There are 10 ways to get from Port Authority Bus Terminal to Chicago by subway, bus, plane, train (Amtrak), bus (Flixbus), car, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Subway, bus to Laguardia Airport, fly to Chicago O'Hare International Airport
best- Take the subway from 42 St-Port Authority Bus Terminal to 125 Stsubway
- Take the bus from W 125 St/Saint Nicholas Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 11m$138–566Train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Grand Central Terminal to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
7h 8m$109–572Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
19h 43m$230–550Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
20h 36m$140–230Drive 789.8 mi
- Drive from Port Authority Bus Terminal to Chicagocar 789.8 mi
13h 8m$145–209Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Port Authority Bus Terminal to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 3m$147–920Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 2m$208–666Fly John F. Kennedy International Airport to Chicago O'Hare International Airport
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h 11m$324–867Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
5h 55m$165–975Bus via Baltimore (Greyhound)
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus Greyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
23h 20m$147–248
Port Authority Bus Terminal to Chicago by foot and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Port Authority Bus Terminal to Chicago is to bus which costs $140 - $230 and takes 20h 36m.
The fastest way to get from Port Authority Bus Terminal to Chicago is to fly which takes 5h 2m and costs $200 - $700.
Yes, there is a direct bus departing from New York Midtown and arriving at Chicago Bus Station station. Services depart twice daily, and operate every day. The journey takes approximately 20h 25m.
Yes, there is a direct train departing from Ny Moynihan Train Hall At Penn Station station and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 19h 32m.
The distance between Port Authority Bus Terminal and Chicago is 766 miles. The road distance is 794.4 miles.
The best way to get from Port Authority Bus Terminal to Chicago without a car is to train which takes 19h 43m and costs $230 - $550.
It takes approximately 5h 11m to get from Port Authority Bus Terminal to Chicago, including transfers.
Port Authority Bus Terminal to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Port Authority Bus Terminal to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Port Authority Bus Terminal to Chicago is to train which takes 19h 43m and costs $230 - $550. Alternatively, you can bus, which costs $140 - $230 and takes 20h 36m, you could also fly, which costs $200 - $700 and takes 5h 2m.
What companies run services between Port Authority Bus Terminal, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $230–550 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $140–230 and the journey takes 20h 25m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $75–410
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $60–330
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $55–310
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $95–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $100–550
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $130–650
- Phone
- 877-690-5116
- Website
- MTA Homepage
Subway from 42 St-Port Authority Bus Terminal to 125 St
- Ave. Duration
- 17 min
- Frequency
- Every 5 minutes
- Estimated price
- $3
- Schedules at
- MTA Schedules
- Website
- MTA Homepage
- Website
- MTA: World Cup 2026
- Adult
- $3
- Phone
- 877-690-5116
- Website
- MTA
Bus from W 125 St/Saint Nicholas Av to Laguardia Rd/94 St
- Ave. Duration
- 32 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- MTA
- Schedules at
- MTA scheduled
- Website
- MTA: World Cup 2026
- Standard Fare
- $3–8
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Booking & Getting There
Port Authority Bus Terminal to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Port Authority Bus Terminal. It is currently 6:06 AM in Port Authority Bus Terminal and 5:06 AM in Chicago.
Port Authority Bus Terminal to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Port Authority Bus Terminal to Chicago is 794 miles. It takes approximately 13h 8m to drive from Port Authority Bus Terminal to Chicago.
Book your Port Authority Bus Terminal to Chicago train tickets online with Omio.
Book your Port Authority Bus Terminal to Chicago bus tickets online with Omio and FlixBus.
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