a car is to taxi and bus which takes 8h 52m and costs $140 - $220.

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

It takes approximately 3h 2m to get from Winterset to Chicago, including transfers.

Can I drive from Winterset to Chicago?

Yes, the driving distance between Winterset to Chicago is 369 miles. It takes approximately 6h 14m to drive from Winterset to Chicago.

Where can I stay near Chicago?

There are 1213+ hotels available in Chicago.

Winterset to Chicago - 5 ways to travel via taxi, plane, bus, and car

There are 5 ways to get from Winterset to Chicago by taxi, plane, 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.

Taxi to Des Moines, fly to Chicago O'Hare International Airport
best
1. Take the taxi from Winterset to Des-Moines-Airport-DSMtaxi
2. Fly from Des Moines (DSM) to Chicago O'Hare International Airport (ORD)plane DSM - ORD
3h 2m
$126–467
Drive to Fort Dodge Municipal Airport, fly to Chicago O'Hare International Airport
cheapest
1. Drive from Winterset to Fort Dodge Municipal Airport (FOD)car
2. Fly from Fort Dodge Municipal Airport (FOD) to Chicago O'Hare International Airport (ORD)plane FOD - ORD
4h 17m
$49–260
Taxi, bus (Greyhound)
1. Take the taxi from Winterset to Des Moinestaxi
2. Take the bus from Des Moines to Chicago Bus Stationbus Greyhound US0155S
8h 52m
$144–216
Drive 366.8 mi
1. Drive from Winterset to Chicagocar 366.8 mi
6h 14m
$67–97
Taxi to Des Moines, fly to Chicago Midway International Airport
1. Take the taxi from Winterset to Des-Moines-Airport-DSMtaxi
2. Fly from Des Moines (DSM) to Chicago Midway International Airport (MDW)plane DSM - MDW
2h 42m
$171–787

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

73Weekly Planes

1h 35mAverage Duration

$55Cheapest Price

See schedules

Questions & Answers

Map of how to get from Winterset to Chicago.

Launch map view

Distance: 345.4 mi
Duration: 3h 2m

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

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

Airlines

Bus operators

Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.