Yes, it is generally safe, especially in tourist areas.

How long is the drive?

It takes about 24 hours of driving time.

What is the best time to visit?

Winter is the most pleasant season.

Yes, there are many toll roads in Florida.

No direct passenger rail service exists from Oak Park to Key West.

Oak Park

Key West

Driving

Oak Park to Key West

Updated: 28 May 2026

The drive from Oak Park to Key West is approximately 1,500 miles, taking about 24 hours of driving time. You will travel south through the Midwest and the Southeast before reaching the Florida Keys. This is a scenic and unique road trip.

Total Distance: 2,400 km driving distance; 2,000 km straight-line air distance.

Fastest Way

Driving is the primary practical mode for this distance.

Cheapest Way

Driving is the most economical way to reach Key West.

Compare Oak Park to Key West Routes

Driving

Direct

Duration

24 hours

Avg Price

$300-$400 in fuel

Operator

Personal Vehicle

Route

I-75 South to Florida's Turnpike, then US-1 South.

The drive through the Florida Keys is beautiful but slow.

Travel Tips

Overseas Highway
The drive through the Keys is slow; allow extra time.
Parking
Parking in Key West is limited and expensive; use a bike or walk.
Dining
Try the local Key lime pie, a must-have dessert.
Best Time
Winter is the peak season for tourism.
Sun Protection
The sun is strong in the Keys; wear sunscreen.

Safety Tips

Road Safety
Be cautious of heavy traffic on the Overseas Highway.
Vehicle Prep
Check your air conditioning and tires before the trip.
Emergency
Keep a charged phone and power bank for navigation.
Weather
Check for hurricane warnings if traveling in late summer.