There are 5 ways to get from Chicago to Jesup by plane, car, 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 to The Eastern Iowa Airport, drive
best- Fly from Chicago O'Hare International Airport (ORD) to The Eastern Iowa Airport (CID)plane ORD - CID
- Drive from Cedar-Rapids-Airport-CID to Jesupcar
3h 51m$46–269Drive 254.8 mi
cheapest- Drive from Chicago to Jesupcar 254.8 mi
4h 57m$45–65Bus (Greyhound)
- Take the bus from Chicago Bus Station to Waterloobus Greyhound US0154S
7h 18m$103–142Fly to Waterloo Municipal Airport
- Fly from Chicago O'Hare International Airport (ORD) to Waterloo Municipal Airport (ALO)plane ORD - ALO
3h 38m$88–330Fly to Mason City, drive
- Fly from Chicago O'Hare International Airport (ORD) to Mason City (MCW)plane ORD - MCW
- Drive from Mason-City-Airport-MCW to Jesupcar
5h 14m$60–292
Chicago O'Hare International Airport (ORD) to The Eastern Iowa Airport (CID) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Jesup is to drive which costs $45 - $65 and takes 4h 57m.
The fastest way to get from Chicago to Jesup is to fly which takes 3h 38m and costs $85 - $330.
No, there is no direct bus from Chicago station to Jesup. However, there are services departing from Chicago Bus Station and arriving at Waterloo via . The journey, including transfers, takes approximately 7h 18m.
The distance between Chicago and Jesup is 267 miles. The road distance is 256.2 miles.
The best way to get from Chicago to Jesup without a car is to bus which takes 7h 18m and costs $100 - $150.
It takes approximately 3h 51m to get from Chicago to Jesup, including transfers.
Chicago to Jesup bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Jesup is to bus which takes 7h 18m and costs $100 - $150. Alternatively, you can fly, which costs $85 - $330 and takes 3h 38m.
Chicago to Jesup bus services, operated by Greyhound USA, arrive at Waterloo station.
Yes, the driving distance between Chicago to Jesup is 256 miles. It takes approximately 4h 57m to drive from Chicago to Jesup.
What companies run services between Chicago, IL, USA and Jesup, IA, USA?
Greyhound USA operates a bus from Chicago Bus Station to Waterloo 5 times a week. Tickets cost $60–95 and the journey takes 6h 55m. Alternatively, American Airlines flies from Chicago O'Hare International Airport (ORD) to Waterloo Municipal Airport (ALO) twice daily.
- Website
- united.com
Flights from Chicago O'Hare International Airport to The Eastern Iowa Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $35–250
Flights from Chicago O'Hare International Airport to Mason City
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $40–260
- Website
- aa.com
Flights from Chicago O'Hare International Airport to The Eastern Iowa Airport
- Ave. Duration
- 1h 17m
- When
- Every day
- Estimated price
- $35–250
Flights from Chicago O'Hare International Airport to Waterloo Municipal Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $35–260
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Waterloo
- Ave. Duration
- 6h 55m
- Frequency
- 5 times a week
- Estimated price
- $60–95
- Website
- Greyhound
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Booking & Getting There
There are 24+ hotels available in Jesup.


