Is it better to fly or take the train to Chicago?

Flying is much faster, but the train is a unique experience.

How far is the airport from downtown Chicago?

O'Hare is about 18 miles away, while Midway is about 10 miles.

Are there direct trains from Stony Brook?

No, you must travel to Penn Station in Manhattan first.

What is the best way to get around Chicago?

The 'L' train system is the most convenient way to travel.

Is Chicago safe for tourists?

Yes, in the main tourist areas, provided you use common sense.

Stony Brook

Chicago

Train Flight

Stony Brook to Chicago

Updated: 31 May 2026

The journey from Stony Brook to Chicago covers about 800 miles. Flying is the fastest option, with frequent direct flights from JFK, LaGuardia, or Newark to O'Hare (ORD) or Midway (MDW). Amtrak's Lake Shore Limited provides a direct, scenic train route from Penn Station to Union Station in Chicago, taking about 19 hours. Driving takes roughly 13-14 hours via I-80. Most business travelers prefer the 2-hour flight.

Total Distance: 1,300 km driving, 1,150 km air distance.

Fastest Way

A direct flight from LGA to ORD takes about 2 hours 30 minutes.

Cheapest Way

Booking a flight with a budget carrier is usually the most affordable option.

Compare Stony Brook to Chicago Routes

	Train Direct	Flight Direct
Duration	19 hours	2 hours 30 mins
Avg Price	$150 - $400	$120 - $300
Operator	Amtrak	United, American, Southwest
Route	Penn Station to Union Station.	JFK/LGA/EWR to ORD/MDW.
Tip	The Lake Shore Limited offers beautiful views of the Hudson River.	Midway is often closer to downtown Chicago.

Travel Tips

CTA Transit
Use the 'L' train system to get around the city efficiently.
Weather
Chicago is known as the 'Windy City'; dress in layers.
Deep Dish Pizza
Try a slice of authentic deep-dish pizza at a local spot.
River Cruise
Take an architectural boat tour along the Chicago River.
Walking
Downtown Chicago is very walkable, especially along the Magnificent Mile.