There are 5 ways to get from Chicago to Pleasantville by plane, train, bus, car, subway, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from Chicago O'Hare International Airport
best- Fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM)plane ORD - DSM
3h 47m$132–565Drive 329.1 mi
cheapest- Drive from Chicago to Pleasantvillecar 329.1 mi
5h 41m$61–87Train, bus
- Take the train from Chicago Union Station to Galesburg Amtrak Stationtrain Southwest Chief / ...
- Take the bus from Galesburg to Monroebus Greyhound US0157S
8h 14m$118–212Subway to Chicago Midway International Airport, fly
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Des Moines (DSM)plane MDW - DSM
3h 30m$152–725Bus (Greyhound)
- Take the bus from Chicago Bus Station to Des Moinesbus Greyhound US0123S / ...
- Take the bus from Des Moines to Monroebus Greyhound US0157S
8h 38m$95–159
Chicago O'Hare International Airport (ORD) to Des Moines (DSM) flights
Questions & Answers
The cheapest way to get from Chicago to Pleasantville is to drive which costs $60 - $90 and takes 5h 41m.
The fastest way to get from Chicago to Pleasantville is to subway and fly which takes 3h 30m and costs $150 - $750.
No, there is no direct bus from Chicago station to Pleasantville. However, there are services departing from Chicago Bus Station and arriving at Monroe via Des Moines. The journey, including transfers, takes approximately 8h 38m.
The distance between Chicago and Pleasantville is 342 miles. The road distance is 331 miles.
The best way to get from Chicago to Pleasantville without a car is to train and bus which takes 8h 14m and costs $110 - $220.
It takes approximately 3h 47m to get from Chicago to Pleasantville, including transfers.
Chicago to Pleasantville bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Pleasantville is to fly which takes 3h 47m and costs $130 - $600. Alternatively, you can bus, which costs $90 - $160 and takes 8h 38m.
Chicago to Pleasantville bus services, operated by Greyhound USA, arrive at Des Moines station.
Yes, the driving distance between Chicago to Pleasantville is 331 miles. It takes approximately 5h 41m to drive from Chicago to Pleasantville.
What companies run services between Chicago, IL, USA and Pleasantville, IA, USA?
American Airlines and United Airlines fly from Chicago O'Hare International Airport (ORD) to Des Moines (DSM) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Pleasantville via Des Moines and Monroe in around 8h 38m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Des Moines
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $95–650
- Website
- united.com
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $75–490
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Des Moines
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $75–490
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Galesburg Amtrak Station
- Ave. Duration
- 2h 36m
- Frequency
- 4 times a day
- Estimated price
- $50–110
- Website
- Amtrak
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–5
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $2–5
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Galesburg to Monroe
- Ave. Duration
- 4h 10m
- Frequency
- Twice daily
- Estimated price
- $26–50
- Website
- Greyhound
Bus from Chicago Bus Station to Des Moines
- Ave. Duration
- 6h 30m
- Frequency
- 5 times a day
- Estimated price
- $50–95
- Website
- Greyhound
Bus from Des Moines to Monroe
- Ave. Duration
- 40 min
- Frequency
- Twice daily
- Estimated price
- $4–9
- Website
- Greyhound
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More Questions & Answers
There are eight+ hotels available in Pleasantville.