There are 10 ways to get from Naylor to Chicago by car, plane, bus, train (Amtrak), 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.
Drive to Barkley Regional Airport, fly to Chicago O'Hare International Airport
best- Drive from Naylor to Barkley Regional Airport (PAH)car
- Fly from Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD)plane PAH - ORD
4h 50m$64–307Drive, bus
- Drive from Naylor to Flying J - Matthewscar
- Take the bus from Flying J - Matthews to Tornado Bus Co - Chicagobus Milwaukee
9h 54m$97–123Train (Amtrak)
- Take the train from Poplar Bluff Station to Chicago Union Stationtrain Texas Eagle
11h 40m$180–341Drive 461.9 mi
- Drive from Naylor to Chicagocar 461.9 mi
7h 57m$85–122Drive, bus to Williamson County Regional Airport, fly to Chicago O'Hare International Airport
- Drive from Naylor to Flying J - Matthewscar
- Take the bus from Flying J - Matthews to Marathon Gas Station - Marionbus
- Fly from Williamson County Regional Airport (MWA) to Chicago O'Hare International Airport (ORD)plane MWA - ORD
6h 45m$122–286Train to Lambert–St. Louis International Airport, fly to Chicago Midway International Airport
- Take the train from Poplar Bluff Station to St. Louistrain
- Fly from Lambert–St. Louis International Airport (STL) to Chicago Midway International Airport (MDW)plane STL - MDW
8h 51m$155–529Train to Lambert–St. Louis International Airport, fly to Chicago O'Hare International Airport
- Take the train from Poplar Bluff Station to St. Louistrain
- Fly from Lambert–St. Louis International Airport (STL) to Chicago O'Hare International Airport (ORD)plane STL - ORD
9h 18m$375–879Drive, bus to Memphis, fly to Chicago Midway International Airport
- Drive from Naylor to Jonesborocar
- Take the bus from Jonesboro to Memphis Bus Stationbus
- Fly from Memphis (MEM) to Chicago Midway International Airport (MDW)plane MEM - MDW
7h 39m$95–474Drive, bus to Memphis, fly to Chicago O'Hare International Airport
- Drive from Naylor to Jonesborocar
- Take the bus from Jonesboro to Memphis Bus Stationbus
- Fly from Memphis (MEM) to Chicago O'Hare International Airport (ORD)plane MEM - ORD
8h 10m$90–424Train, bus
- Take the train from Poplar Bluff Station to St. Louistrain Texas Eagle
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus FlixBus N2521 / ...
12h 26m$140–246
Barkley Regional Airport (PAH) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Naylor to Chicago is to drive which costs $80 - $130 and takes 7h 57m.
The fastest way to get from Naylor to Chicago is to drive and fly which takes 4h 50m and costs $60 - $310.
No, there is no direct train from Naylor station to Chicago station. However, there are services departing from Poplar Bluff Station and arriving at Chicago Union Station via . The journey, including transfers, takes approximately 11h 40m.
The distance between Naylor and Chicago is 485 miles. The road distance is 464.6 miles.
The best way to get from Naylor to Chicago without a car is to train which takes 11h 40m and costs $180 - $350.
It takes approximately 4h 50m to get from Naylor to Chicago, including transfers.
Naylor to Chicago train services, operated by Amtrak, depart from Poplar Bluff Station.
Naylor to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Naylor to Chicago is 465 miles. It takes approximately 7h 57m to drive from Naylor to Chicago.
There are 1308+ hotels available in Chicago.
What companies run services between Naylor, MO, USA and Chicago, IL, USA?
Amtrak operates a train from Poplar Bluff Station to Chicago Union Station once daily. Tickets cost $120–270 and the journey takes 11h.
- Website
- southwest.com
Flights from Lambert–St. Louis International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 5m
- When
- Every day
- Estimated price
- $50–350
Flights from Memphis to Chicago Midway International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $70–430
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Poplar Bluff Station to Chicago Union Station
- Ave. Duration
- 11h
- Frequency
- Once daily
- Estimated price
- $120–270
- Website
- Amtrak
Train from Poplar Bluff Station to St. Louis
- Ave. Duration
- 4h 41m
- Frequency
- Once daily
- Estimated price
- $40–100
- Website
- Amtrak
Train from Poplar Bluff Station to St. Louis
- Ave. Duration
- 4h 41m
- Frequency
- Once daily
- Estimated price
- $40–100
- Website
- Amtrak
Train from Poplar Bluff Station to St. Louis
- Ave. Duration
- 4h 41m
- Frequency
- Once daily
- Estimated price
- $40–100
- Website
- Amtrak
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- Tornado Bus Company
Bus from Flying J - Matthews to Tornado Bus Co - Chicago
- Ave. Duration
- 7h 24m
- Frequency
- Once daily
- Estimated price
- $80–100
- Schedules at
- Tornado Bus Company
- Adult
- $80–100
Bus from Flying J - Matthews to Marathon Gas Station - Marion
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $17–40
- Schedules at
- Tornado Bus Company
- Adult
- $17–40
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