Train
Flight
Windsor Mill to Chicago
Updated: 30 May 2026
The journey from Windsor Mill to Chicago, Illinois, covers about 700 miles. Driving via I-70 W and I-80 W takes approximately 11 to 12 hours. Flying from BWI to Chicago O'Hare (ORD) or Midway (MDW) is the most efficient choice, taking about 2 hours in the air. Alternatively, you can take the Amtrak Capitol Limited from Baltimore to Chicago for a scenic, multi-day train experience. Chicago is a major cultural and architectural hub. Be prepared for heavy traffic in the Chicago metro area.
Total Distance: Driving distance 1,150 km; straight-line air distance 950 km.
Fastest Way
Flying is significantly faster, saving you over 10 hours of travel time.
Cheapest Way
Flying with a budget airline is often the most cost-effective way to travel.
Compare Windsor Mill to Chicago Routes
|
Direct
|
Direct
|
|
|---|---|---|
| Duration | 17 hours | 2 hours |
| Avg Price | $150-$400 | $100-$300 |
| Operator | Amtrak Capitol Limited | United Airlines / Southwest |
| Route | Baltimore Penn Station to Chicago Union Station | BWI Airport to ORD/MDW Airport |
| Tip | The train is a comfortable, scenic way to travel across the Midwest. | Midway is often closer to downtown Chicago than O'Hare. |
Travel Tips
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TrafficChicago traffic is very heavy; use the 'L' train system to get around.
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Airport TransitThe 'L' train connects both O'Hare and Midway to downtown.
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WeatherChicago winters are extremely cold; pack heavy winter gear.
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ParkingParking in downtown Chicago is very expensive; use public transit.
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DiningTry the famous Chicago-style deep-dish pizza.
Safety Tips
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Highway SafetyI-80 and I-90 are high-traffic roads; stay alert.
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Vehicle PrepCheck your tires and fluids before a long-distance drive.
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Personal SafetyStay in well-lit, populated areas, especially at night.
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Emergency KitCarry a first-aid kit and plenty of water for the drive.
People Also Ask
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How long is the flight?Approximately 2 hours.
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Is it better to fly or drive?Flying is much more practical for this distance.
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What is the best way to get around Chicago?The 'L' train system is the best way to get around.
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Is Chicago safe?Like any major city, use caution and stay in tourist-friendly areas.
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What is the best time to visit?Spring and fall are the most comfortable times.
Quick Info
- From Windsor Mill, Maryland, United States
- To Chicago, Illinois, United States
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Modes
Best Time to Travel
Late spring or early autumn to enjoy the pleasant weather and avoid the harsh winters.
Things to Do in Chicago
1
Millennium Park
Home to the iconic Cloud Gate sculpture, also known as 'The Bean'.
2
Art Institute of Chicago
One of the oldest and largest art museums in the United States.
3
Willis Tower Skydeck
Offers breathtaking views of the city from the 103rd floor.
4
Navy Pier
A popular destination with rides, restaurants, and beautiful lakefront views.
Tags
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