Land O' Lakes
Land O' Lakes
Chicago
Chicago
Flight Driving

Land O' Lakes to Chicago

Updated: 28 May 2026

The journey from Land O' Lakes to Chicago is a 1,900-kilometer trip. Driving involves taking I-75 North to I-65 North. Flying from Tampa International Airport to O'Hare or Midway is the most practical choice. Chicago is a major cultural and economic hub in the Midwest. The drive takes about 19 to 20 hours, making it a long but rewarding trip.

Total Distance: 1,900 km driving, 1,700 km air distance.
Fastest Way
Flying from TPA to CHI is the fastest, taking about 3 hours.
Cheapest Way
Driving is the most cost-effective for groups.
Compare Land O' Lakes to Chicago Routes
Flight
Direct
Driving
Direct
Duration 3 hours 19 hours 30 mins
Avg Price $200-$500 $280-$380 in fuel
Operator United Airlines Personal Vehicle
Route TPA to ORD/MDW. I-75 N to I-65 N.
Tip Direct flights are available. Expect heavy traffic near Chicago.
Travel Tips
  • Traffic
    Chicago traffic is heavy; use public transit.
  • Dining
    Try the local deep-dish pizza.
  • Navigation
    Use the 'L' train to navigate the city.
  • Parking
    Parking is very expensive; avoid driving.
  • Booking
    Book hotels in advance.
Safety Tips
  • Road Safety
    Stay alert on I-65, which can be busy.
  • Fatigue
    Take a break if you feel tired.
  • Vehicle Prep
    Check your tires and fluids before leaving.
  • Emergency Kit
    Keep a basic tool kit in your car.
People Also Ask
  • Is there a train?
    Yes, Amtrak runs from Florida to Chicago.
  • How long is the drive?
    Expect 19.5 hours of driving time.
  • Is Chicago safe?
    Yes, tourist areas are safe.
  • What is the best route?
    I-75 to I-65 is the standard route.
  • Is it worth driving?
    Only if you have a lot of luggage.
Quick Info
  • From Land O' Lakes, Florida, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

Spring or fall for pleasant weather.

Things to Do in Chicago
1
Millennium Park
Visit the famous Bean sculpture.
2
Art Institute of Chicago
Explore this world-class museum.
3
Willis Tower
Enjoy the views from the skydeck.
4
Navy Pier
Enjoy this historic pier with attractions.
Tags
Land O' Lakes to Chicago drive to Chicago from Florida I-75 to I-65 route traveling to Chicago Florida to Illinois road trip best way to reach Chicago travel guide Land O' Lakes FL