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How to Travel from

Winchester to Chicago

by Plane, Rideshare, Route or Car

Winchester
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Chicago
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Winchester
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Chicago
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Eleven ways to Travel from Winchester to Chicago

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Transport providers

Airlines

American Airlines

Website:
aa.com/
Plane from Ronald Reagan Washington National Airport to Chicago
Ave. Duration:
2h 19m
Frequency:
Every day
Estimated price:
$103.26–$282.61
Plane from Baltimore-Washington International Airport to Chicago
Ave. Duration:
2h 20m
Frequency:
Every day
Estimated price:
$141.30–$380.43
Plane from Charlottesville to Chicago
Ave. Duration:
4h 40m
Frequency:
Every day
Estimated price:
$130.43–$597.83

Delta

Website:
delta.com/
Plane from Ronald Reagan Washington National Airport to Midway
Ave. Duration:
3h 46m
Frequency:
Every day
Estimated price:
$103.26–$293.48
Plane from Ronald Reagan Washington National Airport to Chicago
Ave. Duration:
3h 58m
Frequency:
Every day
Estimated price:
$81.52–$228.26
Plane from Baltimore-Washington International Airport to Chicago
Ave. Duration:
4h 23m
Frequency:
Every day
Estimated price:
$86.96–$239.13
Plane from Pittsburgh International Airport to Midway
Ave. Duration:
3h 18m
Frequency:
Every day
Estimated price:
$86.96–$293.48

United Airlines

Website:
united.com/
Plane from Washington Dulles International Airport to Chicago
Ave. Duration:
2h 17m
Frequency:
Every day
Estimated price:
$103.26–$358.70
Plane from Ronald Reagan Washington National Airport to Chicago
Ave. Duration:
2h 24m
Frequency:
Every day
Estimated price:
$184.78–$336.96
Plane from Baltimore-Washington International Airport to Chicago
Ave. Duration:
2h 19m
Frequency:
Every day
Estimated price:
$119.57–$434.78
Plane from Charlottesville to Chicago
Ave. Duration:
2h 7m
Frequency:
Every day
Estimated price:
$152.17–$532.61

Frontier Airlines

Website:
flyfrontier.com/
Plane from Baltimore-Washington International Airport to Midway
Ave. Duration:
2h 12m
Frequency:
Monday, Wednesday, and Friday
Estimated price:
$47.83–$217.39

Southwest Airlines

Website:
southwest.com/
Plane from Ronald Reagan Washington National Airport to Midway
Ave. Duration:
2h 6m
Frequency:
Every day
Estimated price:
$173.91–$369.57
Plane from Baltimore-Washington International Airport to Midway
Ave. Duration:
2h 7m
Frequency:
Every day
Estimated price:
$119.57–$402.17
Plane from Baltimore-Washington International Airport to Chicago
Ave. Duration:
2h 21m
Frequency:
Every day
Estimated price:
$97.83–$315.22
Plane from Pittsburgh International Airport to Midway
Ave. Duration:
1h 30m
Frequency:
Every day
Estimated price:
$108.70–$369.57

Train operators

Amtrak

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Martinsburg Amtrak Station to Chicago
Ave. Duration:
16h
Frequency:
Once daily
Estimated price:
$65.22–$217.39
Train from Washington Union Station to BWI
Ave. Duration:
37 min
Frequency:
Hourly
Estimated price:
$5.43–$59.78
Train from Martinsburg Amtrak Station to Pittsburgh
Ave. Duration:
6h 3m
Frequency:
Once daily
Estimated price:
$25.00–$108.70

Amtrak Northeast Regional

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Washington Union Station to BWI
Ave. Duration:
27 min
Frequency:
Hourly
Estimated price:
$14.13–$206.52

Amtrak Acela

Phone:
+1 800-872-7245
Website:
amtrak.com/home.html
Train from Washington Union Station to BWI
Ave. Duration:
20 min
Frequency:
5 times a day
Estimated price:
$18.48–$326.09

Maryland Transit

Phone:
1-866-743-3682
Website:
mta.maryland.gov
Train from DUFFIELDS W VA MARC eb to Washington
Ave. Duration:
1h 51m
Frequency:
Twice daily
Estimated price:
$1.96–$13.04
Train from Washington Union Station to BWI
Ave. Duration:
35 min
Frequency:
Hourly
Estimated price:
$1.96–$8.70

Bus operators

Greyhound USA

Phone:
+1 214-849-8100
Website:
greyhound.com/
Bus from Frederick Frederick Bus Stop to Chicago
Ave. Duration:
15h 50m
Frequency:
Once daily
Estimated price:
$46.74–$293.48

Virginia Breeze

Phone:
+1-800-827-3490
Website:
virginiabreeze.drpt.virginia.gov
Bus from Crooked Run Park to Ride
Ave. Duration:
1h 5m
Frequency:
Once daily
Estimated price:
$18.48–$22.83
Bus from Gainesville Park to Ride
Ave. Duration:
1h 50m
Frequency:
Once daily
Estimated price:
$20.65–$26.09

Omniride

Phone:
+1 703-730-6664
Website:
omniride.com
Bus from Crooked Run Park & Ride to Virginia
Ave. Duration:
1h 18m
Frequency:
Twice daily
Estimated price:
$7.07–$21.74
Bus from Crooked Run Park & Ride to University
Ave. Duration:
37 min
Frequency:
Twice daily
Estimated price:
$4.35–$11.96

Questions and Answers

What is the cheapest way to get from Winchester to Chicago?

The cheapest way to get from Winchester to Chicago is to drive which costs $108.70 - $173.91 and takes 10h 56m.

What is the fastest way to get from Winchester to Chicago?

The fastest way to get from Winchester to Chicago is to bus and fly which takes 5h 24m and costs $163.04 - $434.78 .

How far is it from Winchester to Chicago?

The distance between Winchester and Chicago is 1095 km. The road distance is 1032.7 km.

How do I travel from Winchester to Chicago without a car?

The best way to get from Winchester to Chicago without a car is to train which takes 16h 25m and costs $108.70 - $282.61 .

How long does it take to get from Winchester to Chicago?

It takes approximately 5h 24m to get from Winchester to Chicago, including transfers.

What is the time difference between Winchester and Chicago?

Chicago is 1h behind Winchester. It is currently 22:25 in Winchester and 21:25 in Chicago.

Can I drive from Winchester to Chicago?

Yes, the driving distance between Winchester to Chicago is 1033 km. It takes approximately 10h 56m to drive from Winchester to Chicago.

Where can I stay near Chicago?

There are 1249+ hotels available in Chicago. Prices start at $65.98 per night.
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