There are 10 ways to get from Poolesville to Chicago by bus, subway, plane, bus (Greyhound), 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.
Line 76 bus, subway to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport
best- Take the bus from W Willard Rd & Wooton Ave to Shady Grove Station & Bay C
- Take the subway from Shady Grove, Red Line Center Platform to Gallery Place, Red Line Track 1 Platform
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)DCA - MDW
5h 12m$138–770Bus
cheapest- Take the bus from SHADY GROVE & station to Frederick Marc Station515
- Take the bus from Frederick Bus Station to Chicago Bus StationGreyhound US0164
18h 48m$69–156Train (Amtrak)
- Take the train from Rockville Amtrak to Chicago Union StationFloridian
18h 59m$114–248Drive 664.1 mi
- Drive from Poolesville to Chicago664.1 mi
11h 20m$122–176Line 76 bus, subway to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport
- Take the bus from W Willard Rd & Wooton Ave to Shady Grove Station & Bay C
- Take the subway from Shady Grove, Red Line Center Platform to Gallery Place, Red Line Track 1 Platform
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)DCA - ORD
5h 29m$103–570Subway to Washington Dulles International Airport, fly to Chicago O'Hare International Airport
- Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platform
- Fly from Washington Dulles International Airport (IAD) to Chicago O'Hare International Airport (ORD)IAD - ORD
6h 2m$188–774Bus to Baltimore-Washington International Airport, fly to Chicago Midway International Airport
- Take the bus from SHADY GROVE & station to BWI SOUTHWEST AIRLINES eb UPPER LEVEL
- Fly from Baltimore-Washington International Airport (BWI) to Chicago Midway International Airport (MDW)BWI - MDW
6h 31m$76–411Bus to Baltimore-Washington International Airport, fly to Chicago O'Hare International Airport
- Take the bus from SHADY GROVE & station to BWI SOUTHWEST AIRLINES eb UPPER LEVEL
- Fly from Baltimore-Washington International Airport (BWI) to Chicago O'Hare International Airport (ORD)BWI - ORD
6h 41m$86–271Fly Ronald Reagan Washington National Airport to General Mitchell International Airport, train
- Fly from Ronald Reagan Washington National Airport (DCA) to General Mitchell International Airport (MKE)DCA - MKE
- Take the train from Milwaukee to Chicago Union Station
7h 38m$261–1,435Subway to Washington Dulles International Airport, fly to South Bend, train
- Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platform
- Fly from Washington Dulles International Airport (IAD) to South Bend (SBN)IAD - SBN
- Take the train from South Bend Airport to Van Buren St.
8h 1m$89–464
Poolesville to Chicago by bus
Questions & Answers
The cheapest way to get from Poolesville to Chicago is to bus which costs $65 - $160 and takes 18h 48m.
The fastest way to get from Poolesville to Chicago is to line 76 bus and subway and fly which takes 5h 12m and costs $130 - $800.
No, there is no direct bus from Poolesville to Chicago station. However, there are services departing from W Willard Rd & Wooton Ave and arriving at Chicago Bus Station via SHADY GROVE & station and Frederick Bus Station. The journey, including transfers, takes approximately 18h 48m.
The distance between Poolesville and Chicago is 655 miles. The road distance is 668 miles.
The best way to get from Poolesville to Chicago without a car is to bus which takes 18h 48m and costs $65 - $160.
It takes approximately 5h 12m to get from Poolesville to Chicago, including transfers.
Poolesville to Chicago bus services, operated by Maryland Transit, depart from SHADY GROVE & station.
The best way to get from Poolesville to Chicago is to bus which takes 18h 48m and costs $65 - $160. Alternatively, you can train, which costs $110 - $250 and takes 18h 59m.
Poolesville to Chicago bus services, operated by Maryland Transit, arrive at Frederick Marc Station.
Chicago is 1h behind Poolesville. It is currently 3:44 AM in Poolesville and 2:44 AM in Chicago.
What companies run services between Poolesville, MD, USA and Chicago, IL, USA?
You can take a bus from W Willard Rd & Wooton Ave to Chicago Bus Station via Shady Grove Station & Bay C, SHADY GROVE & station, and Frederick Bus Station in around 18h 48m. Alternatively, Amtrak operates a train from Rockville Amtrak to Chicago Union Station once daily. Tickets cost $110–240 and the journey takes 17h 16m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- southwest.com
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $130–750
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport via Columbus
- Ave. Duration
- 4h 5m
- When
- Saturday and Sunday
- Estimated price
- $130–750
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $70–400
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 35m
- When
- Monday to Wednesday
- Estimated price
- $70–400
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 3h 40m
- When
- Monday to Friday
- Estimated price
- $70–400
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Columbus
- Ave. Duration
- 3h 45m
- When
- Monday, Tuesday, Wednesday, and Saturday
- Estimated price
- $70–400
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Cleveland
- Ave. Duration
- 3h 50m
- When
- Monday to Wednesday
- Estimated price
- $70–400
Flights from Baltimore-Washington International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 3h 55m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $75–410
Flights from Ronald Reagan Washington National Airport to General Mitchell International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $230–1,300
- Website
- united.com
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $95–550
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $50–280
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Johnstown
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $50–280
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Morgantown
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $50–280
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Charlottesville
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $50–290
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 7m
- When
- Tuesday and Sunday
- Estimated price
- $50–280
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 31m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $50–280
Flights from Washington Dulles International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 34m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $50–280
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $50–280
Flights from Ronald Reagan Washington National Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $240–1,300
Flights from Washington Dulles International Airport to South Bend
- Ave. Duration
- 1h 56m
- When
- Every day
- Estimated price
- $70–430
Flights from Washington Dulles International Airport to South Bend via Chicago O'Hare International Airport
- Ave. Duration
- 4h 16m
- When
- Every day
- Estimated price
- $85–470
- Website
- aa.com
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $95–550
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $50–280
Flights from Ronald Reagan Washington National Airport to General Mitchell International Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $230–1,300
Flights from Ronald Reagan Washington National Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 17m
- When
- Every day
- Estimated price
- $240–1,300
Flights from Washington Dulles International Airport to South Bend via Charlotte
- Ave. Duration
- 4h 22m
- When
- Monday, Tuesday, Wednesday, Friday, and Sunday
- Estimated price
- $100–550
- Website
- delta.com
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $130–750
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $50–290
Flights from Ronald Reagan Washington National Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 3m
- When
- Every day
- Estimated price
- $230–1,300
- Website
- flyfrontier.com
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 20m
- When
- Tuesday, Wednesday, Saturday, and Sunday
- Estimated price
- $50–280
- Website
- spirit.com
Flights from Baltimore-Washington International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 17m
- When
- Thursday and Sunday
- Estimated price
- $80–260
- Website
- flybreeze.com
Flights from Washington Dulles International Airport to South Bend
- Ave. Duration
- 1h 59m
- When
- Monday and Friday
- Estimated price
- $190–900
- Phone
- +1 202 466 3876
- Website
- wmata.com
Subway from Shady Grove, Red Line Center Platform to Gallery Place, Red Line Track 1 Platform
- Ave. Duration
- 34 min
- Frequency
- Every 10 minutes
- Estimated price
- $2–7
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
- standard fare 5 a.m - 9:30 p.m.
- $4–7
Subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platform
- Ave. Duration
- 48 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–8
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
- standard fare 5 a.m - 9:30 p.m.
- $5–8
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Rockville Amtrak to Chicago Union Station
- Ave. Duration
- 17h 16m
- Frequency
- Once daily
- Estimated price
- $110–240
- Website
- https://www.amtrak.com/home.html
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $23–40
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Website
- montgomerycountymd.gov
Bus from W Willard Rd & Wooton Ave to Shady Grove Station & Bay C
- Ave. Duration
- 36 min
- Frequency
- Every 2 hours
- Estimated price
- $2–5
- Schedules at
- montgomerycountymd.gov
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Bus from SHADY GROVE & station to Frederick Marc Station
- Ave. Duration
- 47 min
- Frequency
- Once daily
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from SHADY GROVE & station to BWI SOUTHWEST AIRLINES eb UPPER LEVEL
- Ave. Duration
- 1h 10m
- Frequency
- Every 3 hours
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Frederick Bus Station to Chicago Bus Station
- Ave. Duration
- 15h 25m
- Frequency
- Once daily
- Estimated price
- $65–150
- Website
- https://www.greyhound.com/
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More Questions & Answers
Yes, the driving distance between Poolesville to Chicago is 668 miles. It takes approximately 11h 20m to drive from Poolesville to Chicago.
There are 1229+ hotels available in Chicago.












