There are 9 ways to get from Henderson to Chicago by plane, bus (Amtrak, Greyhound), bus, train, car, taxi, or bus (Flixbus)
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 Evansville
best- Fly from Evansville (EVV) to Chicago O'Hare International Airport (ORD)plane EVV - ORD
3h 13m$77–303Drive 294.5 mi
cheapest- Drive from Henderson to Chicagocar 294.5 mi
6h 15m$54–78Bus
- Take the bus from Evansville, IN to Indianapolis Union Stationbus Evansville
- Take the bus from Indianapolis Union Station to Chicago Union Stationbus
9h 27m$111–163Bus, train via St. Louis
- Take the bus from Evansville Bus Station to St Louis Bus Stationbus Greyhound US0186 / ...
- Take the train from St. Louis to Chicago Union Stationtrain Lincoln Service / ...
9h 32m$143–273Taxi to Owensboro–Daviess County Regional Airport, fly
- Take the taxi from Henderson to Owensboro–Daviess County Regional Airport (OWB)taxi
- Fly from Owensboro–Daviess County Regional Airport (OWB) to Chicago O'Hare International Airport (ORD)plane OWB - ORD
2h 56m$146–290Drive to Williamson County Regional Airport, fly
- Drive from Henderson to Williamson County Regional Airport (MWA)car
- Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane MWA - ORD
4h 18m$98–247Drive to Barkley Regional Airport, fly
- Drive from Henderson to Barkley Regional Airport (PAH)car
- Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane PAH - ORD
4h 48m$61–292Bus via Bloomington
- Take the bus from Evansville, IN to Bloomington, INbus Evansville
- Take the bus from Bloomington to Chicago Bus Stationbus FlixBus 2515 / ...
9h 37m$103–158Bus, train
- Take the bus from Evansville, IN to Indianapolis Union Stationbus Evansville
- Take the train from Indianapolis to Chicago Union Stationtrain Cardinal
10h 47m$143–238
Evansville (EVV) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Henderson to Chicago is to drive which costs $50 - $80 and takes 6h 15m.
The fastest way to get from Henderson to Chicago is to taxi and fly which takes 2h 56m and costs $140 - $290.
No, there is no direct bus from Henderson to Chicago station. However, there are services departing from Evansville, IN and arriving at Chicago Union Station via Indianapolis Union Station. The journey, including transfers, takes approximately 9h 27m.
The distance between Henderson and Chicago is 309 miles. The road distance is 296.3 miles.
The best way to get from Henderson to Chicago without a car is to bus which takes 9h 27m and costs $110 - $170.
It takes approximately 3h 13m to get from Henderson to Chicago, including transfers.
Henderson to Chicago bus services, operated by Miller Transportation, depart from Evansville, IN station.
The best way to get from Henderson to Chicago is to fly which takes 3h 13m and costs $75 - $310. Alternatively, you can bus, which costs $110 - $170 and takes 9h 27m.
Henderson to Chicago bus services, operated by Miller Transportation, arrive at Indianapolis Union Station.
Yes, the driving distance between Henderson to Chicago is 296 miles. It takes approximately 6h 15m to drive from Henderson to Chicago.
What companies run services between Henderson, KY, USA and Chicago, IL, USA?
American Airlines flies from Evansville (EVV) to Chicago O'Hare International Airport (ORD) twice daily. Alternatively, you can take a vehicle from Henderson to Chicago Union Station via Evansville, IN and Indianapolis Union Station in around 9h 27m.
- Website
- aa.com
Flights from Evansville to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $35–250
Flights from Williamson County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $45–290
- Website
- contouraviation.com
Flights from Owensboro–Daviess County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $80–210
Flights from Williamson County Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $80–220
- Website
- united.com
Flights from Barkley Regional Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $40–260
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Louis to Chicago Union Station
- Ave. Duration
- 4h 55m
- Frequency
- 5 times a day
- Estimated price
- $90–190
- Website
- https://www.amtrak.com/home.html
Train from Indianapolis to Chicago Union Station
- Ave. Duration
- 5h
- Frequency
- 3 times a week
- Estimated price
- $60–130
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Evansville, IN to Indianapolis Union Station
- Ave. Duration
- 4h 30m
- Frequency
- Once daily
- Estimated price
- $55–75
- Website
- https://ridewithmiller.com
Bus from Evansville, IN to Bloomington, IN
- Ave. Duration
- 3h 15m
- Frequency
- Once daily
- Estimated price
- $40–60
- Website
- https://ridewithmiller.com
Bus from Evansville, IN to Indianapolis Union Station
- Ave. Duration
- 4h 30m
- Frequency
- Once daily
- Estimated price
- $55–75
- Website
- https://ridewithmiller.com
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Indianapolis Union Station to Chicago Union Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $35–50
- Website
- https://www.amtrak.com/home.html
- Adult
- $35–50
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Indianapolis Union Station to Chicago Union Station
- Ave. Duration
- 3h 40m
- Frequency
- Twice daily
- Estimated price
- $28–55
- Website
- https://www.greyhound.com/
Bus from Evansville Bus Station to St Louis Bus Station
- Ave. Duration
- 3h 20m
- Frequency
- Twice daily
- Estimated price
- $25–50
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Bloomington to Chicago Bus Station
- Ave. Duration
- 5h 5m
- Frequency
- Twice daily
- Estimated price
- $35–65
- Schedules at
- flixbus.com
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