There are 6 ways to get from Cary to Chicago by plane, bus (Greyhound, Flixbus), train (Amtrak), 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 42m$82–468Bus
- Take the bus from Raleigh Bus Station to Washington Union Stationbus Greyhound US0700 / ...
- Take the bus from Washington Union Station to Chicago Bus Stationbus Greyhound US0164
24h 57m$152–327Train (Amtrak)
- Take the train from Cary to Chicago Union Stationtrain Floridian
25h 21m$300–700Drive 782.4 mi
- Drive from Cary to Chicagocar 782.4 mi
13h 48m$143–207Fly 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 7m$102–308Train to Piedmont Triad International Airport, fly to Chicago O'Hare International Airport
- 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 44m$107–429
Cary to Chicago by bus and foot
Questions & Answers
The cheapest way to get from Cary to Chicago is to drive which costs $140 - $210 and takes 13h 48m.
The fastest way to get from Cary to Chicago is to fly which takes 4h 42m and costs $80 - $470.
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 GoRaleigh Station, Raleigh Bus Station and Washington Union Station. The journey, including transfers, takes approximately 24h 57m.
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 21m.
The distance between Cary and Chicago is 660 miles. The road distance is 787 miles.
The best way to get from Cary to Chicago without a car is to bus which takes 24h 57m and costs $150 - $330.
It takes approximately 4h 42m to get from Cary to Chicago, including transfers.
Cary to Chicago bus services, operated by Greyhound USA, depart from Raleigh Bus 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 42m and costs $80 - $470. Alternatively, you can bus, which costs $150 - $330 and takes 24h 57m, you could also train, which costs $300 - $700 and takes 25h 21m.
What companies run services between Cary, NC, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Raleigh-Durham International Airport (RDU) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a bus from Cary Depot to Chicago Bus Station via Union Station - Bus Platform A, GoRaleigh Station, Capital Blvd at Crabtree Blvd, Raleigh Bus Station, and Washington Union Station in around 24h 57m.
- Website
- aa.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $45–280
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 15m
- When
- Saturday
- Estimated price
- $50–290
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $55–340
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $60–360
- Website
- united.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $45–280
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $55–340
- Website
- delta.com
Flights from Raleigh-Durham International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $85–490
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 9m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–290
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 5m
- When
- Monday to Friday
- Estimated price
- $65–360
Flights from Piedmont Triad International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $75–410
- Website
- southwest.com
Flights from Raleigh-Durham International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $80–460
- Website
- flyfrontier.com
Flights from Raleigh-Durham International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 19m
- When
- Monday and Friday
- Estimated price
- $45–280
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Cary to Chicago Union Station
- Ave. Duration
- 25h 21m
- Frequency
- Once daily
- Estimated price
- $300–700
- Website
- https://www.amtrak.com/home.html
Train from Cary to Greensboro
- Ave. Duration
- 1h 21m
- Frequency
- 5 times a day
- Estimated price
- $20–45
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Raleigh Bus Station to Washington Union Station
- Ave. Duration
- 4h 35m
- Frequency
- Every 4 hours
- Estimated price
- $45–85
- Website
- https://www.greyhound.com/
Bus from Washington Union Station to Chicago Bus Station
- Ave. Duration
- 17h 25m
- Frequency
- Twice daily
- Estimated price
- $120–240
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Raleigh Bus Station to Washington Union Station
- Ave. Duration
- 5h 10m
- Frequency
- 3 times a day
- Estimated price
- $30–60
- Schedules at
- flixbus.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Cary to Chicago bus services, operated by Greyhound USA, arrive at Washington Union Station.
Chicago is 1h behind Cary. It is currently 7:32 AM in Cary and 6:32 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 787 miles. It takes approximately 13h 48m to drive from Cary to Chicago.
Book your Cary to Chicago train tickets online with Omio.
There are 2066+ hotels available in Chicago.






