There are 6 ways to get from Southern Pines to Chicago by train, plane, taxi, bus, train (Amtrak), 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.
Train to Raleigh-Durham International Airport, fly to Chicago Midway International Airport
best- Take the train from Southern Pines Station to Carytrain
- Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane RDU - MDW
6h 14m$178–350Drive 783.8 mi
cheapest- Drive from Southern Pines to Chicagocar 783.8 mi
13h 56m$143–207Taxi, bus
- Take the taxi from Southern Pines to Sanfordtaxi
- Take the bus from Sanford to Winston-Salembus
- Take the bus from Winston Salem(Trans Center) to Columbus - Mound Stbus
- Take the bus from Columbus - Mound St to Chicagobus
22h 11m$158–294Train (Amtrak)
- Take the train from Southern Pines Station to Chicago Union Stationtrain Floridian
26h 28m$370–750Train to Raleigh-Durham International Airport, fly to Chicago O'Hare International Airport
- Take the train from Southern Pines Station to Carytrain
- Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane RDU - ORD
6h 52m$198–800Train, train to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport
- Take the train from Southern Pines Station to Carytrain
- Take the train from Cary to Greensborotrain
- Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane GSO - ORD
7h 43m$145–534
Southern Pines to Chicago by train (Amtrak)
Questions & Answers
The cheapest way to get from Southern Pines to Chicago is to drive which costs $140 - $210 and takes 13h 56m.
The fastest way to get from Southern Pines to Chicago is to train and fly which takes 6h 14m and costs $170 - $350.
Yes, there is a direct train departing from Southern Pines Station station and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 26h 28m.
The distance between Southern Pines and Chicago is 720 miles. The road distance is 788.4 miles.
The best way to get from Southern Pines to Chicago without a car is to taxi and bus which takes 22h 11m and costs $150 - $300.
It takes approximately 6h 14m to get from Southern Pines to Chicago, including transfers.
Southern Pines to Chicago train services, operated by Amtrak, depart from Southern Pines Station.
Chicago is 1h behind Southern Pines. It is currently 3:16 AM in Southern Pines and 2:16 AM in Chicago.
Southern Pines to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Southern Pines to Chicago is 788 miles. It takes approximately 13h 56m to drive from Southern Pines to Chicago.
What companies run services between Southern Pines, NC, USA and Chicago, IL, USA?
Amtrak operates a train from Southern Pines Station to Chicago Union Station once daily. Tickets cost $370–750 and the journey takes 26h 28m.
- Website
- united.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $60–340
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $70–400
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $90–450
- Website
- aa.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 38m
- When
- Every day
- Estimated price
- $60–340
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $65–360
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $70–400
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $80–420
- Website
- southwest.com
Flights from Raleigh-Durham International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $70–390
- Website
- delta.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $65–360
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $95–470
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Southern Pines Station to Cary
- Ave. Duration
- 1h 7m
- Frequency
- Once daily
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Southern Pines Station to Chicago Union Station
- Ave. Duration
- 26h 28m
- Frequency
- Once daily
- Estimated price
- $370–750
- Website
- https://www.amtrak.com/home.html
Train from Southern Pines Station to Cary
- Ave. Duration
- 1h 7m
- Frequency
- Once daily
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Southern Pines Station to Cary
- Ave. Duration
- 1h 7m
- Frequency
- Once daily
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Cary to Greensboro
- Ave. Duration
- 1h 21m
- Frequency
- 5 times a day
- Estimated price
- $23–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 704-348-1200
- [email protected]
- Website
- sunwaycharters.com
Bus from Sanford to Winston-Salem
- Ave. Duration
- 2h 38m
- Frequency
- Once daily
- Estimated price
- $18–25
- Schedules at
- sunwaycharters.com
- Passenger
- $18–25
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Sanford to Winston-Salem
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $17–35
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- [email protected]
- Website
- baronsbus.com
Bus from Winston Salem(Trans Center) to Columbus - Mound St
- Ave. Duration
- 9h 20m
- Frequency
- Once daily
- Estimated price
- $35–90
- Website
- https://baronsbus.com
Bus from Columbus - Mound St to Chicago
- Ave. Duration
- 7h 40m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com
- Ave. Duration
- 33 min
- Estimated price
- $75–90
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