Train
Driving
Bay Shore to Chicago
Updated: 31 May 2026
Traveling from Bay Shore, New York to Chicago, Illinois involves a transit connection in Manhattan. Take the LIRR to Penn Station, then transfer to an Amtrak train to Chicago Union Station. The total travel time is approximately 20 hours. Driving is an option via the Long Island Expressway and I-80, but it involves heavy traffic and significant tolls. The distance is roughly 1,300 kilometers.
Total Distance: 1,300 km driving distance; 1,100 km straight-line air distance.
Fastest Way
Driving is faster than the train for this long distance.
Cheapest Way
Public transit is the most cost-effective.
Compare Bay Shore to Chicago Routes
|
Connecting
|
Direct
|
|
|---|---|---|
| Duration | 20 hours | 15 hours |
| Avg Price | $150 - $400 | $200 - $350 in fuel and tolls |
| Operator | LIRR & Amtrak | Personal Vehicle |
| Route | Bay Shore to Penn Station, then Amtrak to Chicago Union Station | LIE to I-80 W |
| Tip | Book Amtrak tickets in advance for the best prices. | Expect heavy traffic in the Midwest. |
Travel Tips
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Train TransfersAllow at least 45 minutes for your transfer at Penn Station.
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AmtrakBook your Amtrak ticket early to save money.
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WalkingChicago is very walkable, especially in the downtown area.
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ParkingIf driving, use secure parking garages near the city center.
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SafetyStay in well-populated areas, especially at night.
Safety Tips
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Transit SafetyKeep your belongings secure in crowded train stations.
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DrivingBe prepared for heavy traffic on I-80.
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Night TravelUse ride-sharing services if traveling late at night.
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EmergencyKeep your phone charged for navigation.
People Also Ask
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Is there a direct train?No, you must transfer in Manhattan.
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How long does it take?About 20 hours total.
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Is Chicago safe?Like any city, stick to well-lit, populated areas.
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Can I drive?Yes, but traffic is heavy.
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What is the best way to get to Chicago?Public transit is generally recommended.
Quick Info
- From Bay Shore, New York, United States
- To Chicago, Illinois, United States
-
Modes
Best Time to Travel
Mid-day to avoid peak commuter traffic.
Things to Do in Chicago
1
Millennium Park
Visit the famous Cloud Gate sculpture.
2
Art Institute of Chicago
Explore one of the best art museums in the world.
3
Willis Tower
Take in the views from the Skydeck.
4
Navy Pier
Enjoy the waterfront area with shops and restaurants.
Tags
Bay Shore to Chicago
LIRR to Amtrak
traveling to Chicago
Bay Shore to IL
best way to Chicago
commuting to Chicago
NYC to Chicago transit
Bay Shore travel guide
