New Port Richey
New Port Richey
Chicago
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.
Safety Tips
  • Personal Belongings
    Keep your wallet and phone secure in crowded areas.
  • L-Train Safety
    Stay in well-lit areas on train platforms.
  • Emergency
    Know the location of the nearest police station.
  • Scams
    Be wary of street performers or vendors who seem overly pushy.
People Also Ask
  • How long is the flight?
    It takes about 3 hours.
  • Is driving practical?
    Driving is a long, multi-day journey; flying is much more efficient.
  • Are there tolls?
    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.
  • Can I take a train?
    You can take Amtrak from Florida, but it is a very long journey.
Quick Info
  • From New Port Richey, Florida, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Summer, when the weather is warm and the city's lakefront is vibrant.

Things to Do in Chicago
1
Millennium Park
Visit the iconic Cloud Gate sculpture and enjoy the park's beautiful gardens.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the United States.
3
Willis Tower Skydeck
Experience breathtaking views of the city from the 103rd floor.
4
Navy Pier
Enjoy entertainment, dining, and shopping along the shores of Lake Michigan.
Tags
New Port Richey to Chicago flight to Chicago driving to Chicago Chicago travel Chicago road trip Florida to Illinois New Port Richey transport long distance travel Chicago city guide travel options