There are 9 ways to get from Winston-Salem to Illinois by plane, bus, train (Amtrak), car, or bus (Greyhound, Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Piedmont Triad International Airport to Chicago O'Hare International Airport
best- Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane GSO - ORD
4h 46m$70–318Bus
- Take the bus from Winston Salem to Columbusbus Bsb 33
- Take the bus from Columbus to Chicagobus Bsb 21 / ...
19h 5m$72–172Train (Amtrak)
- Take the train from High Point to Carytrain Piedmont / ...
- Take the train from Cary to Chicago Union Stationtrain Floridian
29h 41m$598–1,030Drive 688.2 mi
- Drive from Winston-Salem to Chicagocar 688.2 mi
12h 9m$118–170Bus to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)plane CLT - ORD
6h 3m$70–332Bus to Charlotte Douglas International Airport, fly to Chicago Midway International Airport
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Chicago Midway International Airport (MDW)plane CLT - MDW
5h 45m$90–442Bus to Charlotte Douglas International Airport, fly to Peoria International Airport
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Peoria International Airport (PIA)plane CLT - PIA
6h 19m$89–418Bus to Raleigh-Durham International Airport, fly to Chicago Midway International Airport
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane RDU - MDW
6h 59m$96–463Bus via Toledo
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Take the bus from Charlotte Bus Station to Toledo Bus Stopbus
- Take the bus from Toledo to Chicago Union Stationbus
21h 22m
Winston-Salem to Illinois by bus
Comparing Your Travel Options
The cheapest way to get from Winston-Salem to Illinois is to bus which costs $70 - $180 and takes 19h 5m.
The fastest way to get from Winston-Salem to Illinois is to fly which takes 4h 46m and costs $70 - $320.
No, there is no direct bus from Winston-Salem to Illinois. However, there are services departing from Baptist Hospital and arriving at Chicago via Winston Salem and Columbus. The journey, including transfers, takes approximately 19h 5m.
No, there is no direct train from Winston-Salem to Illinois station. However, there are services departing from High Point and arriving at Chicago Union Station via Cary. The journey, including transfers, takes approximately 29h 41m.
The distance between Winston-Salem and Illinois is 634 miles. The road distance is 692.2 miles.
The best way to get from Winston-Salem to Illinois without a car is to bus which takes 19h 5m and costs $70 - $180.
It takes approximately 4h 46m to get from Winston-Salem to Illinois, including transfers.
Winston-Salem to Illinois bus services, operated by Greyhound USA, depart from Winston Salem(Trans Center) station.
Winston-Salem to Illinois train services, operated by Amtrak, depart from High Point station.
The best way to get from Winston-Salem to Illinois is to fly which takes 4h 46m and costs $70 - $320. Alternatively, you can bus, which costs $70 - $180 and takes 19h 5m, you could also train, which costs $600 - $1,100 and takes 29h 41m.
What companies run services between Winston-Salem, NC, USA and Illinois, USA?
American Airlines and United Airlines fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, you can take a bus from Baptist Hospital to Chicago via Winston Salem and Columbus in around 19h 5m.
- Website
- aa.com
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $50–290
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $55–300
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 39m
- When
- Saturday to Friday
- Estimated price
- $60–330
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $50–300
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport via Covington
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $50–300
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport via Indianapolis
- Ave. Duration
- 4h
- When
- Thursday, Friday, and Sunday
- Estimated price
- $50–300
Flights from Charlotte Douglas International Airport to Peoria International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $70–390
Flights from Charlotte Douglas International Airport to Peoria International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $75–410
- Website
- united.com
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $50–290
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 49m
- When
- Every day
- Estimated price
- $60–320
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $50–300
Flights from Charlotte Douglas International Airport to Peoria International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $75–410
- Website
- southwest.com
Flights from Charlotte Douglas International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $70–410
Flights from Raleigh-Durham International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $75–430
- Website
- delta.com
Flights from Raleigh-Durham International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–450
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from High Point to Cary
- Ave. Duration
- 1h 46m
- Frequency
- 4 times a day
- Estimated price
- $45–75
- Website
- Amtrak
Train from Cary to Chicago Union Station
- Ave. Duration
- 25h 12m
- Frequency
- Once daily
- Estimated price
- $550–950
- Website
- Amtrak
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Winston Salem to Columbus
- Ave. Duration
- 9h 40m
- Frequency
- Once daily
- Estimated price
- $40–90
- Website
- Barons Bus
Bus from Columbus to Chicago
- Ave. Duration
- 7h 15m
- Frequency
- Twice daily
- Estimated price
- $30–80
- Website
- Barons Bus
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 4 hours
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 4 hours
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 4 hours
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Twice daily
- Estimated price
- $14–22
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 4 hours
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Charlotte Bus Station to Toledo Bus Stop
- Ave. Duration
- 13h 40m
- Frequency
- Twice daily
- Estimated price
- $110–170
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Toledo to Chicago Union Station
- Ave. Duration
- 4h 22m
- Frequency
- Twice a week
- Website
- Amtrak
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Booking & Getting There
Winston-Salem to Illinois bus services, operated by Greyhound USA, arrive at Charlotte Bus Station.
Illinois is 1h behind Winston-Salem. It is currently 2:56 AM in Winston-Salem and 1:56 AM in Illinois.
Winston-Salem to Illinois train services, operated by Amtrak, arrive at Cary station.
Yes, the driving distance between Winston-Salem to Illinois is 692 miles. It takes approximately 12h 9m to drive from Winston-Salem to Illinois.
Book your Winston-Salem to Illinois train tickets online with Omio.
Book your Winston-Salem to Illinois bus tickets online with Omio.
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