There are 8 ways to get from Rehoboth Beach to Chicago by bus, plane, bus (Greyhound), train, car, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Ronald Reagan Washington National Airport, fly to Chicago Midway International Airport
best- Take the bus from Dewey Beach, DE to Washington, DC
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW)DCA - MDW
7h 30m$159–787Bus
cheapest- Take the bus from Dewey Beach, DE to Washington, DCOurBus
- Take the bus from Washington Union Station to Chicago Bus StationGreyhound US0164
21h 57m$105–269Bus, train
- Take the bus from Dewey Beach, DE to Washington, DCOurBus
- Take the train from Rockville Amtrak to Chicago Union StationFloridian
22h 4m$145–321Drive 792.9 mi
- Drive from Rehoboth Beach to Chicago792.9 mi
14h 1m$145–209Bus to Ronald Reagan Washington National Airport, fly to Chicago O'Hare International Airport
- Take the bus from Dewey Beach, DE to Washington, DC
- Fly from Ronald Reagan Washington National Airport (DCA) to Chicago O'Hare International Airport (ORD)DCA - ORD
7h 47m$129–637Shuttle to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take a shuttle bus from Lewes Transit Center to Philadelphia Airport
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)PHL - MDW
7h 16m$149–502Shuttle to Philadelphia International Airport, fly to Chicago O'Hare International Airport
- Take a shuttle bus from Lewes Transit Center to Philadelphia Airport
- Fly from Philadelphia International Airport (PHL) to Chicago O'Hare International Airport (ORD)PHL - ORD
7h 32m$169–392Shuttle, bus
- Take a shuttle bus from Lewes Transit Center to Philadelphia Airport
- Take the bus from Philadelphia to Allentown
- Take the bus from Allentown to Chicago Bus Station
26h 44m$195–280
Ronald Reagan Washington National Airport (DCA) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Rehoboth Beach to Chicago is to bus which costs $100 - $270 and takes 21h 57m.
The fastest way to get from Rehoboth Beach to Chicago is to shuttle and fly which takes 7h 16m and costs $140 - $500.
The distance between Rehoboth Beach and Chicago is 745 miles. The road distance is 797.6 miles.
The best way to get from Rehoboth Beach to Chicago without a car is to bus which takes 21h 57m and costs $100 - $270.
It takes approximately 7h 30m to get from Rehoboth Beach to Chicago, including transfers.
Chicago is 1h behind Rehoboth Beach. It is currently 3:53 AM in Rehoboth Beach and 2:53 AM in Chicago.
Yes, the driving distance between Rehoboth Beach to Chicago is 798 miles. It takes approximately 14h 1m to drive from Rehoboth Beach to Chicago.
There are 1214+ hotels available in Chicago.
What companies run services between Rehoboth Beach, DE, USA and Chicago, IL, USA?
You can take a vehicle from Rehoboth Beach to Chicago Bus Station via Dewey Beach, DE, Washington, DC, Dupont Circle, Red Line Track 1 Platform, Union Station, Red Line Center Platform, and Washington Union Station in around 21h 57m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 25m
- When
- Every day
- Estimated price
- $90–550
Flights from Philadelphia International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $60–320
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 6m
- When
- Tuesday
- Estimated price
- $60–320
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $60–320
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Harrisburg
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, Saturday, and Sunday
- Estimated price
- $60–320
- Website
- southwest.com
Flights from Ronald Reagan Washington National Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $120–700
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $80–430
- Website
- united.com
Flights from Ronald Reagan Washington National Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $90–550
Flights from Philadelphia International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $60–320
- 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
- $130–700
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Every day
- Estimated price
- $80–440
Flights from Philadelphia International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $60–320
- Website
- flyfrontier.com
Flights from Philadelphia International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 34m
- When
- Monday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $60–320
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
- Phone
- +1-844-800-6828
- pr@ourbus.com
- Website
- ourbus.com
Bus from Dewey Beach, DE to Washington, DC
- Ave. Duration
- 3h 15m
- Frequency
- 4 times a week
- Estimated price
- $20–60
- Website
- https://www.ourbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Washington Union Station to Chicago Bus Station
- Ave. Duration
- 17h 25m
- Frequency
- Twice daily
- Estimated price
- $70–190
- Website
- https://www.greyhound.com/
- Phone
- +1 302-470-6784
- hello@lewesbus.com
- Website
- lewesbus.com
Shuttle from Lewes Transit Center to Philadelphia Airport
- Ave. Duration
- 2h
- Frequency
- Twice daily
- Estimated price
- $65
- Schedules at
- lewesbus.com
- Phone
- +1 814-574-1827
- Website
- fullingtontours.com
Bus from Philadelphia to Allentown
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $30–50
- Website
- https://www.fullingtontours.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Allentown to Chicago Bus Station
- Ave. Duration
- 18h 5m
- Frequency
- Once daily
- Estimated price
- $95–160
- Schedules at
- flixbus.com
- Adult
- $95–160
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