Is the train worth it?

Only if you enjoy scenic, long-distance rail travel; otherwise, fly.

How do I get from O'Hare to downtown?

The Blue Line train takes about 45 minutes.

Like any major city, stay aware of your surroundings in tourist areas.

What is the best time to visit?

Late spring to early autumn offers the best weather.

Are there direct flights?

Yes, multiple airlines fly direct from PHL to ORD.

Philadelphia

Chicago

Train Flight

Philadelphia to Chicago

Updated: 28 May 2026

The distance from Philadelphia to Chicago is approximately 1,200 kilometers. Flying is the most practical method, with direct flights from PHL to O'Hare (ORD) or Midway (MDW) taking about 2 hours. Amtrak also offers the Cardinal line, but it is a long, scenic journey taking over 20 hours. Chicago is famous for its architecture, deep-dish pizza, and lakefront parks.

Total Distance: 1,200 km driving, 1,070 km air distance.

Fastest Way

Direct flight, taking approximately 2 hours in the air.

Cheapest Way

Budget airlines like Spirit or Frontier, often under $100 if booked in advance.

Compare Philadelphia to Chicago Routes

	Train Direct	Flight Direct
Duration	20 hours	2 hours 15 mins
Avg Price	$150 - $500	$120 - $400
Operator	Amtrak	United Airlines
Route	Cardinal line from 30th Street Station to Union Station.	PHL to ORD.
Tip	This is a scenic, long-distance route; book a sleeper car for comfort.	O'Hare is connected to downtown via the Blue Line train.

Travel Tips

CTA Trains
Use the 'L' train system to navigate the city; it is very comprehensive.
Deep Dish
Try authentic deep-dish pizza at local favorites like Lou Malnati's.
Airport Transit
The Blue Line from O'Hare is the cheapest way to reach downtown.
Weather
Chicago is known as the Windy City; dress appropriately for the lake breeze.
Booking
Book flights at least three weeks early for the best pricing.