Is driving practical?

Driving is a long, multi-day journey; flying is much more efficient.

Yes, there are many tolls on the highways leading into Chicago.

What is the best airport?

O'Hare and Midway are both accessible from Tampa.

You can take Amtrak from Florida, but it is a very long journey.

New Port Richey

Chicago

Flight Driving

New Port Richey to Chicago

Updated: 28 May 2026

Chicago is located about 1,900 kilometers northwest of New Port Richey. The most practical way to travel is by flying from Tampa International Airport to O'Hare or Midway. Driving is a multi-day journey that requires significant planning. This is a major travel route connecting the Gulf Coast to the Midwest's largest city.

Total Distance: 1,900 km driving, 1,700 km air distance.

Fastest Way

Flying, taking approximately 3 hours.

Cheapest Way

Flying, if booked well in advance.

Compare New Port Richey to Chicago Routes

	Flight Direct	Driving Direct
Duration	3 hours	19 hours
Avg Price	$180-$350	$220-$320 in fuel
Operator	United, Southwest	Personal Vehicle
Route	TPA to ORD or MDW.	I-75 N to I-65 N.
Tip	Book flights in advance to secure the best rates.	This is a multi-day drive; plan for overnight stops.

Travel Tips

Public Transit
Use the 'L' train system to navigate Chicago; it is very efficient.
Walking
Be prepared to walk a lot; wear comfortable shoes.
Navigation
Use a transit app to plan your routes.
Dining
Try the famous Chicago-style deep-dish pizza.
Safety
Stay aware of your surroundings, especially in crowded tourist areas.