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There are 11 ways to get from Chicago to Bear by plane, train, bus or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Philadelphia, train, line 40 bus  •  5h 37m

  1. Fly from Chicago Midway (MDW) to Philadelphia (PHL) MDW - PHL
  2. Take the train from Philadelphia to Wilmington
  3. Take the line 40 bus from King St @ 3Rd St to Us Rt40 @ Governors Sq Ent

Cheapest option

Fly Chicago O'Hare to Philadelphia, train, line 40 bus  •  5h 57m

  1. Fly from Chicago O'Hare (ORD) to Philadelphia (PHL) ORD - PHL
  2. Take the train from Philadelphia to Wilmington
  3. Take the line 40 bus from King St @ 3Rd St to Us Rt40 @ Governors Sq Ent

9 alternative options

Fly Chicago Midway to Baltimore, train  •  5h 50m

  1. Fly from Chicago Midway (MDW) to Baltimore (BWI) MDW - BWI
  2. Take the train from Bwi Thurgood Marshall Airport Station to Wilmington

Fly Chicago O'Hare to Baltimore, train  •  6h 11m

  1. Fly from Chicago O'Hare (ORD) to Baltimore (BWI) ORD - BWI
  2. Take the train from Bwi Thurgood Marshall Airport Station to Wilmington

Fly Chicago Midway to Reagan Washington, train  •  6h 6m

  1. Fly from Chicago Midway (MDW) to Reagan Washington (DCA) MDW - DCA
  2. Take the train from Washington Union Station to Wilmington

Fly Chicago Midway to Washington Dulles, train, line 40 bus  •  7h 1m

  1. Fly from Chicago Midway (MDW) to Washington Dulles (IAD) MDW - IAD
  2. Take the train from Washington Union Station to Wilmington
  3. Take the line 40 bus from King St @ 3Rd St to Us Rt40 @ Governors Sq Ent

Bus via New York  •  17h 45m

  1. Take the bus from Chicago to New York, NY - 3 Allen St Chicago
  2. Take the bus from Chinatown-152 East Broadway to Wilmington, DE - 3 W 4th St. New York to Wilmington

Train via Washington  •  19h 47m

  1. Take the train from Chicago Union Station to Rockville Amtrak Capitol Limited
  2. Take the train from Washington Union Station to Wilmington Acela / ...

Bus  •  22h 15m

  1. Take the bus from Chicago Amtrak to Baltimore Downtown "Greyhound"
  2. Take the bus from Baltimore Downtown to Wilmington "Greyhound"

Train  •  26h 15m

  1. Take the train from Chicago Union Station to Wilmington Cardinal

Drive  •  12h 39m

  1. Drive from Chicago to Bear 765.8 miles

Chicago to Bear by bus

The bus journey time between Chicago and Bear is around 18h 51m and covers a distance of around 931 miles. This includes an average layover time of around 2h 29m. The fastest bus normally takes 18h 51m. Operated by Wanda Coach, Rockledge Bus and DART First State, the Chicago to Bear bus service departs from Chicago and arrives in Us Rt40 @ Governors Sq Ent. Typically three buses run weekly, although weekend and holiday schedules can vary so check in advance.

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Average bus journey times

Time on bus:
16h 21m
Layover time:
2h 29m
Total time:
18h 51m

Bus route information

Fastest bus time:
18h 51m
Bus distance:
931 miles
Buses per week:
3
Cheapest price:
-
Carbon emissions:
185 kg CO2

First and last buses

First bus departs at:
20:00
Last bus departs at:
20:00

The schedules shown below are for the next available departures.

Chicago to Bear bus schedules

Bus services typically run at the following times each day These schedules are estimated
Estimated schedules: These schedules are estimated and based on typical services on an average day. Please check times and availability with the operator before travelling.

Questions & Answers

The cheapest way to get from Chicago to Bear is to drive which costs $75 - $110 and takes 12h 39m.

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The quickest way to get from Chicago to Bear is to fly and train and line 40 bus which costs $190 - $800 and takes 5h 37m.

More details

No, there is no direct bus from Chicago to Bear. However, there are services departing from Chicago and arriving at Us Rt40 @ Governors Sq Ent via Chinatown-152 East Broadway and King St @ 3Rd St. The journey, including transfers, takes approximately 17h 45m.

More details

The distance between Chicago and Bear is 649 miles. The road distance is 765.8 miles.

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The best way to get from Chicago to Bear without a car is to bus via New York which takes 17h 45m and costs $65 - $130.

More details

It takes approximately 5h 37m to get from Chicago to Bear, including transfers.

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Chicago to Bear bus services, operated by Wanda Coach, depart from Chicago station.

More details

The best way to get from Chicago to Bear is to bus via New York which takes 17h 45m and costs $65 - $130. Alternatively, you can train via Washington, which costs $100 - $270 and takes 19h 47m.

Mode details

The quickest flight from Chicago Midway Airport to Philadelphia Airport is the direct flight which takes 1h 50m.

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Chicago to Bear bus services, operated by Rockledge Bus, arrive at Wilmington, DE - 3 W 4th St. station.

More details

Map of how to get from Chicago to Bear.
Launch map view
  • Distance: 648.6 miles
  • Duration: 5h 37m

What companies run services between Chicago, IL, USA and Bear, DE, USA?

You can take a bus from Chicago to Bear via New York, NY - 3 Allen St, Chinatown-152 East Broadway, Wilmington, DE - 3 W 4th St., and King St @ 3Rd St in around 17h 45m. Alternatively, you can take a train from Chicago to Bear via Rockville Amtrak, ROCKVILLE station, UNION STATION station, Washington Union Station, Wilmington, and King St @ 3Rd St in around 19h 47m.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Philadelphia
Ave. Duration
1h 51m
When
Every day
Estimated price
$130 - $410
Flights from Chicago Midway to Philadelphia via Nashville
Ave. Duration
4h 15m
When
Monday, Thursday, Friday and Sunday
Estimated price
$140 - $470
Flights from Chicago Midway to Baltimore
Ave. Duration
1h 44m
When
Every day
Estimated price
$130 - $400
Flights from Chicago Midway to Baltimore via Cleveland
Ave. Duration
3h 20m
When
Sunday
Estimated price
$130 - $400
Flights from Chicago Midway to Baltimore via Columbus
Ave. Duration
3h 25m
When
Saturday and Sunday
Estimated price
$130 - $400
Flights from Chicago Midway to Baltimore via Grand Rapids
Ave. Duration
3h 20m
When
Sunday
Estimated price
$130 - $410
Flights from Chicago Midway to Baltimore via Detroit
Ave. Duration
3h 30m
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$130 - $410
Flights from Chicago O'Hare to Baltimore
Ave. Duration
1h 51m
When
Every day
Estimated price
$100 - $310
Flights from Chicago Midway to Reagan Washington
Ave. Duration
1h 44m
When
Every day
Estimated price
$95 - $140
Flights from Chicago Midway to Reagan Washington via Nashville
Ave. Duration
4h 10m
When
Tuesday and Wednesday
Estimated price
$95 - $140
Flights from Chicago Midway to Reagan Washington via St. Louis
Ave. Duration
4h 15m
When
Sunday
Estimated price
$95 - $140
Flights from Chicago Midway to Washington Dulles
Ave. Duration
1h 42m
When
Every day
Estimated price
$100 - $340
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Philadelphia
Ave. Duration
2h 2m
When
Every day
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Grand Rapids
Ave. Duration
3h 33m
When
Monday, Wednesday, Thursday, Friday and Sunday
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Columbus
Ave. Duration
3h 44m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Detroit
Ave. Duration
3h 49m
When
Monday, Wednesday, Thursday, Friday and Sunday
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Harrisburg
Ave. Duration
3h 54m
When
Every day
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Cleveland
Ave. Duration
3h 55m
When
Monday, Tuesday, Thursday and Friday
Estimated price
$95 - $380
Flights from Chicago O'Hare to Philadelphia via Indianapolis
Ave. Duration
3h 56m
When
Monday, Tuesday, Thursday and Friday
Estimated price
$95 - $380
Flights from Chicago O'Hare to Baltimore
Ave. Duration
1h 57m
When
Every day
Estimated price
$180 - $390
United Airlines
Website
united.com
Flights from Chicago O'Hare to Philadelphia
Ave. Duration
2h 8m
When
Every day
Estimated price
$95 - $550
Flights from Chicago O'Hare to Baltimore
Ave. Duration
1h 56m
When
Every day
Estimated price
$180 - $450
Delta
Website
delta.com
Flights from Chicago O'Hare to Philadelphia via Detroit
Ave. Duration
3h 56m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$230 - $290
Flights from Chicago Midway to Washington Dulles via Detroit
Ave. Duration
4h
When
Every day
Estimated price
$310 - $380
Train operators
Amtrak Northeast Regional

Amtrak’s Northeast Regional train service serves the US’ busy northeast corridor from Virginia to Massachusetts; major stops include Boston, Providence, New York City, Philadelphia, Washington DC and Baltimore. Amenities include Wi-Fi, a quiet car, cafe and business-class seating, and travelling with a small dog or cat is permitted. Book at least 14 days in advance for a cheaper Saver Fare.

Rome2rio's guide to Amtrak Northeast Regional
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Philadelphia to Wilmington
Ave. Duration
20 min
Frequency
Hourly
Estimated price
$12 - $70
Schedules at
amtrak.com
Child 2-12 with paid adult
$12 - $35
Reserved Coach Seat
$24 - $70
Business Class Seat
$35 - $95
Train from Bwi Thurgood Marshall Airport Station to Wilmington
Ave. Duration
1h 4m
Frequency
Hourly
Estimated price
$14 - $85
Schedules at
amtrak.com
Child 2-12 with paid adult
$14 - $45
Reserved Coach Seat
$27 - $85
Business Class Seat
$45 - $120
Train from Washington Union Station to Wilmington
Ave. Duration
1h 32m
Frequency
Hourly
Estimated price
$16 - $95
Schedules at
amtrak.com
Child 2-12 with paid adult
$16 - $50
Reserved Coach Seat
$29 - $95
Business Class Seat
$50 - $130
Amtrak Acela Express

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak Acela Express
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Philadelphia to Wilmington
Ave. Duration
17 min
Frequency
Hourly
Estimated price
$65 - $95
Schedules at
amtrak.com
Business Seat - Adult
$65 - $95
Business Seat - Seniors and Active Military
$65 - $95
Business Seat - Child
$65 - $95
First Class - Adult
$110 - $160
First Class - Senior Citizens and Active Military
$110 - $160
First Class - Child
$110 - $160
Train from Bwi Thurgood Marshall Airport Station to Wilmington
Ave. Duration
53 min
Frequency
Every 3 hours
Estimated price
$85 - $130
Schedules at
amtrak.com
Business Seat - Adult
$85 - $130
Business Seat - Seniors and Active Military
$85 - $130
Business Seat - Child
$85 - $120
First Class - Adult
$140 - $200
First Class - Senior Citizens and Active Military
$140 - $200
First Class - Child
$140 - $200
Train from Washington Union Station to Wilmington
Ave. Duration
1h 14m
Frequency
Hourly
Estimated price
$95 - $140
Schedules at
amtrak.com
Business Seat - Adult
$100 - $140
Business Seat - Seniors and Active Military
$100 - $140
Business Seat - Child
$95 - $140
First Class - Adult
$160 - $220
First Class - Senior Citizens and Active Military
$160 - $220
First Class - Child
$150 - $220
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 215-856-7924
Website
amtrak.com
Train from Philadelphia to Wilmington
Ave. Duration
21 min
Frequency
Every 3 hours
Estimated price
$22 - $35
Schedules at
amtrak.com
Coach Seat
$22 - $35
Premium
$170 - $250
Flexi Coach Seat
$30 - $45
Business Seat
$27 - $40
Train from Bwi Thurgood Marshall Airport Station to Wilmington
Ave. Duration
1h 5m
Frequency
Twice daily
Estimated price
$26 - $40
Schedules at
amtrak.com
Coach Seat
$26 - $40
Premium
$180 - $260
Flexi Coach Seat
$40 - $60
Business Seat
$35 - $55
Train from Washington Union Station to Wilmington
Ave. Duration
1h 30m
Frequency
Every 2 hours
Estimated price
$29 - $45
Schedules at
amtrak.com
Coach Seat
$29 - $45
Premium
$190 - $270
Flexi Coach Seat
$45 - $70
Business Seat
$40 - $65
Train from Chicago Union Station to Rockville Amtrak
Ave. Duration
16h 36m
Frequency
Once daily
Estimated price
$80 - $120
Schedules at
amtrak.com
Coach Seat
$80 - $120
Premium
$290 - $400
Flexi Coach Seat
$160 - $240
Business Seat
$170 - $240
Train from Chicago Union Station to Wilmington
Ave. Duration
25h 20m
Frequency
6 times a week
Estimated price
$100 - $150
Schedules at
amtrak.com
Coach Seat
$100 - $150
Premium
$330 - $460
Flexi Coach Seat
$200 - $310
Business Seat
$220 - $320
SEPTA
Phone
+1 215-580-7800
Website
septa.org
Train from 30th Street Train Station to Wilmington
Ave. Duration
53 min
Frequency
Hourly
Estimated price
$1 - $9
Website
septa.org
65 and over
$1 - $2
Bus operators
DART First State
Phone
+1 800-652-3278
Website
dartfirststate.com
Bus from King St @ 3Rd St to Us Rt40 @ Governors Sq Ent
Ave. Duration
31 min
Frequency
Hourly
Estimated price
$1 - $3
Website
DART First State
Wanda Coach
Phone
646-630-7186
Email
help@wandacoach.com
Website
wandacoach.com
Bus from Chicago to New York, NY - 3 Allen St
Ave. Duration
13h
Frequency
3 times a week
Estimated price
$50 - $100
Book at
GoTo Bus
Rockledge Bus
Phone
7577171677VA
Email
climing44@yahoo.com
Website
rockledgebus.com
Bus from Chinatown-152 East Broadway to Wilmington, DE - 3 W 4th St.
Ave. Duration
2h 50m
Frequency
5 times a day
Estimated price
$17 - $23
Book at
GoToBus
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago Amtrak to Baltimore Downtown
Ave. Duration
18h 55m
Frequency
Once daily
Estimated price
$80 - $120
Website
greyhound.com
Economy
$80 - $120
Flexible
$120 - $180
Bus from Baltimore Downtown to Wilmington
Ave. Duration
1h 25m
Frequency
3 times a day
Estimated price
$14 - $21
Website
greyhound.com
Economy
$14 - $21
Flexible
$30 - $50

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.

More Questions & Answers

Bear is 1h ahead of Chicago. It is currently 2:09 AM in Chicago and 3:09 AM in Bear.

Yes, the driving distance between Chicago to Bear is 766 miles. It takes approximately 12h 39m to drive from Chicago to Bear.

Get driving directions

Southwest Airlines offers flights from Chicago Midway Airport to Philadelphia Airport.

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There are 66+ hotels available in Bear. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $1 - $5.

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