There are 7 ways to get from Cary to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, 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.
Fly Raleigh-Durham International Airport to Chicago Midway International Airport
best- Fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW)plane RDU - MDW
4h 38m$158–230Train to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Cary to Greensborotrain
- Fly from Piedmont Triad International Airport (GSO) to Chicago O'Hare International Airport (ORD)plane GSO - ORD
5h 30m$110–447Train (Amtrak)
- Take the train from Cary to Chicago Union Stationtrain Floridian
25h 12m$260–650Bus
- Take the bus from Durham to Washington Union Stationbus FlixBus N2471 / ...
- Take the bus from Washington Union Station to Chicago Bus Stationbus Greyhound US0164
25h 34m$150–250Drive 781.5 mi
- Drive from Cary to Chicagocar 781.5 mi
13h 50m$143–206Fly Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Fly from Raleigh-Durham International Airport (RDU) to Chicago O'Hare International Airport (ORD)plane RDU - ORD
5h 9m$178–760Train to Charlotte Douglas International Airport, fly to Chicago O'Hare International Airport
- Take the train from Cary to Charlotte Amtrak Stationtrain
- Fly from Charlotte Douglas International Airport (CLT) to Chicago O'Hare International Airport (ORD)plane CLT - ORD
7h 59m$168–496
Cary to Chicago by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Cary to Chicago is to drive which costs $140 - $210 and takes 13h 50m.
The fastest way to get from Cary to Chicago is to fly which takes 4h 38m and costs $150 - $230.
No, there is no direct bus from Cary to Chicago station. However, there are services departing from Cary Depot and arriving at Chicago Bus Station via Regional Transit Center, Durham and Washington Union Station. The journey, including transfers, takes approximately 25h 34m.
Yes, there is a direct train departing from Cary and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 25h 12m.
The distance between Cary and Chicago is 660 miles. The road distance is 786.1 miles.
The best way to get from Cary to Chicago without a car is to train which takes 25h 12m and costs $260 - $650.
It takes approximately 4h 38m to get from Cary to Chicago, including transfers.
Cary to Chicago bus services, operated by Flixbus USA, depart from Durham station.
Cary to Chicago train services, operated by Amtrak, depart from Cary station.
The best way to get from Cary to Chicago is to fly which takes 4h 38m and costs $150 - $230. Alternatively, you can train, which costs $260 - $650 and takes 25h 12m, you could also bus, which costs $150 - $250 and takes 25h 34m.
What companies run services between Cary, NC, USA and Chicago, IL, USA?
Southwest Airlines flies from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, Amtrak operates a train from Cary to Chicago Union Station once daily. Tickets cost $260–650 and the journey takes 25h 12m.
- Website
- aa.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $55–330
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $60–360
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $65–380
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $75–420
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $55–310
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $55–320
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport via Indianapolis
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $55–310
Flights from Charlotte Douglas International Airport to Chicago O'Hare International Airport via Dayton
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $55–320
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Cary to Chicago Union Station
- Ave. Duration
- 25h 12m
- Frequency
- Once daily
- Estimated price
- $260–650
- Website
- Amtrak
Train from Cary to Greensboro
- Ave. Duration
- 1h 21m
- Frequency
- 5 times a day
- Estimated price
- $17–45
- Website
- Amtrak
Train from Cary to Charlotte Amtrak Station
- Ave. Duration
- 2h 58m
- Frequency
- 5 times a day
- Estimated price
- $40–95
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Durham to Washington Union Station
- Ave. Duration
- 5h 10m
- Frequency
- 3 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
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Booking & Getting There
Cary to Chicago bus services, operated by Flixbus USA, arrive at Washington Union Station.
Chicago is 1h behind Cary. It is currently 10:50 AM in Cary and 9:50 AM in Chicago.
Cary to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Cary to Chicago is 786 miles. It takes approximately 13h 50m to drive from Cary to Chicago.
Book your Cary to Chicago train tickets online with Omio.
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